Private Tour
Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
Overview
Available languages
8 hours
Mobile ticket
*Experience for your private party*
Explore the art, culture and medieval history of Italy on this private 8 hrs tour.
Discover the delights of Tuscany on a private day trip from Florence.
With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni (just if you won't need a stop for lunch) and San Gimignano.
See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano.
• Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
* Would you like to have a traditional Italian meal’s experience? We can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lovers.
Additional Info
Specialized infant seats are available
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
A maximum of seven people per booking
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
expert english speaking driver
Our drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
Bottled water
Onboard Wi-Fi (on request at reservation)
Air-conditioned vehicle
Private luxury car or minivan
Hotel pickup and drop-off in Florence
Full lunch + wine tasting at winery (to be paid on spot) from 50/70 euros per adult
mance
What To Expect
Siena
Siena is known throughout Italy for the quality of its medieval architecture. Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral. Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or buy some gifts!
Castellina In Chianti
*Option to organize lunch at the Farm or Winery, where you can taste wines and organic local products. (to be payed on spot) (This option will reduce the time in the cities of Siena and San Gimignano and exclude Monteriggioni).
Options
da 3 a 7 persone
Mercedes luxury minivan
Pickup included
Reviews
372 reviews
Total reviews and rating from Viator & Tripadvisor
Outstanding tour!
Diane C,
Jul 5, 2025
- Viator
5.00Massimo was an amazing driver! He booked us a reservation for a beautiful restaurant in San Gimignano with a gorgeous view and A/C. He also showed us some sights in Florence that we wouldn’t have been able to see during our short stay. Highly recommend!
Lovely trip through...
Vishal M,
Jun 24, 2025
- Viator
5.00Lovely trip through Siena, San Gimignano and Chianti. The lunch and wine tasting was exceptional. The car is comfortable and Carlo was a wonderful guide. Really recommended for a great trip with the family with none of the stress of driving.
Perfect day in the Tuscan sun
Anthony B,
Jun 22, 2025
- Viator
5.00Great duration of trip with a surprise stop at an amazing castle Monastero for a beer and very cool shops. Lunch at the vineyard was amazing and Lou and the family in charge were delightful. Daniel was a great guide. Thank you!
Great Driver and Private Tour
Doree A,
Jun 20, 2025
- Viator
5.00Daniel was our driver for this private tour! We were a family of 7. He was very kind, professional and a great driver! This is a long full day tour. Siena is the furtherest for driving- and very nice and historical, but our favorite is San Gimignano a gorgeous and charming little walled city; wished we had planned for more time here. We also did a Vineyard stop in between the two cities- a wine tour, tasting and lunch at Sant Appiano Vineyard. Very good wine and nice lunch. This too was a highlight for us, though an additional cost, worth the experience. Would definitely recommend this particular tour company for safe and efficient driver and clean vehicle.
Unforgettable Experience
Matthew M,
Jun 14, 2025
- Viator
5.00Most incredible day. Recommend stopping in small towns to explore on your way to winery. Knowledgeable and friendly driver. Wine tasting and lunch one of the best experience we’ve ever had . Marco’s the best guide!!!!! Thank you for an unforgettable day👍
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