Tuscany Day Trip from Florence to Pisa, Siena, San Gimignano, Monteriggioni and Chianti by Minivan
by Caf Tour Travel
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Tuscany is home to several historic cities and scenic countryside known for medieval architecture and wine production. This full-day minivan tour from Florence lasts about 10 hours and visits Pisa, Chianti, San Gimignano, Monteriggioni, and Siena. The tour begins in Pisa, where guests spend about two hours at Piazza dei Miracoli, a UNESCO World Heritage site featuring marble monuments on a large green lawn. Visitors then spend 30 minutes admiring the Leaning Tower of Pisa, the Baptistery, the Cathedral, and the Monumental Graveyard, all notable examples of Romanesque architecture from the 12th and 13th centuries. Next, the route follows the panoramic Strada Statale 222 Chiantigiana through the Chianti region, passing vineyards and olive groves. A two-hour stop at a country estate includes a lunch and a guided tasting of Chianti and Vernaccia wines, hosted by the estate’s owner. After lunch, the tour continues to San Gimignano for two hours. This UNESCO town is recognized for its medieval layout and numerous towers from the Middle Ages. Visitors can walk through the town center to see Piazza della Cisterna, the Dome, Palazzo del Podestà, and the Church of Sant’Agostino. The tour then proceeds to Monteriggioni, where there is a one-hour stop to view the 13th-century fortified village, still surrounded by its original walls, set on a hilltop in Chianti. The final destination is Siena, where guests spend two hours exploring the medieval city. The visit includes Piazza del Campo, known for its shell shape, the Palazzo Comunale built in 1298, and the Torre del Mangia tower from 1325. Visitors have free time to explore the Cathedral and other historic buildings and churches along Siena’s narrow streets. The tour takes place in an air-conditioned minivan with Wi-Fi and is limited to a maximum of eight people. An English-speaking driver provides general information during the drive. Hotel pickup and drop-off in central Florence are available if selected. Lunch with wine tastings is included. Gratuities are not included.
Highlights
What's included
What's not included
Itinerary
Pisa
The tour arrives in Pisa, known worldwide for its historic sites. Guests spend about two hours at Piazza dei Miracoli, a UNESCO World Heritage site with marble monuments set on a green lawn.
120 min
Leaning Tower of Pisa
Visitors spend 30 minutes viewing the Leaning Tower, the Baptistery, the Cathedral, and the Monumental Graveyard, prime examples of 12th and 13th-century Romanesque architecture containing important artworks.
30 min
Strada Statale 222 Chiantigiana
The route continues along a scenic road through Chianti to a countryside estate surrounded by aromatic plants. Guests enjoy a two-hour lunch featuring local Chianti products and a guided tasting of Chianti and Vernaccia wines led by the estate owner.
120 min
San Gimignano
After lunch, the tour reaches San Gimignano, a UNESCO site famous for its intact medieval town layout and numerous towers from the Middle Ages. Visitors have two hours to explore landmarks including Piazza della Cisterna, the Dome, Palazzo del Podestà, and the Church of Sant’Agostino.
120 min
Monteriggioni
From San Gimignano, the tour follows a panoramic road through Chianti’s vineyards and olive groves to Monteriggioni, a 13th-century fortified hilltop village with well-preserved walls. Guests stop here for one hour.
60 min
Siena
The final stop is Siena, where guests spend two hours exploring the medieval city. Visits include Piazza del Campo, known for its shell shape, the 1298 Palazzo Comunale, and the Torre del Mangia from 1325. Visitors can also use free time to see the Cathedral and other historic buildings along the narrow streets.
120 min
Meeting point
in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.
End point
in front at Caffè Gilli at 08:25am. You will find a minivan with a blue sign with Caf logo.
Languages
Cancellation policy
- Cancel at least 24 hours before start for a full refund.
Additional info
More things to do in Florence
- Chianti Wine Tasting with Seven Tuscan Wines and Lunch at 12th-Century Villa Small Group
- Florence Private Cooking Class with Maria in a Gorgeous Countryside Home
- Florence Statue of David and Duomo Guided Tour with Tickets
- Florence Pasta Making Class Using Seasonal Ingredients for Small Groups
- Florence Cooking Course with Historic Market Visit and Four-Course Meal
- Tuscany Tour from Florence: Small Group Wine Tastings and Lunch