
Experiences
Destination
Search destinations
Date
Add dates
Chianti
8 experiences and tours

Florence to Chianti wine region with 2 wine tastings and vineyards escape
5h 15mFree cancellation

Small-Group Winery Tour with Tasting and Dinner in Chianti
6h 30mFree cancellation

Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner
7h 30mFree cancellation

Private Vintage FIAT 500 Chianti Classico Wine Tour with lunch
2hPrivate option availableSmall groupFree cancellation

Chianti Hills E-bike Tour From Florence With Farmhouse Experience Including Lunch And Wine Tasting
6hFree cancellation

E-Bike Adventure in Chianti: Discover the Landscapes of Tuscany with Lunch and Wine Tasting
6hFree cancellation

Chianti E-Bike Adventure: Self-Guided Tour with Audio Guide from Florence
6h 30mSmall groupFree cancellation

Chianti Vespa Adventure: Self-Guided Small Group Tour From Florence
6hFree cancellation
More experiences in Florence
Explore other destinations
Chianti is the hill country between Florence and Siena that gave its name to one of the best-known red wines in the world. Its emblem is a black rooster, and the story behind it is a border dispute. Each city sent a knight towards the other at first cockcrow, and the frontier would fall where they met. Florence kept its black rooster hungry and in the dark, so it crowed before dawn. The knights met at Fonterutoli, close to Siena, and almost all of Chianti went to Florence.
Today the area is a patchwork of vineyards, olive groves and oak woods, with walled villages and castles on the ridges. From Florence you can go out for an afternoon or a whole day: sit down at a winery for a tasting with olive oil and local cheese, ride an e-bike or a Vespa along the back roads, drive a vintage Fiat 500 between farms, or stay into the evening for dinner among the vines. Check each card for meals, tastings and where you meet.
About Chianti
The Chianti Classico area covers about 71,800 hectares across the provinces of Florence and Siena. Four towns lie wholly inside it, Greve, Castellina, Radda and Gaiole in Chianti; parts of four more, including San Casciano Val di Pesa, fall within it.
Florence and Siena fought over these hills through the Middle Ages. At the end of the 14th century Florence set up the League of Chianti to hold them, with a black rooster on a gold field as its coat of arms, and Radda became its capital. A notary's document from 1398 already calls the local wine Chianti, and in 1716 Cosimo III de' Medici fixed the borders of the area allowed to make it.
In 1924 local growers founded a consortium to protect the wine, the first of its kind in Italy, and took the rooster as their mark. Since 2005 the black rooster has been the symbol of the Chianti Classico denomination itself, printed on every bottle.
What to expect on a Chianti experience
A Chianti outing is built around the cellar and the table. At a winery you usually walk out among the vines, see where the wine rests in barrels and then taste several wines, often with the estate's olive oil, bread, cheese and cured meats. Some serve a full lunch, or dinner outside as the light fades.
You will hear two names. Chianti Classico comes only from the historic zone between Florence and Siena, must be at least 80% Sangiovese, is made from red grapes only, and carries the black rooster. Plain Chianti is a separate and much larger denomination spread over six Tuscan provinces, with eight subzones such as Rufina and Colli Senesi, and needs at least 60% Sangiovese. Both are reds built on the same grape, so tasting them side by side is the quickest way to learn the difference.
Between estates the roads run through the villages. Greve in Chianti has an arcaded market square, Piazza Matteotti, with a statue of Giovanni da Verrazzano, the navigator born here who explored the bay of New York. Panzano, a little further south, keeps the walls of its castle and the church of San Leolino. Radda is a small walled town that was once the League's capital.
On an e-bike the motor takes the sting out of the climbs, but the roads go up and down all day.
Tasting and driving do not mix. If you are riding or driving yourself, skip the wine or keep it to a sip. In Italy, alcohol may not be sold or served to anyone under 18.
Best time to visit
The harvest runs from late summer into early autumn, when the vineyards are busy with pickers and tractors. Through September and October the vine leaves turn yellow, then red and orange into November. It is the busiest season for wine trips.
Spring is green and fresh, and a good time for cycling. Summer days are long and hot, so ride in the morning and save the evening for dinner in the vineyards. Winter is quiet, with bare vines and few visitors on the roads.
Getting around
The SR 222, known as the Chiantigiana, runs 69 km from Florence to Siena through Greve, Panzano, Castellina, Radda and Gaiole.
Many wineries sit out in the countryside rather than in the villages, so a driver, a bike or an organised trip is the practical way to reach them. Group trips leave from central Florence by coach or minibus, private trips run by car, and e-bike and Vespa rides follow set routes through the hills. With a driver, nobody in your group has to stay sober.







