Between the provinces of Florence and Siena, and a small portion of the provinces of Arezzo and Pisa, lies one of the most unique and iconic wine regions in Italy — Chianti. Few wine regions can rival the majesty and grandeur of this Italian idyll with its rural heart still beating strong. Words can only tell you so much though, the best thing you can do is to come and explore it by yourself. The whole region of Chianti is one of the most fascinating wine appellations, where you can enjoy endless panoramas of lush green hills covered with vineyards and olive groves, dense forests and medieval fortress towns connected by winding roads.

By roaming around Chianti and its Borghi, you can discover the ancient Tuscan traditions and learn more about the indissoluble bond between Tuscan food and wine. The best way to learn firsthand about the history of the area and get acquainted with the region’s traditions is of course to go for wine tastings and tours and explore the wineries in Chianti.

We’ve compiled a top list from our partner wineries in Chianti and divided them into different categories, to help you choose what’s best for you. If you are looking for something else, check the full list of wineries in Chianti.


Wineries where you can taste local Tuscan dishes

Having lunch or dinner at the restaurant of a winery is the best way to experience the quintessence of local gastronomy, culinary aesthetic and to enjoy the most authentic tastes. There is always a familial atmosphere in which to immerse yourself and feel part of the family for a short time. We’ve put together wineries with exquisite restaurant services, where you can get the best food and wine pairings in Chianti.

Tenuta Montiani - tasting area 2

Tenuta Montiani

Tenuta Montiani‘s main product is superb wines, but they also sell olive oil, honey and medicinal plants, all grown on their land. In their restaurant, you will be served high quality local specialties made with fresh ingredients.

torre alle tolfe-tasting2

Torre Alle Tolfe

The eighth-century watchtower and the 17-bedroom villa are surrounded by verdant hectares of vineyards, endless rows of olive trees, woodlands, and meadows. Torre Alle Tolfe is a certified organic producer, so you’re sure that all the ingredients used for their dishes are of absolute prime quality.

Fattoria Di Montemorli - wine tasting

Fattoria di Montemorli

Fattoria di Montemorli is managed by a seventh-generation winemaking family that makes excellent quality wines and produces fruits and vegetables with organic certification. In the winery’s restaurant, you will feel a cozy atmosphere and every delicacy you try will give you new insight into the Chianti cuisine.

La Castellina - wine tasting area

La Castellina (Chianti Classico)

Fattoria La Castellina arose from the Squarcailupi family’s ancestral holdings in the medieval town of Castellina in Chianti. The building’s top and lower floors have been converted into a beautiful hotel and restaurant where food is prepared and cooked to perfectly match the winery’s very own Chianti Classico.

cennatoio - winery 2

Cennatoio (Chianti Classico)

The breathtaking Chianti landscape – rolling hills covered in endless vineyards and olive groves, traditional church buildings, castles, and sprawling oak woods – are all things you will find at the Cennatoio winery. Everyone who visits the farm is astounded by how breathtaking it is and how amazing the food and wine are.

Wineries where you can embrace the history

The Chianti region is not only about fine red wines, it is also an area with a large number of cities and villages, the histories of which go far back before the Medici Family ruled Tuscany. The provincial pace of life and the local culture are very different from those of Pisa, Siena, and Florence. We collected our favourite wineries in Chianti with a centuries-old fascinating history, providing fascinating architecture and a captivating ambiance for their visitors.

castello della paneretta - inside winery

Castello Della Paneretta (Chianti Classico)

The castle-turned-winery has become a prime tourist destination for artists and writers. With 400 years of history behind it, Castello Della Paneretta is an emblem of excellence in the Chianti Classico appellation.

Castello Di Monsanto Estates

Castello Di Monsanto (Chianti Classico)

The Castello di Monsanto estate is one of the oldest wineries in Chianti Classico, a real jewel of beauty, holding various winemaking traditions. It is famous for its flagship Sangiovese vines, grown all around the winery castle. Wine connoisseurs will enjoy the 300-meter-long gallery that connects the current modern cellars to the historic cellars of the castle.

CONTE GUICCIARDINI di Ferdinando Guicciardini - CASTELLO DI POPPIANO-winery

Castello Di Poppiano - Conte Guicciardini Di Ferdinando Guicciardini

Castello di Poppiano is one of the most important landmarks in the Chianti wine region and is home to an amazing winery that produces top quality Chianti Colli Fiorentini DOCG Riserva and Vinsanto.

castello sonnino - vineyard

Castello Sonnino

Castello Sonnino is a very renowned winery in Chianti and it includes a XVI century palace with a magnificent tower. Still today it is owned by Baron and Baroness de Renzis Sonnino that guide the way to a production that is both respectful of tradition and innovation.

castello poggiarello-winery

Castello Poggiarello

The first evidence related to the Castello Poggiarello dates back to the 14th century when the castle was already an agricultural estate surrounded by vineyards. Within the medieval walls of Castello Poggiarello, facilities for birthdays, bachelor parties, weddings, and corporate events are available.

 Wineries with top Tuscan landscapes

It is always pleasant in Chianti to wander through the alleys of cypresses, where you can see the magnificent views of the sweeping hills of the region. Enjoying a glass of local wine while sitting at a winery’s terrace overlooking some of the world’s most iconic panoramas is an unbeatable way to recharge. And don’t forget to take pictures, you will make all of your Insta-friends super jealous!

Here’s where to stop for Instagram approved landscape views:

mormoraia-vineyard

La Mormoraia

The magnificent building known as La Mormoraia may be found between Siena and Florence, in the heart of Tuscany and among the majestic Chianti Hills. We can assure you that you will never forget these views.

montefioralle - winery 1

Montefioralle

Montefioralle ​winery is located right next to the medieval village of Montefioralle, in the municipality of Greve in Chianti, the heart of Chianti Classico. It will be hard for you not to dream of moving to Tuscany after a visit to Montefioralle.

fattoria montereggi-working in the vineyard

Fattoria Montereggi

The name Montereggi refers to the hill where the Gothic monarch Radaigaiso is reputed to have concealed his spoils after defeating the Romans in battle. Soak up the mythological atmosphere at Fattoria Montereggi while sipping a glass of great Chianti.

Fattoria Lavacchio - vineyards

Fattoria Lavacchio

Fattoria Lavacchio biodynamic winery is located between the picturesque towns of Sieci and Pontassieve, in the province of Florence. Here you will find everything you can expect from the perfect Tuscan getaway: wine, the perfect view, a gentle breeze and amazing food.

Learn to cook Tuscan dishes by yourself 

Food is the ultimate wayfarer to the knowledge of the local culture. Here is a list of wineries where you can pick up priceless recipes of local dishes and learn how to make them yourself. Get ready to get your hands dirty and then shock your friends back home with your newly acquired cooking skills!

Cooking classes
Cooking

Castello Monterinaldi

Learn from the masters how to cook traditional Italian dishes at this magnificent winery, Castello Monterinaldi, and dine on your own culinary creations.

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Renai e Monte

Get your chance to learn how to cook traditional Tuscan recipes in the Renai e Monte’s farmhouse kitchen.

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Tenuta Canto alla Moraia

Tenuta Canto alla Moraia winery is surrounded by cypress, olive trees, chestnut trees, and green oak forests. That means most of the food products that you will get to use are locally grown with love. 

 Chianti Farmhouses – Wineries where you can stay overnight 

Chianti wine region is a very popular day-trip from Florence or Siena, but to get a full Dolce Vita experience, the best thing is to spend the night in Chianti. Many wineries offer accommodation services and after a day spent sipping delicious Chianti, you can rest in the silence of the lush Tuscan hills.

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Fattoria Il Colommbaio
Camere-casina-Azienda Agraria San Gregorio - Winery

Azienda Agraria San Gregorio

San Gregorio winery is a dreamy place in the hills of Chiusi and it is close to an ancient Etruscan settlement. At Azienda Agraria San Gregorio you can get everything: amazing wines, fantastic view, great homemade salami, and the perfect relaxing atmosphere where to spend the night.

antico borgo di sugame - winery

Antico Borgo Di Sugame

The Antico Borgo di Sugame is located in Chianti, Tuscany, and offers a full wine vacation experience. Antico Borgo di Sugame is a family-owned business, and their goal is to make you feel at home during your entire stay at their stunning estate.

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Castello di Selvole

The winery at Castello di Selvole was born thanks to a lovely couple, Guido Busetto and Nobuko Hashimoto, who realized their lifelong dream. Castello di Selvole is the perfect place for a weekend gateway; enjoy the rural Tuscan life, far from the hustle of the city and spend the night in their elegant country apartments.

fattoria il colommbaio-garden

Fattoria Il Colommbaio

The winery takes pride in producing high-end wine of Chianti Classico, Chianti Colli Senesi and Super Tuscan white and red wines. Enjoy an entire day at Fattoria il Colommbaio, where you can experience a wine tasting then chill poolside overlooking the vine rows and then spend the night in their luxurious rooms.

Fattoria Lavacchio - building

Fattoria Lavacchio

Fattoria Lavacchio is a biodynamic winery nestled on the top of Chianti hills in Montefiesole, bordered by charming vineyards and olive groves. Today, the winery offers their guests the possibility to stay in one of their stunning rooms and apartments. There is nothing better than a good night’s sleep in lush Tuscan nature.

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