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
367 reviews
Total reviews and rating from Viator & Tripadvisor
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👍
Private family tour from Florence
Miguel V,
Jun 10, 2025
- Viator
5.00Our private tour with Marcos was excellent. First we started in sienna a beautiful town second we went to a private lunch at a family run winery. That was excellent. The food and the customer service was amazing. Then we ended up at a small old town, which was an excellent little medieval small town overall experience was excellent and his Mercedes minivan had air conditioner and drinks. Marcos is also very knowledgeable about the area and the history.
A superb day in Tuscany!
Christopher M,
May 29, 2025
- Viator
5.00We had a fabulous tour with Simone. He arrived on time and the transportation (Mercedes van) was very clean and nice. He was super personable and knowledgeable about the areas we visited, including San Gimignano, Siena, and the Chianti region. He had helpful tips about dining, activities and shopping. He also chose some superb locations for family photos along the way. Our day ended with a short winery tour with tastings of wines, olive oils, balsamic vinegar, cheeses and bread. We wound up purchasing some nice olive oils which the winery shipped to our home. It was a perfect day and this tour is worth the money! Simone was perfecto!
Bellissimo
Danica V,
May 21, 2025
- Viator
5.00Absolutely beautiful! We booked this tour for 7 and did the wine tour! First and foremost, Massimo, our driver/ tour guide was amazing. He was a great driver, informative, patient, and a great photographer! We visited all stops listed and just blown away by how beautiful each town was. The winery is a must! A perfect tour from start to finish. Highly recommend booking this tour! You will not be disappointed!!! Grazie millie Massimo and Chianti Drivers!!
Excellent experience!
Jodi P,
May 19, 2025
- Viator
5.00We loved our tour of Tuscany! Sam was an excellent driver! He told us about the area & prepared for what we were seeing in each town. We highly recommend this tour & Sam as a driver!
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