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
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
391 reviews
Total reviews and rating from Viator & Tripadvisor
Great trip to the Countryside
Jennifer C,
Sep 24, 2025
- Viator
5.00David was great- good insights on the town and very friendly! We loved the lunch at family vineyard in Chianti. Amazing. Perfect way to explore the countryside of San Gimignano and Siena. Highly recommend
Fantastic day in Chianti
Kevin M,
Sep 23, 2025
- Viator
5.00Our driver Marco was fantastic. He was engaging and knowledgeable, having been born and raised in Siena. The vineyard we stopped at for lunch was a great family run winery. We got to meet the owner and had a knowledgeable guide give us a tour there. The view during lunch of the hills and valley around the vineyard was stunning. Marco offered an option to replace our visit to San Gimignano with stops at two small villages with a scenic drive through the mountains. We found this a nice chill alternative and authentic Italian experience after walking among so many tourists in Siena and Florence. We would do this tour again in a heartbeat.
Excellent day in Tuscany
James B,
Sep 19, 2025
- Viator
5.00This was our favorite highlight of the trip. We have traveled quite a lot and can hands down say Marco is the best guide anyone could have. We learned a lot of interesting facts about his country. The winery lunch and visit was so relaxing and enjoyable. Wonderful day all the way around
Day trip from Florence to Siena and San Gimignano
Laura S,
Sep 16, 2025
- Viator
5.00Our driver and guide Marco spoke excellent English and was from Siena originally so he had lots of local knowledge of both Siena and San Gimignano where we went. He was flexible, clear and very pleasant. Would highly recommend him and this tour.
Amazing experience!
Scott P,
Sep 16, 2025
- Viator
5.00Our trip was amazing! I would recommend a a private tour with David he was very personable and timely. He recommended an amazing winery that gave us a true taste of the Tuscany culture. He spoke great English so Conversation flowed throughout the day. Chao David hope to see you in Texas soon!!!
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