Tuscany Private Tour: Chianti, Siena & San Gimignano

Embark on a private full-day tour from Florence to Siena, San Gimignano, and Chianti. Explore medieval cities, taste Chianti Classico wine, and indulge in traditional Tuscan cuisine.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Siena - Siena is a highly popular and frequently visited destination in Tuscany, celebrated across Italy for its remarkable medieval architecture. Upon arrival, delve into its rich history and art by visiting its notable landmarks, such as the renowned seashell-shaped Piazza del Campo and the magnificent Siena Cathedral. The historic streets of…
What's Included
  • Unlimited cold mineral water
  • English-speaking licensed driver
  • On-Board WiFi
  • Private transportation by Mercedes-Benz MiniVan, Air-Conditioned
  • Free time in Siena and San Gimignano
  • Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
Additional Information

• EXCLUSIVE EXPERIENCE FOR YOUR GROUP •
Embark on an enchanting journey to a distinctive part of Tuscany with a private day-trip from Florence. Accompanied by a knowledgeable local driver/guide, delve into the celebrated Chianti wine region and visit the charming cities of Siena and San Gimignano. Explore historic sites such as Siena’s Piazza del…

Location
Siena
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(230 Ratings)
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Judy_l
Oct 16, 2025
We loved our trip with... - We loved our trip with Alesondros. He was very knowledgeable about the area. We had a lovely lunch inside a medevil village.He was also punctual in picking us up.
Review provided by Viator
Deirdre
Oct 15, 2025
Unforgettable day in Tuscany with Alessandro. - We had an excellent tour of Tuscany today with Alessandro. He was an outstanding guide and driver, and our day with him has been a highlight of our trip to Italy. He planned an itinerary for us so we were able to explore Siena, Monteriggioni and San Gimignano at leisure. He also booked an excellent restaurant for lunch for us. His knowledge of and love for Tuscany is obvious. He is a true professional. He contacted us well in advance of our trip to ask us our preferences for the day. We felt fully confident that our day would be amazing, and it absolutely was. Thanks again, Alex.
Review provided by Tripadvisor
T6584ddnicolew
Oct 13, 2025
Great day! - We had a wonderful day visiting the Tuscan region. Alessandro was so helpful and knowledgeable! He shared so much information about all the places we visited!
Review provided by Tripadvisor
Zalma_s
Oct 8, 2025
You need to book this ASAP - I cannot recommend this enough! My husband and I booked this for our honeymoon and it was such a great experience!! It was so wonderful to get to know the Tuscany countryside and Alessandro was just the greatest guide ever, he explaines everything to perfection and gives you free time to explore on your own. We will always remember this experience, it was one of the best days of our honeymoon. Please do not hesitate to book the optional wine tasting it was a once in a lifetime experience and everything was delicious!!!
Review provided by Viator
F8108uemegand
Oct 7, 2025
Great day in Tuscany! - Alessandro was a wonderful guide for a day in Tuscany! We were grateful for all the knowledge and stories he shared of the areas we visited. He managed the day very smoothly and flexibly based on our preferences/timing. We also enjoyed a great lunch and wine tasting at a beautiful winery. Highly recommend to those looking for an easy and fulfilling tour.
Review provided by Tripadvisor
Nursecarrie
Oct 3, 2025
Day out in Tuscany from Florence - We had a lovely day out with Alessandro to Sienna, lunch and wine tasting at Marronaia and some time in San Gimignano. Alex provided a lot of information on the history of the region, interesting details on the various wines of the region and gave great recommendations for restaurants and gelato in Florence. We would recommend Alessandro for any guided tour needs. (We were a group of 7 ).
Review provided by Tripadvisor
Cirrusav8r
Sep 26, 2025
Great tour to the countryside near Florence - Great tour! Alessandro arrived right on time and took us to small villages in Tuscany. Along the way he gave us history of the area and what we were seeing, and arranged a guide to show us around Sienna. The ride was comfortable, water was provided, and plenty of stops for snacks along the way plus lunch at a great restaurant. This is a great tour!
Review provided by Tripadvisor
Cleocruiser2018
Sep 10, 2025
Fantastic tour! - Allesandro is the most friendly and knowledgeable guide we had on our vacation. We had the best day! Allesandro went above and beyond with every step of the tour. He had clear instructions at every stop and told us all about the things we were seeing. He choice an excellent restaurant for us too. We highly recommend him for your trip to Florence! Best wishes Allesandro! Thank you!
Review provided by Tripadvisor
Ricserr55
Sep 5, 2025
Beautiful day in Tuscany - Alessandro was an excellent guide! He provided us with a lot of information about Florence, Tuscany, and Chianti. We stopped at a beautiful little vineyard for lunch with a spectacular view of San Gamignano in the background. He allowed us as much time as needed and was very helpful with his recommendations.
Review provided by Tripadvisor
Holly
Sep 1, 2025
The perfect day - We had a perfect day with Alessandro. Nice to leave Florence to see beautiful Tuscany. Our lunch and wine tasting were excellent!
Review provided by Tripadvisor
From $128
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).