Tuscany day trip from Florence:
Chianti, San Gimignano, and Siena
Destination
Florence, Italy
Duration
9 hours
Tour size
Max 14
Language
English
Overview
Drive into the Tuscan hills for a day of medieval towers, long lunches, and the wines they were made to go with. This is the Florence to Tuscany tour that hands you San Gimignano, Chianti, and Siena with the road and the table taken care of.
- •Watch Florence wake up from Piazzale Michelangelo before the morning crowds arrive
- •Wander the medieval lanes of San Gimignano, a UNESCO town once crowned by seventy-two stone towers
- •Settle into a family-run Chianti farm and winery for a homemade Tuscan lunch and five tastings of the family's best wines
- •Step into Piazza del Campo, the shell-shaped square where Siena's bareback Palio horse race thunders twice a year
- •Ride between stops through the cypress hills and vineyards of the Chianti countryside
What's included
- Free time in Siena and San Gimignano's historic centers
- Five-tasting wine flight and full lunch at a family-run Chianti winery
- Professional English-speaking tour leader
- Dedicated professional driver
- Air-conditioned luxury minivan transport
- Headsets for clear narration throughout
You will visit
- Piazzale Michelangelo
- San Gimignano (UNESCO World Heritage Site)
- Family-run Chianti winery and vineyard
- Siena, including Piazza del Campo and Siena Cathedral (exterior)
- Tuscan countryside between Florence and Chianti
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What to expect
Piazzale Michelangelo: Florence before the city is awake
Ten minutes after leaving the meeting point, you're standing above Florence at the city's best vantage point, with the Duomo, the Arno, and the Tuscan hills laid out below. At nine in the morning the square is almost empty, and the light is just reaching the dome of the Cathedral of Santa Maria del Fiore across the river. Your tour leader starts the story of the eight-hundred-year rivalry between Florence and Siena here, with the city you'll leave on one side and the road to Siena on the other.
San Gimignano: the medieval skyline that survived
The minivan takes you through the gates of the old town, inside walls that have stood for eight hundred years. San Gimignano was once a city of seventy-two stone towers, built by rival families competing for height and status. The fourteen that still stand are why UNESCO protects the skyline. Your tour leader points you toward the Duomo, the Rocca, and Gelateria Dondoli, four-time winner of the Gelato World Championship, and then the medieval streets are yours to explore on your own.
Dietary Needs: If you have dietary needs, let us know when you book. Vegetarians, pescatarians, and most allergies can be accommodated by the winery's kitchen with advance notice.
"Tuscany is too big to see in a day. So we built a day that doesn't try — one medieval town, one working farm, one cathedral square."
Chiara Santi,
WalksDevour Tuscany product designer
Postcards from Florence
Tuscany day trip from Florence
Tuscany day trip from Florence
Tuscany day trip from Florence
Tuscany day trip from Florence
Tuscany day trip from Florence
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Frequently asked questions
Our guides love answering your questions. Here are some things they'd like you to know before you arrive.
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