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
(1547 Ratings)
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Stay62209569213
Jul 25, 2025
Lovely Sienna - We had such a wonderful day! Lorenzo was such a great guide—the perfect blend of knowledge and personality to create a great experience! We absolutely loved Sienna and plan to spend time there again in the future. The lunch was nice, but it is not the reason for this trip. Overall we felt the day was a great use of time and money. We would go on another tour with Lorenzo and Alex (driver)—they were that good.
Review provided by Tripadvisor
Jacqueline_s
Jul 23, 2025
Great day out - Great day out. Interesting and varied. Our guide in Sienna was very informative. Lunch at the vineyard was delicious and the location was just stunning. Free time in San Gimignano was good - and plenty of time to explore and also get some gelato Our driver was friendly and really helpful
Review provided by Viator
Shannon
Jul 15, 2025
Such a gem - Lorenzo and Alessio were so kind, knowledgeable, funny, and amicable! Was such an amazing experience! Couldn’t have picked a better duo to spend the day with!!! Would use again!
Review provided by Tripadvisor
Glenmoa
Jul 13, 2025
Superb day in Tuscany. - The day was fabulous. Just the right amount of tour verses independent time. Lorenza was great. His suggestions were spot on and appreciated. The lunch half way through was lovely and gave all members of the tour a chance to get to know each other.
Review provided by Tripadvisor
Joeydi5516ov
Jul 13, 2025
Beautiful, awesome, and scenic!! Funnn - This was a wonderful trip would recommend to anyone that wants to see the countryside of Tuscany. Lorenzo was the best guide very personal and friendly! He mad the trip ten times more enjoyable with some jokes and taking care of us! The driver was excellent. Once again highly recommend this for anyone! It was beautiful
Review provided by Tripadvisor
Lace_d
Jul 12, 2025
Perfect day trip! - The day starts in beautiful Siena, quick walking tour followed by time on your own. Lots of shopping. We focused on getting some olive oil in tin cans for easy travel home. We also found some unique items as well. The winery was simply amazing!!! The food and the view oh and the wine! San Gimignano was beautiful as well and there is wonderful gelato of course. I also found a few unique shops in the Main Street in. Not to be missed was the embroidered shop. Cute aprons and so many other things to personalize. Don’t buy your leather until you get here and stop in at Le Torri leather goods. Fantastic! Lorenzo was our tour guide. He knew the history, spoke great English, and let us do our thing. The bus we rode on started very cool in the morning but was sooo hot by the end of the day. We had a driver so I don’t know what the deal was but if you get car sick don’t forget the Dramamine this day! Lots of winding roads and being hot didn’t help.
Review provided by Viator
Richard_g
Jul 12, 2025
Lorenzo and Andrea were... - Lorenzo and Andrea were great! Really enjoyable tour , Siena and San Gimignano were magical, winery was great as well thanks again Alex !
Review provided by Viator
Robert_a
Jul 8, 2025
Awesome Tuscany Tour - Absolutely amazing tour. Two towns visited were similar yet different with great attractions in each. Lorenzo did an incredible job of providing sufficient background without going into too much detail and Irene did a great job of driving. Lunch at winery was spectacular and almost worth the price alone. Just book this tour to truly experience Tuscany!
Review provided by Viator
Gerald_d
Jul 6, 2025
Awesome Experience - Staying in Tuscany we knew we wanted to visit the Tuscan countryside but didn’t want to have to schedule and coordinate everything ourselves. This was the perfect solution. Very comfortable bus ride to Siena, another quick ride to lunch at a vineyard, and then another ride to San Gimignano. Everything was easy, which was important for us with our two kids (ages 12 and 9), and the amount of time at each stop was perfect. Our tour guide Susi was very friendly and informative, and our driver Alessio was a great host. I highly recommend this experience.
Review provided by Viator
Alexisly9920ws
Jul 5, 2025
Perfect day trip to dip your toes into Tuscany - This was one of my top 3 favourite things from my Italy trip! Got to see the rolling hills of Tuscany and escape the busier city of Florence without needing to rent a car or organize anything ourselves. The tour was professional and as described. I liked Siena in particular and getting to learn about a proud, medieval city with the walking tour, which was followed by a peaceful lunch at a beautiful, intimate winery. We loved the appetizer with the balsamic vinegar in particular. The tour has a good balance of guide and free time. It was only an introduction to Tuscany and now I want to go back to Italy and spend more time there. I also liked getting back to Florence by 6pm. Finally, our guide Lorenzo was fantastic! He was obviously knowledgeable but also very personable and nice to chat with. You could tell he’s proud of where he comes from and wanted everyone to enjoy their time.
Review provided by Tripadvisor
From $174
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).