Small-Group Tuscany Tour: Siena, San Gimignano, Wine

Immerse yourself in the art, history, landscapes, food, and wine of Siena and San Gimignano on this small-group tour from Florence. Enjoy personalized attention, a licensed guide, and a delicious Tuscan lunch.

Duration: 10 hours
Cancellation: 24 hours
Highlights
  • Piazza del Campo - Piazza del Campo
  • Duomo di Siena - Siena Cathedral
  • Walls of Monteriggioni - Monteriggioni
  • Agriturismo Tenuta di Mensanello - Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
  • **Historic…
What's Included
  • Small group day trip to Siena and San Gimignano from Florence
  • Free time in San Gimignano
  • Lunch at a Tuscan winery, paired with their excellent red wines
  • Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
  • Professional and informative English speaking guide + driver
  • Guided walking tour of Siena…
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information

Take pleasure in the exceptional grade of this intimate group tour - an ideal venture to explore art, history, views, cuisine and wine in a calming and cozy style with more customized care in a smaller group. Set off from Florence, discover Siena’s features with the guidance of a licensed tour guide, appreciate the stunning scenery of Tuscan, savor…

Location
Piazzale Montelungo
WHEN: 7:45am (at the latest) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
Cancellation Policy

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

Customer Ratings
4.9
(1627 Ratings)
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Ashley_t
Oct 11, 2025
Excellent tour! Book this experience - We had a wonderful tour with Lorenzo and Alex, highly recommend booking! Extremely informative and we got to see two incredible towns. Stunning views and historical sites, don’t miss the cathedral in Siena and make sure to grab gelato at Dondoli in San Gimignano. Lunch at the winery was wonderful and they were able to accommodate my vegetarian diet. Thanks again for a wonderful day!
Review provided by Viator
Rohdixon
Oct 11, 2025
Beautiful Tuscany. - A wonderful day with family exploring the beautiful Tuscany region from Florence, Davide the tour guide and driver Matteo created a relaxed, fun and very enjoyable experience with passion of the history. Highly recommended.
Review provided by Tripadvisor
Jennifer_b
Oct 11, 2025
We absolutely loved our... - We absolutely loved our day trip to Sienna, San Gimignano with lunch at a winery. Lorenzo, our guide and Alex, our driver, were fantastic! They were informative and funny. I would 100% recommend this day trip!
Review provided by Viator
Steve_h
Oct 10, 2025
Great day with Mario! - Mario the driver was fantastic, added a lot of interesting commentary at times due the ride, very welcoming. Guide at Siena was excellent as well. Lunch at Tuscan vineyard may have been the most special part of the trip.
Review provided by Viator
Beth_s
Oct 9, 2025
Gorgeous views, great experience! - Mario, our van driver, expertly and patiently drove thru the congested streets of Florence sharing history and points of interest along the way. It was refreshing being with a small group of only 5 others. First stop was Siena where a guide joined us for a walk to share places of interest. After free time, Mario drove us to lunch at a vineyard/Olive grove, which also houses vacation rental space. Lunch included 3 different wines to taste the it was on to San Gimignano with time to explore on our own. Lovely, personalized way to see the beautiful Tuscan region and learn of its history!
Review provided by Viator
Louisa_d
Oct 8, 2025
Great small group tour to see San Gimignano & Siena - This was a great small group tour led by Lorenzo & Tony! Lorenzo was entertaining and gave us just enough to appreciate what we were seeing! Siena & San Gimignano are a must see and the lunch with wine tasting was a great way to break up the journey. Thanks for a great day!
Review provided by Viator
Brian_m
Oct 8, 2025
The tour was great.... - The tour was great. Lorenzo was a knowledgeable and entertaining guide and Tony was our bus driver/picture taker. Siena and San Gimignano were both beautiful and full of history. Would recommend this tour.
Review provided by Viator
Sarba
Oct 8, 2025
Florence - Siena - San Gimignano Small Group Day Trip - We had a wonderful round trip from Florence to Siena, and San Gimignano with PrestigeRent. Lorenzo, our tour guide, and Alex, our driver, were professional and courteous. Lorenzo, in particular, checked with us often, whether we were doing ok and could he do anything else to make our tour more comfortable. His knowledge of history of Florence, Siena, and San Gimignano made the tour more interesting!
Review provided by Tripadvisor
Lisam_m
Oct 6, 2025
All day Chianti - David was knowledgeable and interactive. The tour was an all day experience. The tour of Siena was informative. In San Gimignano we were on our own as stated in the description. The lunch at the vineyard was delicious.
Review provided by Viator
Mark_b
Oct 6, 2025
Awesome experience,... - Awesome experience, totally recommended, David is the best. Very knowledgeable and friendly. Driver Irine also very professional. We felt very safe.
Review provided by Viator
From $173
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).