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
377 reviews
Total reviews and rating from Viator & Tripadvisor
Book this tour!!!
Riley C,
Jul 23, 2025
- Viator
5.00We had the best time with Massimo on this tour!! He was extremely accommodating and flexible. He let us stop for scenic photos multiple times, even when it was complicated and he had to go around a one way street to be able to stop us for the photo. He was very informative without giving us too much information — just the right amount! He was truly a delight and made our day. The itinerary was good, though we wish we had more time in San Gimignano. The winery, Casa Emma, was delightful! We did a full tasting and bought some lovely wine and olive oil. It was truly a great day and we have Massimo to thank!!! It’s an expensive tour but worth it to be navigated directly to the villages without any hassle. 10/10 would recommend!
Perfect Tuscan day!
Natalie K,
Jul 13, 2025
- Viator
5.00Daniele was absolutely wonderful and this tour was perfect! Even in rain for part of the day we enjoyed everything so much. Getting to experience the beautiful Tuscan countryside and visit a winery was wonderful. Can’t recommend it highly enough!
Siena & San Gimignano
Lanchau D,
Jul 8, 2025
- Viator
5.00Samuel was such a nice tour guide and was knowledgable of the city and countryside. We started in Siena and he later navigated and kept us safe when a freak hailstorm struck on our way to San Gimignano. Wish we could have spent more time there as the town looked super charming, but the weather changed so drastically that we couldn't. He was flexible and did his best to salvage what remained of our tour.
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.
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