visit tuscany chianti

You are using an outdated browser. Please upgrade your browser to improve your experience.

Fall in love with Tuscany!

Ask the Tuscany Experts on our Forum

• Book your Hotel
• Rentals by Owners
• Museums & Tours

Get the lowest rate for your Hotel in Tuscany through Booking.com

Get the best deal direct from the owners on TuscanyAccommodation.com

Book your unique Tuscan Experience

Book your Tour

Book your Tickets ahead & Skip the line!

Buy Museum Tickets

Enchanting Chianti: Vineyards, Small Towns and Fine Wine

The diverse and amazing panorama in Tuscany is distinguished with its diverse and scenic landscapes; perhaps the most famous being Chianti . Located in an area that encompasses Florence and Siena, Chianti is as varied in its scenery as it is in its wines. The many itineraries found through the soft rolling hills covered with rows and rows of grapes, quaint hamlets , low lying forests and picturesque accommodations situated in stone farmhouses , romantic bed and breakfasts and luxurious villas have inspired poets, artists, photographers and travelers for centuries.

Visit Chianti.com Our comprehensive guide to Chianti

Get the Insider Scoop about Chianti

The dedicated site Chianti.com is built on the experiences of our team of local experts to help you navigate the many different zones in Chianti, offering you insider information about the weather and detailed maps with directions on how to move around . The land of Chianti is dotted with typical little Tuscan towns which will inspire your imagination and offer you the warm hospitality characteristic of Chianti. Towns like Greve in Chianti , Gaiole in Chianti , Radda in Chianti and smaller borgos like San Gusmè and San Donato in Poggio are full of history, traditions and delicious variations of their own special brand of Chianti wine .

Not Just Wine

The origins of Chianti and its small towns is undeniably combined with that of the Etruscans, Romans, and the expanding populations of the two historic cities of Siena and Florence which often fought over this area. Follow one of our suggested itineraries to discover where to find the  Etruscan tombs in Castellina in Chianti , search out the charming parish church of Sant’Appiano in Barberino val d’Elsa or the many fortresses built to protect the boundaries between Florence and Siena. And while exploring the landscape of Chianti , check out fun ideas for delicious and tantalizing wine tours .

Don’t Miss Out on the Best Part of Chianti

Of course, it is almost impossible to travel through Chianti without contemplating at least one or two opportunities to taste the many flavors that are cultivated in this area or take one of the many fun bike or walking guided tours or with your own personal driver. Many of the vineyards have created a place dedicated to wine tasting, where you can visit the “cantina” or wine cellars, the vineyards and the production of the famous Chianti Classico .  Chianti isn’t just about the wine, we look forward to helping you choose from an extensive list of things to do and discover in Chianti such as the prized meats from Macelleria Cecchini and Falorni, the cheeses, honey and special local dishes, such as the peposo or spaghetti al vino rosso . Can’t find what you are looking? Then ask us on our Forum !

Start planning your adventure in Chianti by reading the articles below!

Related Sections

You might also like, what to do in chianti, itineraries in chianti, chianti accommodation, chianti tours, you'll love reading about....

Would you like a farmhouse with a pool? To be in a small village with train/bus connections to not have to drive? A luxury resort or a country farmhouse full of rustic Tuscan charm? There is something for everyone, take a look!

If you're wondering what to do in Chianti besides visiting wine estates or wine tasting, look no further! We have suggestions as to what else to try to do while in Chianti (do consider wine tasting is a must, however!)

Wine Tasting in Chianti

Do we really need to say that if you're in the wine region of Chianti, you should do some wine tastings? Thought not, but how, you ask? DIY ? What if you don't want to drive? How about joining a tour or getting a private driver ? Check our suggestions for planning a wine-based itinerary & wine tastings in the Chianti wine region.

Lots of ways to explore Tuscany, whether you have a day or more and can go off one day to do wine tastings, another to wander around the hilltop villages, another to mix great food and wine with art and history.

Top Experiences in Tuscany

Join a guided tour to go wine tasting - no need to worry about driving after! Or a cycling tour, to have the bike and assistance as you need it. Don't want to drive? Then join a tour! Lots of various tours and options to see the best of Chianti, without worrying about the how.

Castellina in Chianti

A must-stop in your drive across Chianti, Castellina offers an enchanting walk below the city walls, an archeological museum, restaurants and wine shops, as well as an Etruscan tomb right by the entrance to town (make sure to go exploring).

Greve in Chianti

Greve in Chianti is often considered the front door into the Chianti region since it is the first major town you reach as you head south of Florence towards Siena.

Radda in Chianti

A beautiful small charming hilltop village in Chianti, it is at the heart of the Chianti Classico wine region. A must visit if you love wine and all that goes with it!

Chianti Tourist Info

Useful practical information and tips to help you plan your holidays in Chianti.

Barberino Val D'Elsa

A beautiful medieval village along the Via Cassia, Barberino Val d'Elsa is often overlooked but we suggest you stop to take in the breathtaking view of the Val d'Elsa and then stroll through the small city center, taking in the sense that time stopped here a long time ago.

San Donato in Poggio

A small, charming medieval hamlet near the Firenze-Siena road, San Donato offers great views of the surrounding countryside and a walled town that belies its great importance in the 12th-13th century when the main pilgrimage road passed through here.

Our Travel Guides

• Best Time to Visit
• Weather & Climate
• Airports in Tuscany
• Getting Around Tuscany
• Top Things to Do
• Best Chianti Hotels
• Best Lucca Hotels
• Castle Hotels in Tuscany
• Top Destinations in Tuscany
• Best Beaches
• Siena Travel Guide
• Montecatini Terme Travel Guide
• Chianti Travel Guide
• Pisa's Top Attractions
• Things to Do in Lucca
• Food to Try in Tuscany
• Best Wineries
• Search Please fill out this field.
• Newsletters
• More to Explore
• Things To Do

The Complete Guide to Visiting Chianti

TripSavvy / Christopher Larson

Chianti, Italy, is a region of Tuscany famous for its namesake red wine. Also referred to as the Chianti Classico region or the Chianti Hills, Chianti lies in the very center of Tuscany, between the larger cities of  Florence  and  Siena . To the east lies the Chianti Mountains, and the area is bounded on the west by the Val di Pesa (Pesa Valley) and Elsa River. Due to its proximity to Florence and the A1 Autostrada, Chianti is an easily accessible region of Tuscany—perfect for a detour of a day or more for taking in the scenery, visiting medieval hilltowns, and touring local wineries.

Chianti Wine

While grapes for wine are grown in every region of Tuscany, Chianti, or Chianti Classico, may be the most familiar to people in the U.S. If you've ever been in a traditional Italian restaurant and see those wicker-covered wine bottles—often with a candle stuck in them—you've seen a Chianti bottle. Made mostly from Sangiovese grapes, Chianti was once thought of as a cheap table wine—and there's still plenty of good, inexpensive Chianti out there. But beginning in the late 20th century, some winemakers sought to elevate Chianti to a higher level of quality. Today, Chianti wine is sometimes referred to as the "Bordeaux of Italy," due to its flexibility in blending and variability in style. Chianti is available at all price points, ranging from a few euros a bottle up to hundreds of euros for a single bottle. You may still find it bottled in a fiasco — that ubiquitous straw-covered bottle, but probably only in souvenir shops and the duty-free store at the airport. For more information on visiting wineries, read our guide to going wine-tasting in Chianti .

Getting Around Chianti

The main north-south road through Chianti Classico is the state road number 222 (SR222), shown on the map and known as  la Chiantigiana . The Chianti area was delimited in 1932, and the boundaries have stayed the same since. Chianti Classico is "the oldest zone of origin" of Chianti. Travelers can stay at various lodging options, ranging from  small hotels in towns to agriturismo accommodations , often set amid beautiful vineyards or olive groves.

Most visitors to Chianti arrive by car. The SR 222 can be picked up just southeast of Florence or north of Siena, and it winds through the heart of Chianti. The SR 429 runs east to west and connects Castellina in Chianti with Radda. Both roads are two-lane most of the way, and wind, climb, and curve their way through some of Tuscany's most iconic countryside.

Train lines skirt Chianti, but none pass through the towns of the region. If you're committed to seeing Italy by train, it's best to travel by train to Siena or Florence, then arrange a private or group tour of wineries and smaller towns.

Places to Visit in Chianti

Greve in Chianti: The center of Chianti Classico is the town of Greve in Chianti. It's not the most picturesque town in the region, but it has a pretty town square and several good restaurants and makes a convenient base for exploring the region. The town has a weekly market on Saturday mornings, and there is a wine tasting center on state road 222 where you can taste wine, olive oil, and sweet Vin Santo, a dessert wine. Travelers can gather additional information at the tourist office located at Piazza Giacomo Matteotti 10.

Radda in Chianti: Set midway between Siena and Florence, hilltop Radda in Chianti has been inhabited since the 9th century. Much of the current town dates to the 14th-16th centuries, so Radda retains its authentic medieval feel. Radda is pretty and well-kept, with the oldest parts of the town contained in the old castle wall and limited mostly to pedestrian traffic. Wine tourism rules here, so there are plenty of wine bars, tasting rooms, gift shops, and restaurants ranging from cozy and casual to high-end. The tourist info office is up in the heart of the medieval town, at Piazza Castello 2.

Castellina in Chianti: This tiny hilltown is one of the most fascinating in Chianti. Castellina in Chianti dates back to the Etruscan era and has a 14th-century rocca , or fortress, that forms the focal point of the old town. Don't miss the Via Della Volte, a wide pedestrian tunnel that encircles the historic center and is lined with gift shops, artisans, and eateries, as well as wine cellars set up for tastings.

More Things to Do in Chianti

A little way outside of San Casciano in Val di Pesa , in a tiny village called S. Andrea in Percussina, lies  Villa Machiavelli . This is the tavern where Machiavelli played cards, drank wine, and wrote The Prince . The place is hard to find, but it's worth it for the food, wine, and bucolic surroundings. Visitors are encouraged to watch the signs for when they exit San Casciano, as nearby,  Villa Mangicane  has been transformed into a nice luxury hotel and makes for a great place to stay.

Panzano is home to one of the world's most famous butchers, Daro Cecchini, who happens to have a restaurant called SoloCiccia, translated as "only meat." For Italian food lovers, Cecchini's shop is not to be missed.

Just south of Panzano is a town called Piazza , which hosts a restaurant called Osteria Alla Piazza . In fact, that's pretty much all there is in tiny Piazza. However, it's worth the drive to simply sit among the vineyards of Chianti and experience delicious food and wine.

Further south is the largest winery in the Chianti area, known as  Barone Ricasoli . This is a good place for wine tasting, visiting the castle's gardens and museums, and having a great lunch at  Osteria del Castello . It's in Madonna a Brolio, 5 kilometers south of Gaiole in Chianti, and about 25 kilometers northeast of Siena.

Related Articles

More related articles.

Handicraft and Shopping

SCOPRI DI PIÙ

Food and wine

Questo sito utilizza cookie propri e/o di terze parti per analisi statistiche e per migliorare l’interazione con le piattaforme social media. – Per maggiori informazioni potete consultare la nostra cookie policy. Cliccando in un punto qualsiasi dello schermo, scorrendo la pagina o chiudendo questo messaggio, lei acconsente all’uso di tutti i cookie per le finalità indicate.

The 23 Best Wineries In Chianti - A Local Guide To Tuscany

Where do local italians go for the best chianti classico wine our local tuscan expert guides the way.

Nathan Heinrich

• June 9, 2023
• Rome, Italy

If you’re searching for the best wineries in Chianti, this is the only article you will ever need on the topic.   

While recently planning a trip to the Chianti Classico wine region of Tuscany, I reached out to my dear Italian friend Vera Sarzano , who lives in the heart of this beautiful part of Italy.  

For years, Vera worked for several local Chianti Classico wineries as an exclusive guide on private wine tours, before starting her own virtual Italian language coaching company.   

In This Article:

Chianti Wine Trivia

Largest & Most Iconic Chianti Classico Wineries

Medium-Sized Chianti Classico Wineries

Family-Owned “Hidden Gem” Chianti Classico Wineries

History Of The Chianti Area

DOCG Classification

Our local guide to chianti.

Since I moved to Italy several years ago, Vera has been my personal Italian language coach.   She is also a co-host on the top-5 travel podcast  I’m Moving To Italy.

Her home, for the past 15 years, is just a short drive from most of the 23 wineries which she recommends on this list.  

Being a native Italian, with knowledge of the very best wines in the Chianti region, Vera is a highly sought-after local wine expert and I am grateful she agreed to share her time to help create this local guide to the best wineries of Chianti.

Chianti Wine Region Trivia

This article is designed for those who want to design their own self-guided tour of the best Chianti wineries and taste some of Italy’s finest red wines on their terms.

Wine Lover’s Trivia:   

A.) Where is the oldest winery in Italy located?  

B.) Which winery is the 2nd oldest winery in the world as well as the 4th oldest business in the world?  

C.) Who is the most famous historical person who was also the first agronomist, oenologist, and sommelier from the greater Chianti area?

Continue reading for answers to these questions and more information on some of Italy’s most famous wines.  

*Answers at the end of the article.

The 10 Largest & Most Iconic Chianti Classico Wineries

​ This article is organized by  Large,   Medium,  and  Small “Hidden Gem” Wineries

1.) Ricasoli 1141 Winery At Castello di Brolio

Of all the wineries in the Chianti Classico region, there is none more iconic than the Ricasoli 1141 winery at the Castello di Brolio estate.  

This winery is Italy’s oldest and its long history makes it the 2nd oldest operational winery in the world (after the Château de Goulaine in France).  

It is also the world’s 4th oldest continuously operational business (a Japanese Construction company Kongo Gumi which dates back to the year 578 AD is the oldest).

The Chianti vineyards at Ricasoli 1141 winery cover 240 hectares (approx 600 acres) with an additional 26 hectares (approx 70 acres) planted in olive groves for oil production.

The name “Ricasoli 1141” comes from the Risasoli family who have been making wine in the Chianti Classico area since 1141 in this exact location for nearly 900 years.  

The current owner of Castello di Brolio and Ricasoli 1141 Winery is Baron Francesco Ricasoli, he is part of the 32nd generation of the family.  

Francesco Ricasoli has been continuing his family’s long history of producing some of the best Chianti wines since taking over in 1993.   

The sprawling estate, which covers approx 3,000 acres, includes a world-class restaurant, villas for vacation rentals, the medieval Brolio Castle dating back to the Middle Ages, and many events throughout the year – including olive oil tasting.   

No visit to the rolling hills of the Chianti wine region would be complete without a visit to Italy’s oldest and most impressive winery and the birthplace of Chianti Classico wine.

https://www.ricasoli.com/en/

2.) Marchesi Antinori

For 26 generations, since 1385, the Antinori family has been producing wine in the Chianti wine region.  

Any visit to the Chianti Classico wine region should include this winery which is the 2nd oldest in the area.  

Antinori Winery is a member of the “Arte Fiorentina dei Vinattieri”, the prestigious Florentine Winemakers’ Guild.

The Antorini Family owns 7 wine estates in Tuscany and one in Umbria, which are all truly beautiful and each deserving of a visit. 

https://www.antinori.it/en/vino/marchese-antinori-en/

3.) Marchesi Frescobaldi

With more than 700 years spanning 30 generations, the Marchesi de’Frescobaldi has been making wine history in Italy.  

Besides exclusive restaurants in Florence and London, the winery now has 11 unique estates which produce some of the region’s most sought-after wines.   

Many of the Frescobaldi estates have native forests established on their land.  

The beautiful estates of Castello Nipozzano and Castello Pomino were the very first in Tuscany to be awarded the PEFC certification (‘Programme for the Endorsement of Forest Certification’) which certifies the sustainable management of Tuscan forests.  

The Frescobaldi Family wine empire represents one of the most impressive in all of Italy.  

If you are planning a visit to Tuscany, some of the 11 elegant wine estates in the Frescobaldi portfolio are certainly worth exploring.   

https://www.frescobaldi.com/en

In 1978, two Italian-American brothers, John and Harry Mariani, founded a winery in the Chianti Classico wine region.  

With the expert help of one of Italy’s most celebrated enologists, Ezio Rivella, Banfi Winery has been built into one of Chianti’s most impressive wineries.  

Another proud moment for the brothers and their families was when they acquired the historic Bruzzone winery in Piedmont.

The Banfi Piemonte location specializes in the production of impressive sparkling wines which can be tasted and purchased at the Chianti location along with their impressive collection of Chianti Classico riserva blends.

https://www.banfi.it/en/

5.) Castello di Ama

Castello di Ama is yet another fantastic Chianti winery with a rich history involving a castle.

The village of Ama has Etruscan origins which predate the Holy Roman Empire.  

Although the castle was destroyed in the fifteenth century, during the Aragonese invasions in the Chianti area, the current headquarters of the Castello Winery were rebuilt from the stones of the original castle, during the 1700s.  

Add this fantastic winery to your Tuscan wine tour for some of the region’s best Chianti Classicos.

https://castellodiama.com/en/

6.) Fonterutoli Mazzei

If you are interested in a true “Wine Resort” then Fonterutoli Mazzei might be just the place for you.  The guest rooms and suites at this winery are so lovely you won’t ever want to leave.   

The Mazzei family has owned Castello di Fonterutoli since 1435 – that’s nearly 600 years of experience making their incredible full-bodied wine in the Chianti Classico area.   

This winery leads the pack when it comes to an environmentally conscious wine-making process and is certainly one you should visit on your winery tour of the Chianti region.

https://us.mazzei.it/pages/castello-di-fonterutoli

7.) Dievole

The Dievole winery is one of the best wineries in the Tuscan countryside.  

If you’re looking for a catered vineyard picnic with some good food and wine, olive oil tasting from trees in the estate, wine tasting, and vineyard visits to some of the most unique locations in the Chianti Classico region, then a visit to Dievole is in order.

Dievole’s restaurant  Ristorante Novecento,  which is located on the ground floor of the winery, was established in 1990 to commemorate the estate’s 900th anniversary.  

During the summer season, guests can enjoy their meals in the historic tiled courtyard surrounded by the fragrant rose garden.  

While in the fall and winter months dining is enjoyed inside the 18th-century villa.

https://dievole.it/en/

8.) San Felice

Borgo San Felice is so much more than a fabulous Chianti Classico winery.  

This completely unique location is actually an entire medieval village including a chapel, historical cellars, a wellness center, and dozens of villas that have been converted into private vacation residences.   

The winery is surrounded by hectares of vineyards, bike trails, and the most beautiful hills in the Chianti region.  

The perfect location for a destination wedding, small groups, or a 100-guest special retreat.  

Many feel that a stay at Borgo San Felice is the best way to unwind and soak up the Chianti countryside.

Of all the locations on our list of the 10 biggest and best Chianti Classico fine wine producers, this one is a total stand-out from all the rest – not to be missed.

https://sanfelice.com/en

9.) Tolaini

Of all the wineries on this list of 23 Chianti Classico wineries, Tolaini is the only one owned and operated by a woman.  

Lia Tolaini took over this beautiful winery when her father, Pierluigi Tolaini, passed away in 2020.  

Not only does Lia Tolaini produce wine but she also owns a major wine import company in New York, Banville Wine Merchants.   

While you can buy Tolaini wines in the USA, Canada, and locations worldwide, a cellar visit to the Chianti region is the best way to taste wines from this very special winery.

https://m.tolaini.it/en/

10.) Vallepicciola

Just 10 minutes from the famous Chianti city of Siena is this fabulous 107-hectares (264-acre) winery.  

Our local expert, Vera Sarzano , called this particular winery a “hidden gem in the category of larger Chianti Classico wineries.   

Not only are the wine cellar and tasting room at this beautiful winery stunning, but the unique soil type, the elevation, the special rootstock, and the exposure contribute to wine production that is unmatched.

Although this is one of the smallest in the category of larger wineries in the Chianti region the wines produced at Vallepicciola are anything but small.  

Be sure to add Vallepicciola to your list of Chianti Classico winery visits.​ ​ ​

https://www.vallepicciola.com/en/

Why Are European Farmers Protesting?

7 Of The Best Medium-Sized Chianti Classico Wineries

11.) fattoria di montemaggio.

Fattoria di Montemaggio is a family-owned organic winery well-known for its excellent wines – definitely worth an in-depth tour and wine-tasting excursion. 

https://www.montemaggio.com/

12.) Fattoria di Fèlsina

Fattoria di Fèlsina is a very special winery located in the Chianti Classico region of Castelnuovo.  

This boutique winery is known for its Chianti Classico Riserva, Vigneto Rancia, and Sangiovese wines.

https://www.felsina.it/en/

13.) Castello di Verrazzano

Castello di Verrazzano is a romantic and rugged winery in the hills of the Chianti Region which is well worth a visit.

https://www.verrazzano.com/en/

14.) Castello di Bossi

The castle with its beautiful vineyards and delicious wines at Castello di Bossi winery, has wonderful guest suites and a private swimming pool with views of Siena.

https://bacciwines.it/it/castello-di-bossi/

15.) Lamole di Lamole

“Lamole di Lamole” is a small family winery.

 If you’re looking for a lovely quiet spot with delicious food and wine during your tour of the Chianti Region, this just might be the place for you.

https://www.lamole.com/

16.) Azienda Agraria Miscianello

Miscianello is an agriturismo that produces wine and olive oil.  

The pool, guest rooms, and estate are a fantastic spot to unwind just a 15 min drive from Siena.  

The hosts are friendly and welcoming and guests love the food and wine served in a beautiful setting surrounded by vineyards and lemon trees.

https://www.tripadvisor.com/Azienda Agraria Miscianello

17.) Arceno

Arceno Winery is a boutique wine producer in Chianti Classico whose wines can be tasted in Tuscany as well as Napa Valley in California.

https://www.tenutadiarceno.com/en

6 Family-Owned "Hidden Gem" Chianti Classico Wineries

18.) scheggiolla.

Podere Scheggiolla is the first on our list of small family-owned “hidden gem” wineries that tourists rarely visit – but you should consider visiting.

Located on the top of the hill in the community of Castelnuovo Berardenga  in Chianti, Tuscany.

https://www.scheggiolla.com/

19.) La Lama

La Lama Winery is another excellent family-owned producer of wine and olive oil in the Chianti hills.  

Some of the wines you should consider buying from La Lama are –  Chianti Classico Sottolaia, Chianti Classico Riserva Terzo Movimento, and I.G.T. Caliptra.

La Lama uses cutting-edge processing techniques in their winemaking and olive oil production.   These techniques are carefully managed by the Campani family.   

Duccio Campani, along with his hard-working wife Tiziana and their daughter Sarah, are passionate winemakers and olive oil producers.

Our local Chianti Classico wine expert, Vera Sarzano , lives just a few minutes away from this charming winery and she happens to love the wine and olive oil produced by this lovely little winery.

https://www.aziendaagricolalalama.it/en/

20.) Pacina

Pācina Winery not only produces some of the Chianti Region’s best organic wine, but they are also one of the most beautiful locations in all of Tuscany.   

Check out their website to see the gorgeous images of the 65-hectare estate.  

This lovely family-owned farm is renowned for its quality wines and commitment to sustainability.  

Be sure to add this location to your tour of Tuscany.

https://www.pacina.it/?lang=en

21.) San Giusto a Rentennano

The Martini Family who owns and operates this Chianti Classico winery are well-known for their fabulous local wines. 

This wonderful family-owned winemaker is committed to producing some of the best wines from robust local grapes.  

Be sure to add this winery to your tour of the Chianti wine region.

https://www.fattoriasangiusto.it/it/

22.) Podere Le Trosce

You will not find better olive oil or wine anywhere in the Chianti area.  

This family-owned wine and olive oil estate is so small they don’t even have a website.  

Click on the link below to visit their Instagram page.

https://www.instagram.com/cantinaletrosce/

23.) Sant'Agnese Farm

This family-owned and operated winery is located just outside the town of Castellina in Chianti.  

The name of this boutique family farm comes from the local forest  “Bosco Sant’Agnese”.  

Not only can you taste some of the region’s most boutique wines here, but you can also take part in a cooking class taught by a member of the family.   Be sure to add this beautiful location to your tour of Chianti.

​​ https://www.santagnesefarm.com/

A Brief History Of The Chianti Area

Modern-day Chianti is dotted with elegant wine estates and lovely groves of olive trees but this region  was not always such a peaceful and picturesque location.  

For thousands of years, this area was populated by warring kingdoms that constantly attacked one another tipping the balance of power back and forth from one century to the next.  

Despite the constant attempts to topple each other’s power, ancient Etruscans and Italians were also busy honing their skills as farmers and winemakers.   

The Etruscan people were the first to make wine in Tuscany during the 5th century before Christ.  

However, it wasn’t until about 1500 years later that wine-making began to evolve into the art form that it is today.   

Where Did The Name "Chianti" Come From?

  The first recorded use of the term “Clanti” (origin of the modern-day Italian word “Chianti”), attributed to the powerful “Clante” family, was in the 11th century, and the name was eventually used to describe the area that includes Florence, Arezzo, Siena, and Pisa.  

In the 15th century, the Sangiovese grape variety was first used by local winemakers to make a local red wine that gained popularity with each passing generation.  

In 1716, Cosimo III de Medici, the grand duke of Tuscany, published the first book dedicated to winemaking.  

In this book, he declared that the Chianti region was the only area suitable for making the early Chianti type of wine.  Cosimo was hundreds of years ahead of his time by creating a designated area for wine in Italy – like the modern-day DOCG.

The Father Of Chianti

In the mid-1800s Bettino Ricasoli, a true Renaissance man involved in the political Unification of Italy, retired from politics to focus on agriculture.  

Ricasoli  studied soil agriculture and made it a true science and he developed a unique understanding of the local “terroir”.  

He developed different blends of 80% Sangiovese and 20% of other local varietals until he developed what he considered the “best blend” for the area.  

Bettino  called this unique mix of grape varietals his “formula”.   He was also among the first to age wines in wooden barrels in Italy.  

His techniques started to be followed by other local winemakers and his methods are what are still used today to create modern Chianti Classico.  

In his day this wine was called “Chianti” or “red wine” from the area.  

In the 1900s a consortium was established to organize the Chianti wine region.

In 1984 the DOCG classification was added by the Italian government to certify the wine from this unique wine region of Italy.  

Winemakers must follow all the DOCG rules for blending and handling Chianti Classico wines in order to gain the coveted certification.  

There are now over 300 wineries that are part of the Chianti Classico DOCG area.   When shopping for wine in a shop or retailer,  the best Chianti Classico wines will always have the famous Black Rooster on the label. 

A secret best known by locals, like my friend Vera Sarzano, is that some of the best little family-owned wineries choose not to pay for the expensive Chianti DOCG certification label.

But their wines are no less fabulous than the most famous Chianti Classico producers.

The world-famous Chianti wine region with its manicured vineyards edged by cypress trees and its stone churches and Etruscan villas is one of the world’s best locations for wine lovers.  

One of the best things about the Chianti Classico region, with its many different wineries that have been producing some of Italy’s best wines for a very long time, is that you get an opportunity to actually meet the families that produce the wine and olive oil.   

Especially at the 6 “hidden gem” family-owned wineries included in this article, visitors are able to meet the people whose hearts and souls are poured into the bottles of wine they make.  

That’s a rare experience, as you well know if you are a regular visitor to wineries in places like Napa Valley.

Although Italy has many different wine regions traversing the peninsula and islands of the country, the Chianti Wine region is the oldest.  

Chianti Has Something For Everyone

Whether you prefer Vin Santo, Chianti Classico Gran Selezione made from 100% Sangiovese grapes, this very special wine region has something for everyone.  

If you don’t like Chianti Classico wines or want to try something different, most wineries in the area also produce amazing reds, whites, roses, and grappa!

Even though I live in Italy , I’m not a wine connoisseur or expert – yet.

But even if you’re not a wine snob, the Chianti area has plenty to offer like cooking classes in a 16th century villa or learning how to turn olives into (liquid gold) olive oil.

The best thing you can do, especially if you’ve never visited, is to take this list of the Best Wineries in Chianti and eat and drink your way across the region at your own pace.  

You will return home a changed person and before you know it, you’ll be planning your next visit to Italy’s oldest wine region.

I hope this article has helped you to plan your next Tuscan excursion.   

As an American with dual Italian citizenship , I love learning about Italy from locals like Vera because they are the best guides to all things Italian.

Wine Lover’s Trivia Answers:   

A.) The oldest winery in Italy is located in:  T he   Chianti Classico region – the Ricasoli 1141 Winery

B.) The 2nd oldest winery and the 4th oldest business in the world: Ricasoli 1141 Winery at Castello di Brolio

C.) The most famous historical person who was also the first agronomist, oenologist, and sommelier from the greater Chianti area: Leonardo da Vinci who was born in the Comune of Vinci in the village of Anchiano

Official Websites For All Wineries in the Chianti Classico Wine Region:

https://www.chianticlassico.com/aziende/

October – The Best Month To Visit Italy?

Best Italian Luggage Brands

Email Address:

Dreaming of Moving to Italy?🇮🇹 - Get this FREE podcast & be INSPIRED by someone who moved from New York to Italy in 2020!

*By signing up for this Podcast you’ll also be joining our mailing list through which we will keep you up to date on all things Italian!  We never sell your information and you can easily unsubscribe at any time.

Share This Post

Author info:.

Nathan is a writer, designer & horticulturist. He is the founder and Editor-in-Chief of "All Roads Lead to Italy" Magazine & host of the Top-10 Travel Podcast, "I'm Moving To Italy!". Nathan was born and raised in a 6th generation farming family in Northern California, he is currently, a dual Italian citizen, living in the Prosecco Valley of Northern Italy, near Venice.

Continue Reading

Follow us on social.

Our Privacy Policy

BROWSE THE SITE

MOVING TO ITALY PODCAST

RECENT ARTICLES

REAL NEWS FROM ITALY

© 2024 All Roads Lead to Italy TM

JOIN OUR FREE MAILING LIST TO GET ALL OUR FREE ARTICLES

Drop us a message at: [email protected], privacy overview.

The Beautiful Chianti Region in Tuscany

Discover the beautiful chianti in tuscany.

The Chianti region in Tuscany. … one of the most beautiful and renowned areas of Tuscany around the world:  The simple term “Chianti” is probably the one that mostly embodies the quintessential image of Tuscany, with all its green, its forests, castles, vineyards, and scenic cypress trees.

Chianti is the region of wonderful vineyards and charming hill top town s that stretches from Florence to Siena on to Arezzo .

This central part of Tuscany is like a beautiful painting: undulating green hills covered with countless vineyards and secular olive groves , medieval hamlets and ancient amazing castles , winding country roads, and large extensive woodlands . Chianti is also a great base to explore Tuscany!

The Renowned Chianti Classico Wine

All of this, together with the superb Chianti wine produced on these suggestive hills, contributes to increase the great charm of Chianti. When driving along the wine routes in this wonderful region, stopping to taste the delicious Chianti wine, is a pleasure not to be missed, becoming also an opportunity to taste the genuine extra-virgin olive oil .

Chianti is indeed famous all over the world for its excellent “Chianti Classico” wines that gained the DOCG denomination in 1984. All Chianti wines must respect strict high quality control standards and are characterized by the Gallo Nero (Black Rooster) label. The classic formula for Chianti wine , based on the Sangiovese variety, was created around the year 1860 by Bettino Ricasoli at the famous Castle of Brolio .

The scenic hill-top towns of the Chianti Region in Tuscany

The main villages of Chianti can be reached by bus from Florence and Siena, but the best way to really discover and get to know the region is travelling by car. Driving along the scenic Chiantigiana route is an experience! You’ll have the possibility to visit many hidden corners, stop to visit some wineries or take wonderful photographs.

Here below I’ve included a brief guideline to the wonderful hill top towns of Chiant i :

Castellina in Chianti is a beautiful medieval village encircled by ancient walls and dominated by a wonderful Fortress or Rocca adorned with merlons, that dates back to the 15th century and hosts a small Etruscan museum . The town is characterized by a beautiful covered walkway, known as Via delle Volte , an original and charming underground vaulted street. The village boasts Etruscan origins, as the Ipogeo Etrusco of Montecalvario testifies: a complex of subterranean burial charmers of the 6th century BC. Wine is certainly absolute protagonist of Castellina, there are many wine shops and you can enjoy fantastic meals in the good restaurants of the historical center!

Greve in Chianti is on of the nicest villages of Chianti. The biggest fair dedicated to wine, known as Chianti Wine Festival , takes places in Greve on the first week of September each year. You can buy wine practically at every corner of the town, there are nice shops and good restaurants. The main square Piazza Matteotti is characterized by lovely irregular arcades. On Saturdays a market still takes place in the piazza . The statue at the center of the square is of Giovanni da Verrazzano , a famous Italian explorer that travelled the east coast of the United States, including the Bay of New York.

Just a few minutes away from Greve in Chianti, lies the castle and fortified village of Montefioralle , a very ancient medieval hamlet still guarded by its original walls, and delightfully surrounded by beautiful vineyards, ancient olive groves and cypress trees. There is a main elliptical street with tower houses and charming little alleys. Montefioralle is considered the birthplace of the great Italian explorer Amerigo Vespucci .

West of Montefioralle, located a few kilometers on towards the Florence-to- Siena road, you’ll reach the beautiful Badia a Passignano , a monastery founded at the end of the ninth century. Here you should absolutely try the great restaurant Osteria di Passignano , where a lot of delicious typical dishes are prepared and where you can also take part in the wine cellars tours; the superb Chianti Classico “Badia a Passignano” is aged in the ancient cellars beneath the monastery.

Together with Gaiole and Castellina, Radda in Chianti formed the so-called Lega del Chianti (The League of Chianti) instituted in the year 1384 by the city of Florence against the eternal rival city of Siena. Radda was the main stronghold in the war against Siena. Still guarded by medieval defensive walls , the village is located on top of a hill covered with woods and vineyards, between the Pesa and Arbia valleys. A visit to the Museum of Sacred Art of Chianti is recommended.

The main attraction of the nice medieval town of Gaiole in Chianti is actually represented by the many prestigious wineries in its surroundings, offering fantastic tasting opportunities. The near Castle of Vertine and the village of Barbischio are amongst the main sights.

The fairytale Castles of Chianti

All the area in the proximity of Gaiole in Chianti is dominated by wonderful imposing castles , like the Castle of Meleto , where you can visit the wine cellar and stay for some nights, and the beautiful Castle of Brolio , still property of the noble Ricasoli family and famous for its Chianti wine cellar , that can be visited together with the enchanting garden of the castle, that offers a breathtaking view all over the Chianti landscape with Siena in the far distance.

Chic Accommodations in Chianti

Chianti is the perfect place to pass a relaxing holiday! Great natural sceneries and exceptional food and wine 🙂

If you choose to have a vacation in Chianti, please find my personal suggestions for very special accommodations in Chianti !

elena nacci

• Accommodation in and near Siena
• Accommodation in Chianti
• Accommodation in Cortona
• Accommodation in Florence
• Accommodation in San Gimignano
• Accommodation in Val d'Orcia
• Apartments in Tuscany
• Bed and Breakfasts in Tuscany
• Cakes and Desserts Recipes
• Castles in Tuscany
• Chic Hotels & Properties in Tuscany
• Farmhouses in Tuscany
• Hotels in Tuscany
• Special Restaurants in Tuscany
• Tourist Info
• Travel Guide to Chianti
• Travel Guide to Cortona
• Travel Guide to Florence
• Travel Guide to San Gimignano
• Travel Guide to Siena
• Travel Guide to Val d'Orcia
• Traveling in Tuscany
• Tuscan Itineraries
• ">Typical Tuscan Recipes
• Villas in Tuscany
• What to Do in Tuscany

Trending Now

• Tasty Homemade Tuscan Bread Recipe 1 Dicembre 2020
• Tuscany Road Trip: Scenic Drives Through Tuscany 2 Ottobre 2020
• The Most Beautiful Beaches of Tuscany, from north to south! 17 Aprile 2019

Previous Post Top 10 Sights to visit in the wonderful Valdorcia in Tuscany

Next post visiting the charming hill town of cortona, related posts.

Tuscany most beautiful hilltop villages

The wonderful Chianti hills

Chianti is certainly one of the most beautiful and famous areas of Tuscany . Everyone knows the Chianti region, its gentle hills cultivated with vines and olive trees represent in the collective imagination the Tuscan countryside more than any other area; perhaps only the Val d’Orcia enjoys a similar fame.

Although it does not have clear boundaries, we can say that the territory of the Chianti Classico extends between the province of Florence and that of Siena. Historically, only the territory of Gaiole , Radda and Castellina that formed the so-called Lega del Chianti was considered as chianti; today, the territories of Greve in Chianti , Castelnuovo Berardenga , San Casciano and Tavarnelle in Val di Pesa, Poggibonsi and Barberino in Val d’Elsa are also considered Chianti.

From a viticultural point of view the protected area of ​​Chianti extends further in all directions: to the west to the Pisan hills; to the north to the Pistoia hills and to the Rufina area; to the east on the Aretine hills and to the south on the Sienese hills.

Places to visit in Chianti

The fabulous wines and the spectacular panorama are certainly two very important attractions, but Chianti also enjoys numbers of villages, castles and many other monuments scattered over its territory between an olive tree and a row of vines. Let’s see together which are the most importante places to visit in the Chianti Classico:

Greve in Chianti

Montefioralle, radda in chianti, castellina in chianti, pieve di spaltenna, badia a coltibuono, castello di brolio, pieve di san polo in rosso, castelnuovo berardenga, barberino val d’elsa, san casciano val di pesa.

Being in the northernmost area of the Chianti Classico, Greve in Chianti is usually considered the gateway to Chianti. It is a market town, born under the neighboring Castello di Montefioralle , which has in its main square the focal point of the entire historical center. Near this square there are the statue of Giovanni da Verrazzano , the palazzo del Comune and the chiesa di Santa Croce . Not far away we find the Museo d’Arte Sacra di San Francesco .

Montefioralle is a pleasant medieval village located in the municipal territory of Greve in Chianti, which is just over a kilometer away. It is a real gem perfect for a nice relaxing walk. Among the buildings of Montefioralle, look at the chiesa di Santo Stefano and the house of Amerigo Vespucci ; near Montefioralle, the beautiful pieve di San Cresci is also worth a visit.

Ancient capital of the Lega del Chianti, Radda is a hamlet to be explored. Inside the walls there are the Palazzo del Podestà and the Propositura di San Nicolò , both overlooking the central square, just outside the walls we find the Ghiacciaia Granducale , a particular structure that was once used to store the winter snow to be transformed into ice.

Located in a beautiful position halfway between Florence and Siena, Castellina in Chianti is a beautiful town that has the main monument in the Rocca . Inside you can visit an interesting archaeological museum , while from the top of its tower you can enjoy a beautiful view of the Chianti. During your visit to Castellina, do not miss out on the Via delle Volte where there are several restaurants, shops and shops.

Vertine is a small fortified village located in the municipality of Gaiole in Chianti , a couple of kilometers from the capital. Known as a castle since 1013, Vertine has very well preserved its medieval structures and the particular the imposing tower that is located near the entrance to the village.

Easily reachable on foot from Gaiole in Chianti, the Pieve di Santa Maria in Spaltenna is a beautiful example of Romanesque ecclesiastical architecture. The church is characterized by a salient façade with a mighty bell tower on the left.

Born around the year 1000 as a Benedictine monastery, the Badia di Coltibuono was transformed into a villa-farm in the early nineteenth century. The abbey enjoys a beautiful location surrounded by lush forests and is today the heart of a winery where you can taste the products during the visit.

Here we are at what is perhaps the most famous monument of all the Chianti Classico: the Castello di Brolio . We are still in the municipal territory of Gaiole in Chianti, among hills cultivated with vines or olive trees and thick forests of oak and chestnut trees; in this true paradise stands the Castle of Brolio with its brick building that stands out with its large size in the surrounding landscape. The castle, owned by the Ricasoli family since many centuries, is the seat of one of the main wineries in the Chianti area; during the visit, do not miss a wine tasting !

We remain in the territory of Gaiole to talk about the Pieve di San Polo in Rosso . This is an interesting Romanesque-Gothic religious building, that in the fourteenth century was transformed into a fortification of which even today you can appreciate the walls and some defensive towers.

Located on the border with the Crete Senesi, Castelnuovo Berardenga is the southernmost municipality of the Chianti Classico. Born in 1366 as a castle of the Republic of Siena, Castelnuovo Berardenga does not retain much of its original defensive structures, only a tower and some traces of the walls. Among the main monuments to see are the Propositura dei Santi Giusto and Clemente and the Villa Chigi Saracini .

Barberino Val d’Elsa is an ancient village halfway between Florence and Siena whose history is linked to that of Semifonte , the city that no longer exists. In the historic center of the town there are several monuments such as the Chiesa di San Bartolomeo and Palazzo Pretorio while in the surroundings you can admire the Pieve di Sant’Appiano , the Castle of Tignano , the Badia a Passignano and the Cappella di San Michele Arcangelo which located where the city of Semifonte once stood.

San Casciano Val di Pesa is a very interesting village which is located just 15 kilometers from Florence. Here there are several things to see such as the Collegiata di San Cassiano , the main church of the city, and the Torre del Chianti from which you can enjoy a very wide panoramic view. In San Casciano I also recommend you to visit the Museo Giuliano Ghelli where you will find many works of sacred art and an archaeological section with finds from the Etruscan era.

You might also be interested in...

Castle of Meleto

Tavarnelle Val di Pesa

Chianti Sculpture Park

Visiting Chianti, Italy – Best 2-days itinerary

Planning a dream wine tour in Chianti, Italy, is an exciting adventure filled with picturesque landscapes, rich history, and, of course, world-renowned Chianti wine tours . Nestled in the heart of Tuscany, Chianti offers an array of experiences for both seasoned wine enthusiasts and curious travelers.

Table of Contents

Whether you’re drawn by the allure of historic vineyards, the charm of medieval villages, or the promise of exquisite tasting sessions, this guide will help you navigate the best spots and essential tips for an unforgettable journey. Get ready to sip, savor, and explore the enchanting world of Chianti wines.

Chianti Italy Map

Winalist’s local italian team has put together the perfect Chianti wine region guide to help you discover what to do there and why you should visit this Tuscany wine region.

About the Chianti Region and Chianti wine

Chianti, nestled between the cities of Florence and Siena, is a region that epitomizes the beauty and charm of Tuscany. Stretching over more than 100 miles from north to south, divided into 8 wine-subregions and counts hundreds wine-growers, Chianti is renowned for its rolling hills, scenic vineyards, and historic estates that produce some of the world’s finest wines.

Why is Chianti a Must-Visit?

The region is most famous for Chianti Classico , a wine that has garnered international acclaim for its quality and flavor that you’ll be able to taste during most of Florence wine tours . Visiting Chianti offers more than just wine tasting; it’s an opportunity to immerse yourself in Italy’s rich cultural heritage. The medieval villages, ancient castles, and stunning landscapes provide a perfect backdrop for a memorable journey.

Moreover, Chianti’s commitment to sustainable viticulture and local traditions makes it a unique destination for those looking to experience authentic Italian wine culture. Whether you are a seasoned wine connoisseur or a curious traveler, Chianti promises an unforgettable adventure filled with delightful discoveries.

The History of Chianti Wines

The history of Chianti wines dates back to the 13th century, making it one of the oldest and most storied wine regions in Italy. Initially, “Chianti” referred to a specific type of wine produced in the Chianti hills, but over time, it has come to represent a broader region in Tuscany. The first official delimitation of the Chianti region was established in 1716 by the Grand Duke of Tuscany, Cosimo III de’ Medici, who recognized the unique quality of the wines produced in this area.

The iconic black rooster (Gallo Nero) symbol, now synonymous with Chianti Classico, originated from historical rivalry and is a mark of authenticity and quality. Throughout the centuries, Chianti wines have evolved, with modern winemakers blending tradition with innovation to produce wines that continue to captivate the palates of wine lovers around the world. This rich history adds depth and context to every sip, making a visit to Chianti an enriching experience.

What is Chianti wine?

First of all, Chianti Italy is a wine region of Tuscany. Chianti wine is therefore wine that is produced in the Chianti region, and that meets the requirements of DOCG regulations to be able to have the Chianti DOCG label.

Secondly, the Chianti region is quite wide, which explains why Chianti wines are so well-known: they are easily produced in large volumes and rather inexpensive – thus their availability in many shops and restaurants around the world. The quality of Chianti wine will vary quite a bit, since the wine production is quite wide, the quality depends on the subregion’s soil and terroir characteristics. However, the best Chianti wines are those who come from the hilly areas of Chianti wine region, which is why the term “colli” or “colline” – meaning “hills” – are specifically mentioned on Chianti wine bottles as a quality guarantee.

Finally, Chianti wine have been long thought of cheap red wines, mostly made out of Tuscany’s most grown grape variety: Sangiovese grape. Today, and this since the 20 th century, local winemakers innovated and tried to elevate the quality of this Tuscan wine, and blend several grape varieties, including a white grape variety (Malvasia Bianca). Considered the Italian version of a Bordeaux wine, Italian Chianti is both an “everyday” wine that is easy to drink with daily dishes, and a full-bodied wine with more complexity and superior quality thanks to a longer aging period and more sophisticated vinification methods.

Winalist offers amazing Chianti wine tours with wine tastings and much more through our unique website. With us, you can browse, pick, and book the best wine-related activities in Chianti, Italy and beyond. Learn more by visiting our Chianti Italy vineyards page.

Chianti vs Chianti Classico

Have you ever stopped to ponder the subtle nuances between Chianti wines and Chianti Classico? Well, they do exist! While both labels stem from the same region of Italy, terroir and appellations set them apart. To be exact, Chianti is an overarching wine area composed of multiple subregions; one such place being recognized as ‘Chianti Classico’.

Undeniably, the Chianti Classico is the most renowned subregion of Chianti and has its own esteemed DOCG. As such, a bottle labeled “Chianti Classico” will be much higher in quality than one marked as simply “Chianti” since other areas are allowed to use this label even though their soil may not bring out the same delightful flavors that make Chianti Classico so special. From its very beginnings during the Renaissance period, it has been regarded as both central to and excelling at producing exceptional vintages. With its robust tannins and elevated acidity, Chianti Classico wines exude the greatest ability to age among all other Chianti varieties.

Explore Chianti wine region – 2-days trip itinerary

Deep Tuscan countryside of Chianti is a succession of small villages and large expanses of vines. On the road from Florence heading to Siena, here is an itinerary with 4 stops and a one-night stay in Chianti’s most adorable villages. This short road trip to explore Chianti Italy can be done in more steps and days of course! In any case, Chianti is not short of surprises, and the best way to make the most of your wine trip in Tuscany is to live the moment and expect changes of plans!

1. Day 1: Greve in Chianti

Leaving Florence, you can count about a 50-minute drive on the SS222 road towards Siena or Greve-Siena, to reach the picturesque village of Greve in Chianti. The starting point of your Chianti wine trip, Greve in Chianti is basically the birthplace of Chianti wine back in the Renaissance days. You’ll find great restaurants, a weekly market on Saturday mornings and a Wine Tasting Center. Speaking of wine tasting, you should pay a visit to the Montefiorella Chianti winery right in the village!

2. Taste the best Chianti wines at Ruffino 1877

On the hills just outside Florence, in the municipality of Bagno a Ripoli, among vineyards and olive groves, the Ruffino 1877 wine estate welcomes you to their property for a great Chianti wine tasting experience. You will taste different vintages of Chianti Classico and even olive oil from the winery with typical Italian bread!

One other option can be to visit Le Cinciole winery, located in Panzano in Chianti, in the heart of the Chianti Classico.

3. Next stop: Radda in Chianti

From Greve, you can simply follow the wine route that continues to Radda in Chianti only 11 miles away. A surprise awaits you there: the hilltop of Rada in Chianti has been inhabited for centuries and since more than the 9th century. You will be immersed into the village’s authentic Medieval feeling, thanks to its well-preserved old castle. You will find plenty of wine bars and restaurants to enjoy great Chianti wine with delicious Tuscan cuisine.

Take your time there to experience a real tuscan lunch in the awesome Castello Di Albola and embark on a unique journey that embraces Tuscan history and traditions!

Another option is to go to the amazing Castello di Radda where you’ll be able to experience the most representative vintages of Chianti Classico Riserva DOCG.

4. Spend the night in Castellina in Chianti

Your next stop and final one for the day, will be the one at Castellina in Chianti. A true historical jewel, this one-of-a-kind spot dates back to the Estruscan era: 14 th -century fortress, pedestrian tunnels and the historic city center will charm you.

To settle there for the night, you have the choice between typical agriturismo and more luxurious hotels with private swimming pools:

• Agriturismo Concadoro
• Castello La Leccia
• Podere Palazzolo
• Casina di Cornia
• Hotel Palazzo Squarcialupi

5. Tasting in a magical place at Bindi Sergardi

The Mocenni estate is an uncontaminated and magical place. It is located near Vagliagli, north of Siena, in the heart of Tuscany, in the southern part of the Chianti Classico production area. The estate is surrounded by nature and the vineyards, surrounded by woods, form an amphitheater facing south where you’ll be able to tour the historic Tenuta Mocenni, current home of the Bindi Sergardi family, wine producers for 23 generations. After that, settle in front of a magical panorama and enjoy a 5-wines tasting flight!

6. Have lunch near Siena

Just two km from the historic center of medieval Siena, in the heart of the Tuscan hills, where the city magically intertwines with the countryside, along the route of the Via Francigena, is located La Lastra , an organic, family-run farm, an expression of simplicity and serenity in the habits and customs and craftsmanship of its products.

Experience a light lunch with a tasting of several wines and discover how Chianti wines can be beautifully paired!

7. Arrive in Siena

Famous for its stunning Piazza del Campo, where the historic Palio horse race takes place twice a year, Siena’s narrow streets and picturesque squares transport you back in time. Don’t miss the awe-inspiring Siena Cathedral, with its intricate façade and beautiful interior featuring stunning artworks and mosaics.

After exploring the city’s landmarks, relax in one of the local trattorias and savor traditional Sienese dishes like pici pasta and panforte. Insider tip: Plan your visit to coincide with the quieter hours of the day to fully appreciate the city’s charm without the crowds.

Discover our perfect Florence to Siena itinerary through the Tuscan vineyards and our guide to the Best things to do in Siena to explore the best Siena wine tours .

Just in case you’re planning to visit other cities or  wineries in Italy  during your trip to Chianti vineyards, Winalist has you covered with top-notch places, carefully selected by our team.

Traveling to Chianti Italy – Things to know before you go

If you have never traveled to Italy yet, you must know that roads are something to take into consideration. By roads, we mean the difficulty of driving on Italian roads, or traveling from one village to another, as the Italian countryside, especially in Tuscany, is full of remote villages that are not always easily reachable even by car. Public transportation links main cities between them, but this is all you can expect. To be best prepared, here are tips on how to get to Chianti and travel around this Italian wine region.

Best way to travel around Chianti region

Traveling in Chianti is a bit of a challenge, especially if you don’t rent a car. However, you have several options to move around Chianti:

By train : of course, railways are not part of the beautiful Tuscan wine countryside, but you can still reach main Tuscan cities by train. The two central Chianti train stations are those of Poggibonsi and Castellina, that connect Florence and Siena. From the villages of Poggibonsi and Castillina, you can then travel by bus to reach other remote destinations like San Gimignano or Monteriggioni for example.

By bus : you won’t have any problem finding bus lines that travel around Chianti and from one village to another. The only complication is the bus schedules: it is a must to check them carefully and understand their itinerary, as some lines stop at every single village.

By car : moving around Chianti by car is the best way to make the most of your wine trip in Tuscan vineyards. You won’t have to worry about schedule, you can keep as much personal belongings in your car instead of carrying them around, and you can drive where the inspiration takes you. The only challenge is that Italian drivers may be a little hard on you if you don’t drive “fast enough”! If you’re up for this fun adventure, click here to see car rental services from airports.

A good tip : while renting a car is a good way to travel around Chianti Italy with no restrictions, it might be better to consider hiring a driver for a couple of days so you can fully enjoy the countryside and not worry about your alcohol intake while visiting wineries along the way.

Where is the Chianti region in Italy?

The Chianti wine region is part of Tuscany, in the center of Italy – between the cities of Florence, Siena and Pisa.

Where is Chianti wine from?

Chianti wine is from the Chianti wine region of Italy, in Tuscany. It is one of Italy’s most famous wine appellations.

How far is Florence from Chianti?

The city of Florence is quite close to the Chianti wine region. From Florence, you can reach Chianti area by train and count about a 1h50 trip. Florence is about 35 kilometers (21 miles) away from the region, but if you travel to specific Chianti villages or wineries, the trip might be longer.

Is Chianti worth visiting?

Tuscany is well-know for being an incredibly beautiful wine region and destination in Italy, and Chianti is entirely part of the area’s beauty. Whether you are a wine-enthusiast or not, Chianti region is home to hilltop vineyards, close to amazing Renaissance cities such as Florence, and hides beauties within villages and wine estates.

Is Chianti a town or region?

Chianti is a wine region of Tuscany, located between the cities of Florence, Pisa and Siena.

Chianti wine is an Italian wine coming from the Chianti wine region in central Tuscany. Chianti wine is dominantly produced with Sangiovese grape variety only grown in the Chianti region, that give the wine cherry and earthy flavors, highly acidic and with a medium body.

What food to pair with Chianti wine?

The best way to enjoy Italian wine, is with Italian food of course. About Chianti, it pairs well with a large variety of food thanks to its medium-body and savory characteristics. It goes perfectly with BBQ meat for example, or charcuterie spreads.

What’s the best time to Visit Chianti?

The best times to visit are during the spring (April to June) and fall (September to October). In the spring, the region awakens with vibrant greenery and blooming flowers, creating picturesque landscapes that are perfect for leisurely strolls and outdoor wine tastings. The temperatures are mild, and the vineyards are full of life. Fall, on the other hand, is harvest season, offering a unique opportunity to witness the grape-picking process and participate in local festivals celebrating the harvest. The weather during this time is cooler, and the vineyards are painted with stunning autumn colors. Additionally, visiting during these shoulder seasons means fewer tourists, allowing for a more intimate and relaxed experience. Avoid the peak summer months if possible, as the heat can be intense and the region crowded with visitors.

How to get to Chianti Italy?

As a region, Chianti Italy is rather wide. Depending on where you wish to go in Chianti, you will have several itinerary options. The simpler one is to start from Florence, heading towards Siena and visiting wineries and villages along the route. The distance between Florence and the closest Chianti village, Greve, is of 20 miles. There you go, you are in Chianti in less than an hour from Florence!

nº1 website in Europe for wine & spirits experiences.

1,200+ wine & spirit producers  from all over the world.

No booking fee.
 Free cancellation.

Other posts you might like...

The Ultimate Guide to Chianti Italy Wine Region

Apr 7, 2023 | Central Italy Wine Regions | 0 comments

Rolling green hills dotted with vines as far as the eye can see and impressive medieval stone hamlets nestled on the hilltops, all against the backdrop of a wonderful pink and terracotta-hued sunset. Sigh. Welcome to the beautiful Chianti Italy wine region. Chances are, if you love Italian food and wine (and of course dreamy scenes like the one just mentioned), you’re going to want to visit the Tuscany wine region at some stage.

Table of Contents

Whilst wine grows everywhere throughout Tuscany, the Chianti region in Italy is the most famous worldwide. If you’re curious about planning a trip to Chianti Tuscany , keep reading to find out everything you need to know.

Where is Chianti Italy?

First things first, it might surprise you to know that Chianti isn’t the name of a town, but rather a wine-growing region in Tuscany. If you’re wondering where is Tuscany, it’s located in the middle of Italy and borders Liguria, Emilia Romagna, Marche, Umbria and Lazio. You’ll find Chianti in the very heart of Tuscany roughly halfway between the capital Florence and Siena. This wine-producing area is rather small with just 65 square miles and includes little villages and towns including Castellina, Greve in Chianti, Radda, and Gaiole.

Chianti Italy Map

Have a look at the map of the Chianti Italy wine region below for a better idea of the area.

How to get around Chianti?

Whilst Chianti is relatively close to the capital of Tuscany, you really do need a car or a driver to get around the region. Public transport is pretty limited and whilst there are two train stations in Poggibonsi and Castellina, they are still a drive away from the main towns. Either fly into Pisa International Airport (this is the main airport in Tuscany) where you can rent a car, or train to Florence or Siena and pick up a car there.

Florence to Chianti driving time is around 45 minutes via the beautiful winding road known as the Via Chiantgiana (SR222). Alternatively, you can take the SR 429 which runs east to west and connects Castellina in Chianti with Radda. 

For those planning to visit wineries and indulge in some wine tasting, you may want to consider joining a small group tour or hiring a driver so no one has to play designated driver!

What are the main towns in Chianti?

There is so much to see in gorgeous Chianti Italy, that you could easily spend a week or longer tasting and sipping your way around the region. The main towns and villages to explore in the Chianti region include:

• Panzano Italy

This quaint little town is one of my favorites largely in thanks to an iconic butcher! This is home to the infamous Dario Cecchini Macelleria where you can enjoy some of the very best Tuscan meat of your life. Considered by many to be the ‘world’s most famous butcher’, he has a very deep respect for animals and uses the whole beast in his cooking as a sustainable way to eat meat.

• Greve Italy

Also known as Greve in Chianti, this is considered as the capital of the Chianti region of Tuscany. It’s a quiet wine town immersed between vineyards and Tuscany’s signature olive groves. If you’re looking for sweeping views and a gorgeous-looking base, this isn’t for you though – I remember being a little underwhelmed the first time I visited. Enjoy people-watching in Piazza Matteotti or go wine shopping in one of the town’s many enoteche or wine shops.

• Radda Italy

Radda is a small village and it’s worth wandering along its impressive medieval defensive walls that still encircle the town. Enjoy gorgeous views of the surrounding vineyards thanks to the town’s position perched high on a hilltop.

• Montefioralle Italy

For classic ‘I’m in Tuscany’ vibes, you can’t miss a wander through the stone wall-lined streets of pretty Montefioralle. The medieval walls still encircle the town with a population of only around 100 people and some well-fed Italian cats. It’s just 5 minutes away from Greve in Chianti, making it the perfect detour en route to your next winery.

• Castellina in Chianti Italy

Castellina is one of our favorite towns in the entire region thanks to its lively town center and impressive castle. It’s got a bit more happening with lots of restaurants to choose from, wine shops, and more to explore. There are also lots of accommodation options in town and on the outskirts which makes it an ideal base. Plus, it’s home to one of our favorite wineries in the area famous for its dinners in the vineyard during the summer season!

• Volpaia Tuscany

Volpaia is our most beloved town in Chianti thanks to its breathtakingly beautiful sunsets over green vineyard-draped hills. The first time we visited one balmy August evening, we could almost have cried with happiness at the sheer beauty of the drive up around the winding hills. Volpaia is teeny tiny and in fact, the entire town (or hamlet really) is a fortified village that belongs to a family from the area. There are only three or four restaurants/eateries in town, and they’re all fantastic! Be sure to try the town’s organic wine too.

• Lamole Tuscany

Nestled between Greve and Chianti, Lamole is another tiny town in the Chianti region. Visit for a glimpse of the famous Renaissance Villa Vignamaggio and the Castello di Lamole. One of our favorite restaurants in Chianti is nestled in this town – see below for details.

• Monteriggioni

Another medieval walled town, Monteriggioni is a little off the tourist track compared to some of the other towns. Surrounded by olive trees and vineyards, there are still 14 medieval towers standing in the town! Pop your head into the charming 13th-century church, and go for a walk around the tiny town to soak in the Tuscan vibes.

Dating back to the Middle Ages, Gaiole is another lovely town to visit in the area. It has a wonderful market on a Saturday morning worth visiting in the main piazza. Don’t miss a visit to at least one of the imposing castles dotting the town, which conveniently all offer excellent views over the countryside. There are some great restaurants in town and plenty of shops for wine and olive oil tasting!

What is Chianti wine?

Whilst once thought of as a cheap and easy table wine, today Chianti wine is one of the most sought-after in all of Italy. The Chianti grape is Sangiovese which has grown in the region since the time of the Etruscans! It is always a red wine made up primarily of Sangiovese (in fact at least 70%) but can include other varieties including Canaiolo and other white grapes. Traditionally, the Chianti bottle or ‘fiasco’ has a round body held inside a straw basket. That’s the simplified version and there are lots of rules to follow if winemakers want to be included in the DOCG (more on that below)!

Within the Chianti area, you can find wine labeled simply as ‘Chianti/Chianti Classico’, superiore or riserva and each has different aging requirements with slightly different rules depending on the subregion they’re grown in. You can expect to start seeing some ‘Chianti wine’ ready to sip just 6 months after the harvest, but many are held back to age depending on the rules of the area.

Where is the Chianti Wine region?

The Chianti wine-growing appellation is the broadest area of vineyards and within it, you’ll find smaller appellations and subzones. Think of it as the border around a big area of land. The region occupies the area between Florence and Siena and is about 100 miles total in size. Within Chianti, you’ll find the renowned Chianti Classico, which is a separate appellation; as well as Chianti Rufina and Chianti Colli Senesi, which are subzones prized for their high quality and the varieties you’ll find most easily in the US.

You may or may not know that there are pretty strict rules when it comes to winemaking in Italy and the EU and Chianti is not exempt from them. The rules of the broadest appellation require a minimum of 70% Sangiovese and a maximum of 10% of Malvasia and Trebbiano (white grapes). This wine, simply labeled as ‘Chianti’, can also include indigenous red grapes including Canaiolo Nero and Colorino, Cabernet Sauvignon, Merlot, and Syrah.

Different areas of land are classified as DOCG and if wineries choose to follow their ‘quality control’ rules, they can label their wine as a DOCG which is kind of like a quality stamp (at least in the eyes of the consumer). The Chianti DOCG region is made up of seven subzones in total including:

• Chianti Rufina
• Chianti Colli Aretini
• Chianti Colli Fiorentini
• Chianti Colli Senesi
• Chianti Colline Pisane
• Chianti Montalbano
• Chianti Montespertoli

Within the Chianti DOCG you can look out for two higher-quality categories for something extra delicious – Superiore, which are wines made from lower yields (eg higher quality), and Riserva- for wines aged at least two years before release.

What is Chianti Classico and where is it grown?

If you’ve had friends come back from Italy, we’re sure you’ve heard them confidently tell you that they’ll only drink Chianti Classico when it comes to Chianti wine – they’ve got standards after all! The Chianti Classico DOCG is generally considered to be the very best when it comes to wine in this area.

Incredibly, the wine zone dates back to 1716, when the Grand Duke Cosimo III de Medici declared the appellation as Chianti Classico! In more modern history, Italy created the Chianti Denominazione di Origine Controllata (DOC) in 1967, which included Chianti Classico as a subzone. in 1984, it got Denominazione di Origine Controllata e Garantita (DOCG) status (eg the country’s highest level of wine classification), before finally becoming its very own DOCG in 1996 (and separate from the ‘Chianti’ zone). The area is divided into 9 communes including:

• Barberino Val d’Elsa
• Castellina in Chianti
• Castelnuovo Berardenga
• Gaiole in Chianti
• Greve in Chianti
• Radda in Chianti
• San Casciano Val di Pesa
• Tavernelle Val di Pes

When it comes to the grapes used in Chianti Classico Italy, it has to be a minimum of 80% Sangiovese and maximum 20% of other red grapes like Colorino, Canaiolo Nero, Cabernet Sauvignon and Merlot. Different from the ‘Chianti’ grape variety rules, it’s not possible to use white grapes since 2006.

It’s really easy to spot a Chianti Classico thanks to the sweet black rooster or gallo nero emblem on its bottles. Why the rooster? It dates back to a legend that says roosters were used to resolve a border dispute between Siena and Florence (who were always at war). The black rooster was the symbol of Florence, while the white one represented Sienna.

What does Chianti wine Italy taste like?

Overall fresh, rounded and medium-bodied and it goes really well with food! The Chianti color is transparent ruby red and the most ‘basic’ of the wines are meant to be drunk while they’re young as they’re at peak freshness. The Chianti flavor is all about big acidity and lots of black and red cherry. It’s common to taste or smell violet, herbs, spice and earthiness and tannins are normally on the light to medium side.

If you’re ordering a Chianti Classico DOCG instead, expect even more refreshing acidity, juicy cherry, violet and spice. These wines should overall taste of better quality so expect elegant tannins and a better body/structure to the wine.

The best Chianti wines Italy to try in 2023

This is our personal list of the best Chianti Italy wine to try in 2023. There are so many delicious types of Chianti wine from Italy to choose from, so we’re here to give you a few pointers:

• Chianti Classico Riserva 2019 Castello di Volpaia : One of the top-rated wines this year and winner of Gambero Rosso’s ‘Tre Bicchieri’ Tuscan awards. Enjoy notes of violet, candied blackcurrant, lavender and cherry.

• Ruffino Ducale Chianti Classico Riserva 2019 : This one blends 80% sangiovese with 20% merlot/cabernet sauvignon. It’s another award winner from Gambero Rosso and has a really elegant nose. We like that this one focuses heavily on the spices – tobacco, clove and even eucalyptus!
• Brancaia Chianti Classico Riserva 2019 : From Radda in Chianti, this Riserva wine from Brancaia is fruit driven and extra juicy. Expect aromas of cherry, black fruit, spice, and leather on the nose. It’s one of the top picks from the Slow Wine 2023 guide too!
• Castello di Monsanto Il Poggio Chianti Classico Gran Selezione 2017 : Crack open a bottle of this 2017 beauty and enjoy how fresh and juicy this wine still is even with age. It’s got a super mineral flavor with delicate fruit notes and a great savouriness about it. Really good long finish. Another top recommendation from the Slow Wine 2023 guide.
• Badia a Coltibuono Chianti Classico Riserva 2018 : For a fantastic organic certified Chianti Classico Riserva try this! It’s a really elegant interpretation from Gaiole and amps up the fresh and floral notes of Sangiovese.
• Isole e Olena Chianti Classico 2019 : Isole e Olena was probably the first ever Chianti Liv tried in Australia! In fact, Isole e Olena is one of the most well-known brands of Tuscan wine around the world. Their Chianti Classico 2019 is made with Sangiovese, Canaiolo and a tiny amount of Syrah. Expect berries, ripe Morello cherry, crushed raspberry, white pepper and star anise on the nose and palette. It’s a great wine to drink now or keep aging for a few years in your cellar.

The Best Chianti Italy wineries to visit

There are so many Chianti wineries Italy, that it can be difficult to choose which to visit. In fact there are at least 5000! If you’re planning a trip to the Chianti wine region, you must book your winery visit ahead of time (or join a tour- see below!) Some of the best wineries in Chianti Italy to visit include:

• Querceto di Castellina : One of our favorite wineries in Tuscany. Their wines are all organic and it’s still a family-run business that we love to support. L’Aura (named after the owner’s mother) is their Chianti Classico DOCG and the best every day, easy-drinking red. Pop in for a tasting at this Chianti winery Italy, or enjoy a dinner in the vineyard during the summer season.
• Lornano Chianti Classico : Another lovely boutique winery in Chianti Italy that’s family-run since 1904. Nestled between Castellina and Monteriggioni. They organise a tasting and tour from just 20 euros and even have a restaurant on-site.
• Antinori Chianti Classico : Probably the most famous/well-known winery in Chianti Italy. In fact, it won first place in the World’s Best Vineyards in 2022!! Choose from a range of different tours depending on price point, length and selection of wines to taste.

Chianti Italy Wine Tours

When you visit a winery in Italy, it’s important to note that it’s a very different experience from winery hopping in Australia and the US. You’ll be hard pressed to slot in more than 2 wineries in a day and you must have a reservation to visit. Especially for smaller, family-run wineries, it’s not possible to simply turn up unannounced to the vineyards in Chianti Italy. Between designated driver problems and coordinating bookings in Italian, a great thing to do is join a wine tour! These Tuscan winery tours will take you wine tasting in Chianti Italy and look after everything, so you can simply sit back, swirl, sniff and sip. We like the sound of that! Why not join one of these tours in the Chianti wine region Italy:

• Private Chianti Wine Tour from Florence with Liv Tours

Looking for something romantic? Why not join this private tour with pickup from Florence! The tour begins visiting one of the longest standing Chianti producers with a tasting and tour. Next, you visit a small, traditional family-owned winery and have the chance to try their delicious wines. Sit down for a tasty traditional light lunch paired with the family’s wines and soak in the breathtaking views of the Tuscan hills and San Gimignano.

• Chianti Small Group Tour with Take Walks

A more budget friendly option is joining the small group of travelers with Take Walks. Pickup from Florence before speeding ahead to Greve in Chianti. You’ll have time to explore the town and learn about its rich history. Next, head to a nearby winery and enjoy a tasting of two of their wines paired with schiacciata and cold cuts. This tour also includes a visit to our favorite Castellina in Chianti for a guided walk with a gelato. The final stop is another lovely Chianti winery where you can enjoy a tasting of three wines paired with bruschette, brochette, and pecorino.

• Chianti Classico Group Tour with Ciao Florence

Another pickup/drop-off from Florence, join Ciao Florence on a wonderful Chianti Classico tour. Learn all about how the wine is made, and exactly what Chianti Classico means before a tasting of the estate’s 4 different wines paired with local cheese, bread, olive oil and salumi. Next you’ll visit the second winery for the day and tour the vineyards as you taste three different wines before heading back to Florence.

Try these Chianti Italy Restaurants

No trip the region would be complete without trying some of the delicious Chianti food at local trattorie and restaurants. The cuisine is rustic and full of lots of vegetables as well as hearty stews and of course, the famous bistecca alla fiorentina which comes from chiannina cows from the Val di Chiana. Cinghiale or wild boar is a very popular gamey meat on the menu and often served with pappardelle or in a stew. For those looking for a veggie boost, order a bowl of ribolitta soup, or visit during porcini mushroom season.

If you’re looking for the best restaurants in Chianti Italy to try during your trip, try some of our favorites including:

• Ristoro di Lamole in Lamole
• Osteria Volpaia in Volpaia
• Ristorante Albergaccio di Castellina in Castellina in Chianti

Best Vineyards in Tuscany to Stay in 2023

Perhaps one of the most quintessential Chianti experiences you can have is to stay a night or more at a winery. Wake up nestled in the Chianti vineyards Italy and start your day with a wine tasting followed by a delicious Tuscan lunch and an afternoon exploring little hilltop towns. What could be better?! Some of our favorite vineyard hotels include:

• Querceto di Castellina : Querceto is one of our favorite wineries in the region and famous for their spectacular ‘cena in vigna’ throughout the summertime. It’s a dream to stay here, so get in quick if you want to make a booking.
• Fonte de’ Medici : This gorgeous hotel is situated on the wine estate of Tenuta Tignanello. They’re famous for their Super Tuscan wine so be sure to book a tour when you check-in!
• Borgo Casa al Vento : A lovely wine estate just outside of Gaiole In Chianti. There’s an on-site restaurant, winery and pool.

Best places to stay in Chianti Italy

When it comes to choosing a home base in the Chianti Italy region, Castellina and nearby is a sensible choice for the biggest range of accommodation and restaurant options. That said, any of the towns we mentioned above would make for wonderful bases to explore the wine area further. Here’s some of the best hotels in Chianti Italy to consider booking for your upcoming trip:

• Residenza del Sogno : Little B&B run by an adorable older couple just outside of Castellina. We stayed here in 2021 to attend the dinner in the vineyards at nearby Querceto. It’s a little rustic, but a very comfortable hotel in Chianti Italy.
• Castello La Leccia : A gorgeous medieval hamlet, where Liv stayed a few years ago when visiting Chianti. There’s a pool with a view that looks out to Siena and a wonderful on-site restaurant.
• Borgo San Luigi : 4 star hotel just outside of pretty Monteriggioni. There’s a pool and restaurant on site too.
• La Pensione di Vignamaggio : A gorgeous guesthouse outside of Panzano. The rooms are super stylish and there’s a swimming pool to cool off in the summertime.
• Podere Lucignano Secondo Agriturismo : If you’re looking for a villa Chianti Italy, this is it! Surrounded by vineyards and nested in the countryside, this is Under The Tuscan Sun vibes times 10.

Inspired to visit Chianti in Italy? It’s one of the most picturesque wine regions in the whole world and sure to inspire an everlasting love for wonderful Tuscan wine.

Submit a Comment Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

This site uses Akismet to reduce spam. Learn how your comment data is processed .

©Kokophotos/Shutterstock

The vineyards in this picturesque part of Tuscany produce the grapes used in namesake Chianti and Chianti Classico: world-famous reds sold under the Gallo Nero (Black Cockerel/Rooster) trademark. It's a landscape where you'll encounter historic olive groves, honey-coloured stone farmhouses, dense forests, graceful Romanesque pievi (rural churches), handsome Renaissance villas and imposing stone castles built in the Middle Ages by Florentine and Sienese warlords.

Attractions

Must-see attractions.

Castello di Ama

At Castello di Ama, centuries-old winemaking traditions meet cutting-edge contemporary art in a 12th-century borgo (agricultural estate). As well as…

Castello di Brolio

The ancestral estate of the aristocratic Ricasoli family dates from the 11th century and is the oldest winery in Italy. Currently home to the 32nd baron,…

Casa Chianti Classico

Occupying an 18th-century convent complex attached to a 10th-century church, this facility is operated by the Consorzio di Chianti Classico and pays…

Vignamaggio

Mona Lisa Gherardini, subject of Leonardo da Vinci's world-famous painting, married into the family that built this villa in the 14th century. After a…

Montefioralle

Medieval Montefioralle crowns a rise just east of Greve, and can be accessed via a 2km walking path from the town centre (head up Via San Francesco, off…

Abbazia di San Michele Arcangelo a Passignano

The four Vallombrosan monks who call this medieval abbey home open their quarters to visitors on regular guided tours. The highlight is the refectory,…

Chiesa di San Michele Arcangelo

An 11th-century church on this site was destroyed in the 13th century and replaced by this structure, which was subsequently heavily altered over the…

Azienda Agricola Frantoio Pruneti

Gionni and Paolo Pruneti's family business has produced top-quality olive oil for over a century. Their 28,000 olive trees are hand-harvested between mid…

Plan with a local

Experience the real Italy

Let a local expert craft your dream trip.

Latest stories from Chianti

Filter by interest:

• All Interests
• Adventure Travel
• Art & Culture
• Beaches, Coasts & Islands
• Food & Drink

Mar 19, 2018 • 4 min read

When Lonely Planet Local Nardia Plumridge first laid eyes on Florence as a teenager, it was love at first sight. Today, the Renaissance capital’s classic…

Mar 30, 2016 • 5 min read

Chianti Road Trip – A scenic drive on the Chiantigiana Road

A Chianti Road trip will give you the opportunity to enjoy one of Tuscany’s most charming landscapes . And a drive along the Chiantigiana Road  ( SR222 ) that winds its way amongst rolling hills and silvery olive groves, is one of the most magnificent of them all.

Along this route, the colours of the countryside are magnificent in every season. In spring poppies and lilies dot the fields. In summer the vineyards are at their peak, and by autumn they start to paint the landscape with every shade of orange and red. You’ll savour all the different shades of green too. The silvery green of the olive trees , the intense and vivid green of the grass and the vines in summer, and the darker shades of the woods.

Chianti Road Trip itinerary – Greve in Chianti to Panzano. In search of the best meat in Tuscany.

This itinerary starts in Greve in Chianti , the gateway to the Chianti region . It has a delightful main square surrounded by porticos and pottery shops. A stop at the Antica Macelleria Falorni is a must. Even if you don’t buy anything it’s worthwhile poking your head in, for this is the Gucci of butchers.

A short detour will lead to the tiny hamlet of Montefioralle , perched on a hill, 3 km. from Greve. Leave the car in the parking just outside the wall (piazza Santo Stefano) and walk the narrow cobbled streets of this small borgo that started its life as a castle. Get the camera ready for some very picturesque scenes .

⇒ Top tips on How to Plan a Road Trip to Tuscany .

After that carry on your Chianti road trip along the SR222 (Chiantigiana Road) to Panzano . This small town is the perfect place to have lunch . Here the renowned Dante-quoting butcher (so called by the New York Times the world’s most famous butcher) Cecchini has a wonderful shop. Above it there’s a Tuscan style fast food place or try his restaurant called ‘Solo Ciccia’. Afterwards you can walk off your lunch on the way to the Church of Santa Maria . Then it’s back to the car for a relaxing drive to Radda in Chianti .

⇒ Discover 10 Charming small towns to visit in Tuscany .

Radda in Chianti to Brolio Castle – Chianti magic at its best

The SP2 offers a 13 km. drive to Radda in Chianti that has some awe-inspiring views . The winding road passes through lush vineyards and olive groves in preparation for the most attractive of Chianti small towns, Radda. As you approach it, you’ll see the town on your right, peacefully perched on its hill, surrounded by a sea of green. Its position is truly spectacular .

Atmospheric Radda will welcome you with its Medieval walkway and main square , where the Palazzo del Podestà displays its coats of arms and elegant arches. This palace had been the headquarters of the Chianti League , a military-political organisation that controlled this territory under Florence rule, for over four centuries. Opposite there’s the Neo-Romanesque Church of San Niccolò.

⇒ Find out about 20 Experiences in Tuscany that will make your trip truly special !

As you drive south along the SP2 and SP484 towards Brolio Castle , the landscape changes. You’ll see fewer houses and pass though some thick woods . At the time of our trip, in April, we saw many hoopoes , which are usually a rare sight.

When you spot the Brolio Castle , up on the hill, surrounded by high cypress trees and imposing walls, you can easily imagine another side of Chianti. For centuries it was not the idyllic region dedicated to the good life that we experience today, but a land of war and powerful lords . For a stunning view , visit the castle’s gardens. From up there you dominate the valleys and enjoy the million shades of green that this region has in its colour palette. Then it’s time to leave the castle and carry on along the SP484 .

Find out the best places to visit in Chianti , and the Top things to do in this wonderful region .

San Gusmè and dinner in Castellina in Chianti

A stop in the diminutive walled village of San Gusmè is a treat. Almost lost in an ocean of vineyards, this is a place where time truly seems to have stopped . You’ll find a stone square, few inhabitants and plenty of peace and quiet. San Gusmè is located 29 km. north east of Siena .

For a perfect finish to your Chianti Road trip , head back to Radda and take the SR429 to Castellina in Chianti . Here you can have a special dinner or wine tasting under the atmospheric via delle Volte, a Medieval stone walkway. This attractive small town is alive with enoteche and shops. It’s a real food and wine paradise .

TIME: ONE DAY – 90 km.

=> Top 10 Towns to visit in the Chianti region

If you like the idea of a driving holiday in Tuscany , you’ll find plenty of scenic routes to choose from. This One Day Itinerary explores the Less Travelled Part of the Chianti .

⇒ For more suggestions for your trip, check out the 10 top destinations in the region .

⇒ Here’s some itineraries you might find interesting , and a 4 day road trip to the Maremma .

Your friendly online guide to Florence and Tuscany. Get our insider travel tips delivered to your mailbox every month.

Email address:

You are using an outdated browser. Please upgrade your browser to improve your experience.

Fall in love with Chianti!

Ask the Tuscany Experts on our Forum

• Book your Hotel
• Rentals by Owners
• Museums & Tours

Get the lowest rate for your Hotel in Chianti through Booking.com

Get the best deal direct from the owners on TuscanyAccommodation.com

Book your unique Chianti Experience

Book your Tour

Book your Tickets ahead & Skip the line!

Buy Museum Tickets

Chianti: Holidays in the Wine Region of Tuscany

The Chianti area in Tuscany is one of the most beautiful in the whole region, as well as the most well-known and appreciated by visitors from across the world.

The borders of the Chianti region are not clearly defined but in general it extends over the provinces of Florence and Siena , covering all of the area between the two cities and extending to the east toward the Valdarno and to the west to the Val d'Elsa. The Chianti wine area extends further beyond the two cities, all around Florence and even toward Arezzo, Pistoia and Montepulciano.

You'll often find references to the "Florentine Chianti" and the "Sienese Chianti" to define the areas closest to one or the other city, but these often refer to a wine's origin within the Chianti region.

Chianti offers a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, characteristic parishes and countryside homes in stone.

The Chianti landscapes are so beautiful and particular that they inspire many photographs which then become postcards and calendars distributed across the globe.

You'll love reading about...

Wine Tasting in Chianti

Chianti is not just a beautiful and famous region of Tuscany, but also a great wine. Wine tasting is a must during your trip in Chianti. Many are the wines produced in Chianti, each one with its own taste and flavor: Classico, Chianti Rufina, Chianti Colli Fiorentini and many others to taste and savor. Here are our recommendations on where to go!

Guide to Accommodation in Chianti

Tuscany Accommodation.com offers a list of vacations rentals in Chianti , reviewed and organized by the Discover Tuscany Team

Tips on Moving Around Chianti

Chianti is one of the most beautiful areas in Tuscany. Breathtaking landscapes and good wine makes Chianti a must for your holidays in Tuscany. But how to move around Chianti? Here you can find some tips to move around Chianti by bus, train and car.

Chianti: What is it, where is it?

What is Chianti? It is more than landscapes and wine. Learn more about the region's history and interesting details to help you discover this beautiful area of Tuscany.

Top Experiences in Chianti

Highlights of Chianti Classico: Exploring the Best

What to see and do in the heart of Tuscany, specifically the area known as Chianti Classico? Here's an summary of the main villages that make up this special wine area, including a brief overview of the main attractions in each town.

May Wine Events: A Toast to Wine

The month of May pays its tribute to Tuscan tradition with two events that recount the essence of this region, both focused on one of its most representative elements: wine. Get ready to enjoy a glass or two of wine with us!

All Hotels in Chianti with Online Booking

Booking.com is the search engine that lets you find the perfect hotel for your stay in the Chianti region. Compare offers and prices of different hotels, read the reviews of past guests, check availability and book online at the best Internet rate, guaranteed

5 Reasons to Taste the Wine at Viticcio near Greve

With so many options, it is can be overwhelming to choose just a few Tuscan vineyards to visit. We stopped at Viticcio for the full tour: the vineyards where it all begins, the winery, the aging cellars and, of course, the tasting room! Here are our 5 reasons why Viticcio should be on your wine itinerary.

Photos of Tuscany

Latest pictures from our Instagram account, remember to follow @Discovertuscany !

6 Kid Friendly Things to do in Chianti

You might think that Chianti is only about wine...but you would only be scratching the surface. Here are 8 fun family-oriented activities in Chianti that don’t involve wine- unless you want them to!

Panzano: Perfect for a Hilltop Stroll in Chianti

Panzano in Chianti offers just the perfect mix of picturesque streets, authentic Tuscan restaurants, local artisan shops and a warm welcoming atmosphere as well as breathtaking panoramic vistas of the Chianti vineyards.

Your Italian Vacation at a Villa in Tuscany

Start planning your vacation at a Tuscan villa! Looking for a gorgeous villa in the Tuscan countryside that will host up to 20 people, where you can have the property to yourself, enjoying spacious gardens and a swimming pool all to yourself? Then...

News from our Blog

Popular Q&A on our Forum: ASK us for Advice

• Tuscany Tourist Info A wide variety of questions about traveling in Tuscany, answered by experts
• Questions about Florence Visiting Museums, moving around, what to see in one day, where to eat.
• Other Destinations in Tuscany Siena, Pisa, Lucca, San Gimignano and more..
• Moving Around in Tuscany Driving in Italy, moving by train, taking a bus
• Accommodation in Tuscany Looking for a special accommodation in Tuscany? Ask our Experts for advice!
• Tours and Services Questions and advice on experiencing the best of Tuscany

Our Travel Guides

You are using an outdated browser. Please upgrade your browser to improve your experience.

Fall in love with Florence!

Ask the Tuscany Experts on our Forum

• Book your Hotel
• Rentals by Owners
• Museums & Tours

Get the lowest rate for your Hotel in Florence through Booking.com

Get the best deal direct from the owners on FlorenceAccommodation.com

Book your unique Florentine Experience

Book your Tour

Book your Tickets ahead & Skip the line!

Buy Museum Tickets

Discover Tuscany

A Land of History, Art, Wine, Food & Hospitality

The story of Tuscany spans more than 3000 years of art, architectural wonders, culinary surprises and warm, welcoming hospitality. It is where art, history, romance, adventure and relaxation come together to create the perfect vacation . Florence is undeniably the capital of Tuscany, yet it is only an introduction to the diversity and beauty that exists within the region it sits in.

Tuscany is a land that was built using the local stone, marble and terracotta, creating towns and monuments that still stand tall today. As you plan your itinerary, be sure to include the castles in Casentino, the Walls of Lucca , the towers of San Gimignano , the Roman amphitheater in Fiesole, the beaches along the coast or on Elba Island and the stunning square in Volterra.

Visit DiscoverTuscany.com Our comprehensive guide to Tuscany

Use Our Experience to Plan Your Vacation

Our website Discovertuscany.com is dedicated to providing the latest information on places to visit and things to do , practical details on how to get around and where to stay once you get here .  First, use our expert information on the weather , maps and the fastest and easiest way to get to Tuscany to plan your arrival. We have visited and reviewed the best Tuscany has to offer. Our ideas for vacation accommodations includes a wide range of typical Tuscan farmhouses , luxury villas and romantic bed and breakfasts .

It’s fresh air and dazzling colors contributed to stimulating the creative spirit of Giotto, Brunelleschi, Simone Martini, Michelangelo and Leonardo da Vinci... to name but a few.  There is so much to see , including museums overflowing with paintings, sketches, bronze and marble sculptures, frescos and writings created over centuries. Be sure to include the Civic Museum in Siena , the modern art museum in Arezzo , the contemporary art museum in Prato and the archaeological museum in Cortona with its Etruscan finds.

Many Possibilities for your Vacation

The true delight in Tuscany is that you will find something even when you are just wandering around the many panoramic backroads by car or find special little towns by train .  Our expert team of locals, who live and work in Tuscany, has put together several itineraries that covers over 14.000 square km of terrain in one, three and seven days . Travel to Mugello and discover Scarperia with its knife making tradition. Drive towards the coast and lose yourself in the vista of the Maremma .  Head towards Pisa and Lucca, then take a small detour to the untamed hills of the Garfagnana . Enjoy the shops , outlets and markets in Florence. Climb the towers in Siena for a marvelous panoramic view. And don’t miss the opportunity to bask in the warm thermal waters located throughout the region, from Saturnia to Montecatini.

Discover an Amazing Tuscany

You don’t have to be passionate about art and architecture to appreciate its stunning landscapes, or take an adventure on a bike and follow the trails, hike the via Francigena, or participate in the many sagra food festivals, exhibitions and other events .  With the natural “bontà”, or bounty, from its gardens, you don’t need to be a masterchef to spend an afternoon learning how to make Ribollita or to savor a glass of fine Chianti Classico, Brunello di Montalcino or the rich Vino Nobile reds from Montepulciano , both by the Val d’Orcia in southern Tuscany. And you don’t even need to speak a word of Italian to order a delicious meal and go people watching in one of the many town squares. These things just come naturally, just like having fun in Tuscany.

Browse the articles below to get more ideas for your vacation in Tuscany, all on our site

Related Sections

You might also like, what to do in tuscany, accommodation in tuscany, events in tuscany.

• Moving around Tuscany

You'll love reading about...

Explore the wonderful city of medieval Siena, its culture, history and traditions, including the famous horse race il Palio around its main square, Piazza del Campo. A jump back to medieval times as you visit the most enchanting sights and secret corners that give this city its special charm.

One of the funniest and most interesting aspect of Tuscany is leisure! All year round you'll find many festivals and folkloristic events celebrating culinary specialties as well as local traditions dating back to centuries ago, here you'll find then a guide to the most important events taking place all over Tuscany, with some highlighting famous manifestations and others yearly recurrences divided by month or season.

Val d'Orcia

The Val d’Orcia invites you to slow down and explore an itinerary filled with hilltop towns, outdoor hot springs, renowned vineyards and a lively cultural calendar with jazz concerts, sagras and outdoor adventures. Check out our guide to enjoy the valley to the fullest!

Choosing what to do while you're in Tuscany will be the hard part, as there are many choices. Love art and history? Visit the main cities, museums, churches and wander the streets. Love fine wine? Make sure to do wine tastings in the heart of wine country. Enjoy delicious meals to go along with great Tuscan wines. Love food? Take a cooking class to learn how to make a Tuscan dish! Love the outdoors? Bike in Chianti.

Top Experiences in Florence

Principally known for its Piazza dei Miracoli - or Square of Miracles - Pisa is a fascinating city with a lively and exciting center, always crowded with people and students coming from any part of the world as some of the most important universities of Tuscany are based right here. Exlpore its monuments and historical palaces and let yourself get carried away by its charm of yesteryear.

Our guide to help you choose the accommodation in Tuscany that most suits your needs, a complete list of holiday rentals including agriturismo, villas, bed & breakfast, self catering apartments and hotels where you can save by booking direct with the owner .

Photos of Tuscany

Latest pictures from our Instagram account, remember to follow @Discovertuscany !

Lucca is often referred to as the city of 100 churches for housing a high number of religious buildings, but what maybe stands particularly out are its Renaissance-era city walls that have remained intact since then, being the only original walkable walls in Tuscany. Being easily reachable from many cities and localities of the region both by car and public transports - train above all, Lucca is one of the most popular one-day-trip destinations, find out in this sections the most interesting things to see.

Tuscany Tours

Enjoy Tuscany to the fullest by joining a guided tour. Qualified guides will make visiting the main sights and museums fun and interesting, and you won't have to worry about driving!

San Gimignano

Discover San Gimignano, the charming medieval town famous wordwide for its tower houses and its medieval architecture which take you back in time. Stroll along its charming streets, taking in its atmosphere and make sure to visit the inside of the Duomo, where you'll find extraordinary frescoes and climb Torre Grossa to admire the breathtaking panorama that has earned the town its recognition as a UNESCO World Heritage Site.

The green lushy valley of Mugello will delight and enchant with its landscape variety, from beautiful plains and rolling hills to mountains and peaks that are perfect for hiking or trekking. The towns within the Mugello area offer a marvellous and detailed panorama of the traditions and culture that characterize all the zone, with annual events and festivals highlighting the best of the typical food, including chestnuts, mushrooms and the delicious hand made pasta.

Maremma is synonymous with long sandy beaches, blue sea with clear waters, enchanting landscapes with soft rolling hills and endless green lands, quaint medieval villages, natural thermal springs and archaeological sites. A holiday in Maremma will be plenty of surprises, activities to do, marvellous places to explore and...delicious food and wine to taste!

Tuscany Forum

Have questions about what to see or do or where to stay? What cities to visit? Don't worry, there are others with the same questions! Head over to our Forum and take a look at past questions and if you still can't find the answer you're looking for, post your own!

Discover Chianti

Mix the best beauty of the Florence museums and its romantic setting with some leisurely days exploring the hills of Chianti, its delicious wines, stunning small towns and intriguing churchers.  Be sure to add a drive, a tour or even a week of soaking up the Chianti atmosphere.

Join us in the discovery of the Casentino valley, situated about 50 kms from Florence and just north of Arezzo.  This panoramic territory offers castles and monasteries to explore, trekking and hiking itineraries through its enchanting old-centuries forests and traditional products to be tasted.

Surrounded by the Apuan Alps and the Apennines, the Garfagnana area is a lush green valley that offers plenty of activities to do - like hiking, biking, trekking, rock climbing - and places to see, like the many quaint villages that hold enchanting art and architectural treasures to discover, among which the Devil's Bridge in Borgo a Mozzano stands magnificently out.

Island of Elba

The biggest island of the Tuscan Archipelago, Elba is actually a unique destination in Tuscany and Italy for the great variety that characterizes the landscape. Its popularity is mainly due to its clear sea waters and its stunning beaches, but the innerland is as much interesting as the coast, offering many trekking, hiking and biking paths amidst nature. In a few words, Elba is an amalgam of history, art, culture, nature and sea...what else do you want from your holiday?

Tuscany Thermal Baths

Indulge yourself with moments of pure relax: Tuscany is rich in natural hot springs spread out all over the territory. You may choose between paying luxurious spa centers and free outdoor thermal baths - like Saturnia and Petriolo - where you may enjoy the benefits of the warm thermal water while admiring the surrounding landscape.

Tuscany Blog

Stay up to date with upcoming events and interesting news about Tuscany on our Blog. See what's going on in Tuscany now.

Our Travel Guides

• Register | Login

Imagine biking through rolling hills , each twist and turn revealing medieval towns and vineyards that stretch as far as the eye can see. Or hiking along lush paths , your senses overwhelmed with the aroma of fresh basil and the sight of sun-drenched olive groves. Welcome to Tuscany , where every step and sip becomes a story worth telling. If you’re a food enthusiast, travel lover, or culinary adventurer, this guide is crafted just for you. Let's explore the culinary wonders of Tuscany and discover how to make the most of this delectable destination.

Tuscany and Its Culinary Heritage 

Tuscany is a region rich in history, culture, and most importantly, culinary tradition. Renowned for its simplicity and emphasis on quality ingredients, Tuscan cuisine has captured the hearts and taste buds of food lovers worldwide. Rooted in the concept of cucina povera, or "poor cooking," the dishes are simple yet flavorful, made with fresh, local, and seasonal ingredients. This culinary philosophy perfectly complements a day spent exploring Tuscany's picturesque landscapes on foot or bike.

Famous Dishes and Drinks of Tuscany 

Delightful starters and snacks .

No visit to Tuscany is complete without sampling affettati misti, a platter of cured meats that serves as the perfect start to any meal. Another must-try is crostini di fegato, toasted bread spread with rich chicken liver pâté. For a taste of Tuscany’s acclaimed soups, don’t miss pappa al pomodoro, a comforting tomato-based soup that’s as hearty as it is delicious.

Hearty Main Dishes 

Tuscan cuisine truly shines in its main courses. Known as mangiafagioli (bean eaters), Tuscans have perfected the art of incorporating beans into their meals. Ribollita is a standout—a vegetable and bean soup that’s ideal after a long day of hiking or biking. If you prefer meat, try bistecca alla Fiorentina, a T-bone steak marinated in olive oil and garlic, then grilled to perfection. Another favorite is pappardelle alla lepre, wide egg noodles served with a sauce made from wild hare.

Sweet Endings 

To finish your meal on a high note, indulge in cantucci, twice-baked almond biscuits dipped in sweet wine, vin santo. This delightful combination is a quintessential Tuscan dessert that you won’t want to miss.

Exploring Tuscany's Culinary Scene: Tips for Foodies 

When in Tuscany , do as the Tuscans do. Seek out local eateries and markets where you can experience authentic Tuscan flavors. These spots often offer dishes made from ingredients sourced just miles away, ensuring freshness and quality. 

Pair Your Meals with Local Wines 

Tuscany’s wines are legendary, so why not enhance your culinary adventure with a glass or two? Whether you’re savoring a bold Chianti Classico or a robust Brunello di Montalcino, pairing your meals with local wines can elevate your dining experience.

Take Your Time 

Tuscans, in fact, all Italians, believe in savoring every bite. Meals are not just about eating but about enjoying the moment. Take your time to appreciate the flavors, textures, and aromas that make Tuscan cuisine so special. 

Check out our Navigating the Italian Food Scene article for more tips and culinary insights to ensure a recipe for delicious dining.

Must-Visit Local Markets and Restaurants 

Discovering the local dining scene is essential to truly experiencing Tuscany! Below are some fantastic restaurants, cafes, and markets across the region where you can dive into the culinary delights.

Florence   

Mercato Centrale : A bustling market offering fresh produce, local meats, cheeses, and delicious street food. Open daily from 10 AM to midnight.

Trattoria da Enzo : A charming and cozy eatery tucked away in the heart of the city, renowned for its authentic Tuscan cuisine and delectable homemade pasta. The warm ambiance, complete with rustic decor and friendly service, makes it the perfect place to enjoy traditional dishes like rich ragù, fresh bruschetta, and silky tiramisu. 

View on Art : The best thing about this rooftop bar is of course the view which overlooks the Cathedral of Santa Maria del Fiore. Along with its intimate setting and refreshing cocktails, it provides the perfect setting for an afternoon apero.

Osteria Le Logge : This charming eatery offers traditional Tuscan cuisine with a modern twist, featuring fresh, local ingredients in an inviting atmosphere. Don't miss their homemade pasta! 

Antica Osteria da Divo : Nestled in the heart of Siena, this restaurant is known for its exquisite local dishes and a stunning view of the city. The wild boar ragu is a must-try! 

Mercato di Siena : Held every Wednesday and Saturday, this vibrant market is the perfect place to explore local produce, cheeses, and cured meats. Grab some snacks for a picnic or enjoy the lively atmosphere.  

Trattoria Da Leo : A favorite among locals, this family-run trattoria serves authentic Tuscan dishes in a friendly setting. Their gnocchi and taste-bud tantalizing tiramisu are unforgettable. 

Pasticceria Taddeucci : Stop by this delightful pastry shop for a taste of Lucca’s famous sweets, including the delectable buccellato, a traditional anise-flavored cake. 

Mercato Coperto di Lucca : This covered market is a treasure trove of fresh produce, meat, and cheese. It's open Tuesday to Saturday from 7 AM to 2 PM and is the ideal spot for food lovers looking to pick up local ingredients or enjoy a casual meal from one of the food stalls.  

San Gimignano   

Piazza della Cisterna : Explore the vibrant local artisan stalls showcasing handmade crafts, pottery, and textiles while sampling delicious regional delicacies like freshly made pasta and pastries. Don’t miss the chance to engage with local artisans and learn about their crafts.  Piazza della Cisterna is typically open year-round, but opening times vary, so best to check before you visit. 

Ristorante Dorando : Renowned for its authentic traditional dishes, this charming restaurant offers a cozy atmosphere and idyllic views of the surrounding countryside. Enjoy specialties such as homemade gnocchi and seasonal truffles, paired with local wines for a complete culinary experience.   

Bar La Cisterna : This inviting bar is the perfect spot to unwind with a glass of Vernaccia wine, a local favorite, while soaking in the warm ambience. Enjoy light bites and pastries, and take in the beautiful views of the piazza as you relax and people-watch. 

Mercato di Cortona : A charming weekly market held every Saturday morning, showcasing a vibrant array of local produce, handmade crafts, and regional specialities.  

Osteria del Teatro : Renowned for its seasonal menu that highlights locally sourced ingredients, this charming restaurant offers an inviting atmosphere with rustic decor and warm lighting, making it the perfect spot for both intimate dinners and lively gatherings.  

Caffe Tuscher : A charming café with a cozy atmosphere, perfect for unwinding. Enjoy a rich cup of freshly brewed coffee or indulge in a glass of exquisite local wine while seated on the inviting terrace, surrounded by beautiful views and the lively ambience of the neighborhood.

Montepulciano 

Mercato di Montepulciano : Held every Thursday, this local market offers a delightful selection of fresh produce, cheese, and cured meats, perfect for tasting the flavors of the region. 

Osteria Acquacheta : Renowned for its mouthwatering Tuscan steaks, this rustic eatery serves up hearty dishes made from locally sourced ingredients, creating an authentic dining experience. 

La Bottega del Nobile : A delightful spot that showcases the best of local wines paired with artisanal cheeses, offering a cozy atmosphere perfect for a casual afternoon or an indulgent tasting experience. 

Caffè Poliziano : This charming café invites you to savor rich Italian coffee alongside an array of freshly baked pastries, making it an ideal spot to relax and unwind with friends or a good book. 

Ristorante La Grotta : Nestled in a picturesque setting, this restaurant features a diverse menu of traditional Italian cuisine, beautifully presented and served in a warm, inviting atmosphere that captures the essence of Italy. 

Bar Il Mondo : Located in the bustling heart of Montepulciano, this vibrant bar is ideal for sipping creative cocktails while enjoying the lively ambience and people-watching along the charming streets. 

Pizzeria Da Salvatore : Famous for its authentic wood-fired pizzas, each pie is crafted with fresh, high-quality ingredients, ensuring a delicious, crispy crust and rich flavors that transport you straight to Italy. 

Caseificio Cugusi : A family-run shop that offers a range of Pecorino cheeses along with tastings. 

Il Ristorante del Pecorino : Enjoy Pecorino paired with local wines and other delicacies. 

Osteria La Porta : Indulge in delicious homemade pasta crafted from fresh, local ingredients and pair it with exquisite local wines that perfectly complement each dish.   

Pasticceria Pienza : Stop by to savor traditional pastries made using time-honored recipes and treat yourself to a creamy gelato that comes in a variety of flavors, perfect for satisfying your sweet tooth.   

Caffè del Corso : A cozy spot offering a great selection of artisanal coffee, along with light bites like pastries and sandwiches, ideal for a refreshing break during your day.

Bagno Vignoni 

La Locanda del Loggiato : A charming eatery with stunning panoramic views of the Tuscan landscape, this restaurant offers a delightful selection of traditional Tuscan dishes made from locally sourced ingredients. It’s the perfect stop for a leisurely meal after a day of exploring the nearby thermal baths, allowing you to unwind and savor the flavors of the region.   

Osteria La Storia : This cozy spot is renowned for its authentic homemade pasta, crafted with care and served in a variety of classic sauces. Diners can enjoy a warm, inviting atmosphere while indulging in flavorful dishes that reflect the culinary heritage of Tuscany.

Caffè Cavour : A perfect place for a cozy coffee break, this café features a welcoming ambience and an array of delicious pastries, from flaky croissants to rich chocolate tarts. It’s an ideal spot to relax and recharge while enjoying freshly brewed coffee.   

Ristorante Il Rigoletto : Known for its fresh seafood, this restaurant specializes in dishes prepared with the catch of the day, complemented by outstanding local wines. The elegant setting and exceptional service make it a wonderful choice for a special night out.   

Pasticceria Vignoni : A must-visit for dessert lovers, this pastry shop offers some of the best gelato in town, with a wide range of flavors made from high-quality ingredients. Don’t miss the chance to treat yourself to a sweet indulgence while exploring the charming streets of the area! 

Montalcino 

Enoteca la Fortezza : A must-visit for wine lovers in Montalcino. Sample some of the best Brunello wines and enjoy local delicacies in this historic fortress.  

Osteria Le Logge : Experience the rich flavors of traditional Tuscan cuisine with a modern twist in a cozy, welcoming setting. Savor homemade pasta, aged meats, and seasonal vegetables, all expertly crafted from locally sourced ingredients. The intimate atmosphere, adorned with rustic decor, invites you to relax and indulge in a delightful dining experience. Don't forget to pair your meal with a selection from their impressive wine list! 

Trattoria Il Grillo : Renowned for its delicious homemade pasta made daily from fresh ingredients, this charming eatery offers a warm and inviting atmosphere. With homely décor and friendly service, it's the ideal spot for a casual meal, whether you're enjoying a cozy dinner with friends or a leisurely lunch. Don't miss their signature dishes, paired with a carefully selected wine list that complements the flavors beautifully. 

Pasticceria Bindi : Stop by for an exquisite selection of delicious pastries, including classic Italian cannoli and creamy tiramisu, paired with a rich, aromatic coffee to start your day right. Enjoy the cozy atmosphere and treat yourself to a sweet moment! 

Ristorante Da Salvatore : This elegant establishment offers a fine dining experience, showcasing a menu that emphasizes locally sourced ingredients and exquisite flavors. Guests can enjoy expertly crafted dishes in a sophisticated atmosphere, making it perfect for special occasions (like celebrating a hiking or biking achievement!) or a memorable night out. 

Bar Pasticceria Montalcino : A charming café, this spot is ideal for a light lunch or an afternoon espresso break. Enjoy delicious pastries and sandwiches while taking in stunning views of the surrounding landscape. It's the perfect place to unwind and soak in the local atmosphere. 

Crete Senesi 

Podere Il Casale : Head here for a farm-to-table experience with tours and tastings of organic products like cheese and olive oil in beautiful landscapes.   

Trattoria da Nino : For an unforgettable dining experience featuring authentic Italian dishes crafted from locally sourced ingredients. Enjoy classic recipes like handmade pasta and fresh seafood, all served in a warm, inviting atmosphere that captures the essence of Italy.

Caffè Giubbe Rosse : A charming café known for its cozy vibe and delectable pastries. Indulge in a variety of treats, from flaky croissants to rich tiramisu, making it the perfect spot for a coffee break where you can relax and soak in the local culture. 

Gelateria Dondoli : Don’t miss out on some of the best gelato in the region, with unique flavors that will delight your taste buds.

Ristorante La Pergola : For stunning views overlooking the city and a menu brimming with seasonal specialties, featuring fresh, locally-sourced ingredients that change with the seasons. Enjoy a delightful dining experience that combines exquisite flavors with equally delicious scenery.   

Pasticceria Marchesi : Where you'll find a tempting array of mouthwatering desserts and artisanal baked goods. Indulge in their signature pastries, handcrafted with traditional techniques, and don't miss their rich chocolates and delectable gelato that will satisfy your sweet tooth. 

Buonconvento 

Mercato di Buonconvento (Wednesdays) : A fantastic local market bustling with vibrant stalls featuring fresh, seasonal fruits and vegetables, artisanal cheeses, and handmade local crafts. It's an ideal spot to experience the flavors and culture of the region while supporting local farmers and artisans. 

Caffè Pasticceria Fiorentina : This charming café has a warm atmosphere and is renowned for its mouthwatering pastries, including flaky croissants and rich Italian tarts. Pair your treat with a cup of their expertly brewed coffee for an authentic Italian experience. 

Osteria Il Grillo : A beloved local gem, Osteria Il Grillo offers a menu filled with traditional Italian dishes made from locally sourced ingredients. The cozy, inviting atmosphere makes it the perfect place to enjoy a leisurely meal. 

Ristorante La Porta : Not only does this restaurant serve delectable regional cuisine, but it also boasts a stunning view of the surrounding landscape. Enjoy dishes crafted with fresh, local ingredients while taking in sensational sunsets that enhance your dining experience. 

Gaiole in Chianti 

Ristorante La Pieve : Stop by for authentic Chianti cuisine featuring homemade pasta and local wines for a delightful culinary experience.   

Osteria il Vignale : Delight in traditional Tuscan dishes, such as ribollita and pici cacio e pepe, all served in a cozy setting adorned with warm lighting and wooden beams—perfect for a relaxing meal.   

Bar Pasticceria Gallo : This charming café is a local favorite, renowned for its delectable pastries like sfogliatelle and canolli, along with expertly brewed coffee. It's the perfect spot to unwind with a sweet treat and people-watch in a vibrant atmosphere.   

Trattoria della Storia : Indulge in classic Italian favorites, such as osso buco and tiramisu, reimagined with a modern twist. The warm, inviting ambience, complete with vintage decor, creates the perfect backdrop for a memorable dining experience.   

Enoteca Ristorante : This gem offers an extensive selection of local wines, expertly paired with fresh, seasonal dishes like grilled octopus and truffle risotto. The knowledgeable staff is happy to guide you through their offerings, ensuring a delightful culinary adventure.

Gelateria Artigianale : Don't miss their artisanal gelato, crafted daily with the finest ingredients and available in unique flavors like pistachio and stracciatella. It's the perfect ending to an exquisite meal, enjoyed in a charming outdoor seating area. 

Osteria del Castello : Enjoy a selection of delicious traditional dishes crafted from locally sourced ingredients in a cozy atmosphere, perfect for unwinding after a long day. The homely decor and warm lighting create an inviting setting for families and friends. 

Ristorante La Torre : Known for its stunning panoramic views, this restaurant offers exquisite local cuisine that showcases the best of regional flavors. With a carefully curated wine list and attentive service, it's an ideal spot to spend the evening after a day of hiking or biking. 

Caffè del Borgo : A charming café nestled in the heart of the village, it’s perfect for savoring a morning coffee or indulging in a light snack. The inviting setting, combined with artisanal pastries and friendly baristas, makes it a favorite among locals and visitors alike. 

Trattoria Il Giardino : This trattoria offers hearty meals made with love and fresh ingredients, featuring a welcoming outdoor dining experience surrounded by lush gardens. It's the perfect place to relax with friends while enjoying traditional recipes passed down through generations.

Best Wine and Vineyard Tours in Tuscany 

Explore chianti classico.

Castello di Ama : Famous for its stunning views and exceptional Chianti Classico wines, this vineyard offers guided tours and tastings. 

Antinori nel Chianti Classico : Known for its modern architecture and rich history, Antinori provides informative tours followed by tastings of their renowned wines. 

Fattoria La Vialla : This organic farm offers a unique experience with vineyard tours, tastings, and a chance to sample local produce. 

Tenuta di Lilliano : A family-run estate where you can enjoy intimate tastings and learn about traditional winemaking techniques. 

These vineyards not only offer fantastic wines but also provide insight into the art of winemaking in this beautiful region.

Discover Brunello di Montalcino   

Castello Banfi : Experience a fantastic tasting journey featuring a wide range of exquisite wines and stunning views of the vineyard.  

Casanova di Neri : Visit this winery known for its award-winning wines, where you can learn about their unique production techniques and savor their most celebrated labels. 

Poggio di Sotto : Don’t miss the chance to glimpse exceptional winemaking practices and taste some of their renowned offerings, showcasing the artistry behind their craft. 

Recommended Wineries Near Montepulciano   

Avignonesi : Known for its organic wines, this winery offers tastings and vineyard tours. 

Corte dei Papi : A family-run vineyard providing a cozy atmosphere and excellent wine experiences. 

Boscarelli : Famous for its Vino Nobile di Montepulciano, offering tastings and tours. 

La Braccesca : Owned by the Antinori family, this winery provides a glimpse into modern winemaking techniques. 

Visit Bolgheri   

Tenuta dell'Ornellaia : Renowned for its exceptional Super Tuscans, particularly the Ornellaia and Le Serre Nuove. 

Marchesi Antinori : A historic winery offering a delightful blend of tradition and modernity, known for their Bolgheri wines like Tignanello. 

Tenuta San Guido : Home to the iconic Sassicaia, this vineyard is a must for anyone looking to experience world-class wine. 

Guado al Tasso : Offering a range of exquisite wines, their blends of Sangiovese and international varieties are a highlight. 

Le Macchiole : Known for its commitment to organic farming and producing elegant wines like Paleo Rosso. 

These wineries not only provide tastings but also stunning views of the Bolgheri landscape!

Best Cooking Classes in Tuscany 

Taking a cooking class is one of the best ways to immerse yourself in Tuscan culture.

Learn from the Locals 

Agriturismo La Poggiola offers classes to learn traditional dishes like ribollita and pappa al pomodoro with local chefs.   

Tuscany Cooking Class allows you to join a chef in their home kitchen for hands-on lessons in authentic Tuscan cuisine. 

Farm-to-Table Experiences 

Tuscany Cooking Class & Market Tour : These classes start with a visit to a local market in Florence to gather fresh ingredients, followed by cooking traditional Tuscan dishes at a rustic villa. 

Cooking Class at a Tuscan Farmhouse : Located near Siena, this experience involves harvesting vegetables from the farm's garden before preparing a multi-course meal that showcases local flavors. 

Chianti Cooking Class with Winery Visit : This class combines a trip to a local vineyard in the Chianti region, where participants pick grapes and learn about winemaking, then head to the kitchen to create dishes that pair perfectly with the wines. 

Farm-to-Table Class in Cortona : At a family-run farm, participants gather seasonal ingredients and cook alongside local chefs, enjoying a meal that emphasizes the use of organic produce. 

These classes not only teach cooking techniques but also provide insight into the rich agricultural traditions of Tuscany. 

Wine and Dine 

"Cooking and Wine Tasting in the Chianti Hills" : Immerse yourself in the stunning landscapes of the Chianti region as you prepare traditional Tuscan dishes using fresh, local ingredients. Enjoy an expert-led wine tasting featuring a selection of exquisite Chianti wines that perfectly complement your culinary creations. 

"Tuscan Cooking Class with Wine Pairing" in Florence : Experience the heart of Tuscany through hands-on cooking lessons where you'll learn to create iconic dishes like ribollita and pappa al pomodoro. After cooking, indulge in a curated wine-tasting session featuring some of the best regional wines that enhance the flavors of your meal. 

"Pasta and Wine Workshop" in Siena : Dive into the art of pasta-making as you craft fresh, handmade pasta from scratch. This workshop culminates in a delightful meal where you'll savor your pasta paired with a carefully chosen selection of local wines, enhancing your appreciation for Tuscan cuisine.

Combining Culinary Adventures with Self-Guided Hiking and Biking in Tuscany 

Plan your route around food stops .

One of the joys of self-guided hiking and biking is the flexibility to explore at your own pace. While we have the routes covered, you have the freedom to plan your stops at local markets, vineyards, and eateries, turning your adventure into a culinary quest. 

Stay in Agriturismi 

Some of our accommodation includes agriturismi - farm stays that offer accommodation and meals. These establishments often serve home-cooked meals made from farm-fresh ingredients, giving you a true taste of rural Tuscany. 

Join Food and Wine Tours 

Some of our In Style trips offer food and wine experiences. These can include anything from vineyard tours to hands-on cooking classes or Michelin-star meals, adding an extra layer of enjoyment to your adventure. 

Our Slower Adventures allow more time to take a food tour, enjoy a longer lunch or learn a thing or two at a cooking class.

Practical Tips for Planning Your Culinary Adventure in Tuscany 

Choose the right season .

The best months to visit Tuscany for a culinary adventure are spring and fall. During these seasons, the weather is pleasant, and many local foods are in peak season. 

For more advice, tips and tricks, check out our Guide to hiking in Tuscany article. 

Make Reservations 

Popular restaurants and cooking classes can fill up quickly, especially during peak tourist seasons. Make reservations in advance to ensure you don’t miss out on any must-try experiences. Even if you’re visiting Tuscany during the off-season, it’s still worthwhile making reservations for the few places that are still open.

For more culinary tips and advice, check out our Navigating the Italian Food Scene article.

Use a Reliable Tour Operator 

Planning a self-guided culinary adventure can be daunting, but using a reliable tour operator like Macs Adventure can make the process seamless. We handle accommodation bookings, route planning, and even provide 24/7 support, allowing you to focus on enjoying your trip.

Tuscany is Calling... 

Tuscany is a paradise for food enthusiasts and adventure seekers alike. From its rich culinary heritage to its world-renowned wines, every experience here is a feast for the senses. Whether you're savoring a home-cooked meal at an agriturismo or biking through the scenic vineyards of Chianti , you're sure to create memories that will last a lifetime. 

Ready to start your Tuscan adventure? Join our Macs Adventure Facebook Community to connect with fellow travelers and get insider tips. And if you’re ready to book your next self-guided hiking or biking trip in Tuscany , our adventure experts are here to help. Buon viaggio and buon appetite! 

Classic Tuscany

Cycling Tuscany: Chianti & Siena

Classic Chianti

• Walk through quintessentially Tuscan villages
• Lazy lunches of fresh produce and local wine
• Stay overnight in classic medieval centres
• Classic wine routes through the Tuscan hills
• Hand-picked accommodation in sublime locations
• Hike into the wonderful UNESCO city of Siena

Follow us on social media

• twitter-x-logo@2x