From organic boutique wineries to world-class vintages that put Chianti on the global stage, Tuscany’s most celebrated wine region has something for everyone. Now it is time to experience it for yourself — book your villa rental in Chianti, pack your favourite panama hat and SPF, and prepare for a niche tour of Chianti’s best wine estates.
In this short guide to Chianti’s top wineries, we’ve handpicked the very best the region has to offer. Aside from mouth-watering (literally!) wines, all of these Chianti vineyards will leave you speechless with their architecture, history and views. Choose from short and simple tastings to longer tours with gastronomic and immersive experiences.
The Best Wineries in Chianti
Marchesi Antinori
The Marchesi Antinori are one of the oldest wine producers in Tuscany. They have owned and worked the land for over 6 centuries and 26 generations, with many wine estates scattered in Tuscany and Umbria.
Make sure to stop by Cantinetta Antinori in Florence for a bite to eat and wine tasting, or visit the Antinori nel Chianti Classico estate in Bargino. This futuristic structure of great architectural value was inaugurated in 2012 and houses the Antinori Art Project collection as well as a sleek roof-top restaurant.
Castello di Querceto
Live a chapter of Chianti history in this 16th-century castle, near Greve in Chianti. During the Historic Tour of the estate, you will have the chance to visit the castle’s chapel, old cellars, and vintage collection of wines.
Castello di Verrazzano
Castello di Verrazzano is another jewel of Greve in Chianti. With over 1000 years of history, this castle was a Etruscan and Roman settlement. Documents trace winemaking practices and production as far back as 1150.
The estate offers many different tours from classic visits and tastings to more immersive gastronomic experiences, including a visit, tasting and dinner.
Best wineries near Gaiole In Chianti
Castello di Brolio
Of all things Chianti, Castello di Brolio is a top destination for Chianti lovers. It was here, in Gaiole in Chianti, that Barone Ricasoli defined the formula for Chianti Classico.
The castle has been property of the Ricasoli family since 1141 — with 240 hectares of land — and represents the heart of Chianti tradition and innovation. During this immersive experience you will have the chance to visit the castle, garden and art collection (without reservation). If you prefer to taste the wines produced on this estate, choose from a number of wine tours, tastings and masterclasses.
Badia a Coltibuono
Badia a Coltibuono is housed in what used to be an old monastery, preserving its original structure, gardens, and tranquil setting. Alongside its Chianti Classico, this estate is well-known for its production of Extra Virgin Olive Oil.
Tours include a simple guided visit with a tasting of two wines, as well as guided tastings with charcuterie or lunch.
Rocca di Castagnoli
Rocca means fortress, and like many of the estates listed here, Rocca di Castagnoli has been a strategic point since the Middle Ages. The winery has been active since the 18th century, making it a ‘youngster’ compared to fellow Chianti producers. But don’t be fooled, this hasn’t hindered the winery from reaching high quality and competitive wine-making.
The estate also produces an excellent Extra Virgin Olive Oil that can be tasted on one of the tours, which range from a tasting of three wines, to a tasting of five historic vintages including two Super Tuscans. Bookings are required.
Best wineries near Radda in Chianti
Castello di Albola
In the 16th-century, Albola Castle was one of the most desired estates among Florentine nobility. During the 17th and 18th-centuries, this castle was owned by the Pazzi family, the most notorious lineage of Florence after the Medici.
Wine experiences include a guided tour of the vineyards, the ancient Borgo and the historic cellars, followed by a tasting of four of the estate wines, which can be paired with local dishes prepared by their chef.
Castello di Monte Rinaldi
This ancient structure has survived many battles and adversities. The castle was completely demolished after the battle of Montaperti in 1268 and suffered extensive damage in World War II.
Brought to new life by the Ciampi family, this estate now produces organic wine. Don’t miss the opportunity to taste Monte Rinaldi’s products including Extra Virgin Olive Oil, accompanied by local cheese and cold cuts.
You can book a range of experiences, from simple tastings to gourmet meals, and cooking classes.
Colle Bereto
If you are searching for something more intimate, Colle Bereto is the winery for you. Overlooking the charming town of Radda in Chianti, this family-run estate blends tradition with modern, biodynamic winemaking techniques. Their commitment to quality is evident in their organic approach, with a focus on Sangiovese, the region’s iconic grape.
Guests can indulge in wine tastings of their renowned Chianti Classico, Riserva, and Gran Selezione, or even pair their experience with a Bistecca alla Fiorentina lunch. For a truly insider experience, Tuscany Now & More has partnered with Colle Bereto to offer exclusive wine experiences to our guests.
When you travel with us, you’ll get closer to the vines at our exclusive vineyard villas in Chianti, plus access to our complimentary concierge for personalised local experiences.