Private Tour
Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence
Overview
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
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
Licensed Guide in Siena
Meeting and Pickup
Pickup points
Select a pickup point
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
398 reviews
Total reviews and rating from Viator & Tripadvisor
My husband and I had an...
JeanLouise D,
Oct 14, 2025
- Viator
5.00My husband and I had an amazing experience with our driver, Marco. He was very flexible and knowledgeable about the history of the area. He supplied us with options and tailored our day around what we wanted to do and see. I highly recommend the lunch in the vineyard with the wine tasting! We had a great day!
What a great day!...
Doug B,
Oct 9, 2025
- Viator
5.00What a great day! Visiting Siena, driving through the beautiful Tuscan countryside, and eating at a winery were the perfect activities after a few days in Florence.
Must do!
Laura S,
Oct 1, 2025
- Viator
5.00Marco was an amazing driver and so knowable. We had a great time. He took us to a cute winery for a tasting lunch and to two smaller walled cities and sienna.
Tuscan adventure day
Paul S,
Sep 29, 2025
- Viator
5.00We stopped at Montaregioni, Sienna, a beautiful winery in the Tuscan countryside for lunch and wine tasting and finished at San Gimignano. It was a perfect day and a perfect pace. Carlo was very knowledgeable and amenable to all our wishes. Great day.
Trip to sienna and winery tour
Daniel K,
Sep 29, 2025
- Viator
3.00The driver, Samuela, was very knowledgeable, friendly, courteous, helpful, and took us to an excellent winery tour and lunch. However, Samuela is not a tour guide and could not accompany us and guide us through the sites. We expected a tour guide, not a self-guided tour. Therefore, I think a refund is in order as this tour is completely misrepresented.
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