Wine Tasting in Tuscany: My Favorite Wineries Near Florence
Tuscany is one of Italy’s most famous wine destinations, with vineyards stretching across rolling hills, cypress trees, and medieval villages. From Chianti to Siena and San Gimignano, the region offers exceptional wine-tasting experiences, beautiful landscapes, and an authentic Tuscan atmosphere.
Chianti: the villages and wineries most worth visiting
If there is one corner of Tuscany that combines vineyards, medieval villages, good food, and some of Italy’s most beautiful roads, it is Chianti. Located between Florence and Siena, it’s the perfect choice for either a day trip from Florence or a stop on a road trip through Tuscany.
The first stop most people usually make is Greve in Chianti, about 40 minutes from the capital of Tuscany. The large square with its arcades, wine bars, and small shops creates the perfect first impression of Chianti. Here you’ll also find the historic Antica Macelleria Falorni butcher shop, known for its local cured meats and Tuscan products.
A little further inland lies Radda in Chianti, one of the most authentic villages in Chianti. Perched on a hill, it retains its medieval character and is noticeably quieter than Greve. If you’re looking for the most “classic” image of Tuscany with cobblestone alleys and views of endless vineyards, Radda is perhaps the best choice.
Castellina in Chianti is one of my favorite villages in the region. It’s about 45 minutes from Florence and stands out for its historic center and the Via delle Volte, the characteristic medieval covered passageway that runs through the village. It’s also an excellent choice for a stop at a wine bar without having to visit an organized winery.
The Gaiole in Chianti area is home to several of Chianti’s most historic wineries and castles. The roads winding through the vineyards are among the most beautiful in Tuscany and are worth the trip on their own.
Our selected wineries in Tuscany
Antinori nel Chianti Classico
Antinori nel Chianti Classico, about 25 kilometers south of Florence, is perhaps the most impressive and modern winery one can visit in Tuscany. Its architecture is unique, as the building is almost built into the hillside. Even those who aren’t particularly fond of wine are usually impressed by the space. If you’d like to take a guided tour, you’ll need to book in advance, especially during peak season. Of course, even if you’re not interested in joining a guided tour, it’s worth visiting the winery during its operating hours. You can tour its impressive facilities, stroll through the vineyards that stretch over the roof of the building, and enjoy a glass of its exceptional wines. If we had to single out one label, it would be the famous Tignanello, one of Tuscany’s most iconic wines.
Castello di Verrazzano
Castello di Verrazzano, about 35–40 minutes from Florence, offers the image most people have in mind when they think of Tuscany: cypress trees, vineyards, stone buildings, and a view straight out of a postcard. Even if you don’t want to do a full wine tasting, it’s worth visiting for the walk and the scenery. For organized tastings, it’s best to book in advance.
Castello di Brolio
Castello di Brolio, located an hour from Florence, is perhaps the most historic winery in Chianti. The castle towers over the hills, and the view is among the best in the region. If you’re interested in the history of Chianti Classico, this is likely the most fascinating visit.
Castello di Ama
Castello di Ama, located near Radda in Chianti and about an hour from Florence, offers a unique experience by combining wine and contemporary art. Art installations are scattered throughout the estate, making for a truly special visit.
For those who prefer something quieter and less well-known, Fattoria Le Fonti in Panzano offers a more personal and authentic experience, while Agricola La Lastra, very close to Siena, is a good choice for those who don’t want to stray too far from the city.
Extra Tip: If you only have one day for wine tasting in Tuscany, start at Antinori in Chianti Classico and then head to Greve in Chianti, Radda in Chianti, or Castellina in Chianti. Combine the excursion with a meal at a local agritourism restaurant and a glass of wine overlooking the vineyards.