Siena and San Gimignano Day Trip: Tuscany's Medieval Gems

Discover Siena & San Gimignano: Explore medieval streets, savor Chianti wines, and enjoy a delightful lunch on this captivating day trip from Florence.

Duration: 9 hours
Cancellation: 24 hours
Highlights
  • Siena - Your day starts with a bus journey from Florence to Siena with your English speaking Tour Leader, who will tell you all about the history and traditions of this town.
    Renowned for the Palio, which dates to the Middle Ages, this town is also a UNESCO World Heritage Site.
    Upon reaching Siena, our expert, English-speaking tour leader will…
What's Included
  • Private Coach with Wi-Fi, USB charger, and water
  • Guided tour of Siena with English-speaking local guide (April to October)
  • Visit to an organic winery
  • Tasting of 4 different wines
  • Round trip transportation on air-conditioned coach
  • Free time to explore Siena & San Gimignano
  • 3-course lunch and wine pairing at an organic winery
  • Expert, English-speaking tour leader throughout the day
What's Not Included
  • Hotel pick-up and drop-off
  • Gratuities
Additional Information

Embark on a captivating Siena and San Gimignano Day Trip from Florence, seamlessly blending rich history, stunning landscapes, and culinary delights in the Chianti Region. Explore the medieval charm of Siena, marveling at its architectural gems and the historic Piazza del Campo. Discover the iconic towers of San Gimignano and stroll through its medieval…

Location
Piazzale Montelungo
The meeting point is at Piazzale Montelungo, Firenze FI, Italy. Your guide will be waiting on the left side of the street, opposite the parking lot, holding a City Wonders tour sign. GPS Coordinates: 43.78077118492485, 11.246669397085265
Cancellation Policy

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

Customer Ratings
4.6
(86 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Anna_m
Jun 8, 2025
A great way to see classic Tuscan towns - San Gimignano, Siena, and the large family winery where we had lunch were all wonderful, and Lucia, our guide in Siena, was wonderful! We would have loved more unstructured time, especially in Siena, to see more of the city and the cathedral, and wouldn't have minded the tour being longer to enable that.
Review provided by Viator
Travel52295227576
Jun 3, 2025
Excellent tour! - Great way to see Siena and San Gimignano from Florence! Our guide,Giovanni, was very personable, engaging, and informative.
Review provided by Tripadvisor
Susan_l
Jun 3, 2025
Giovanni was awesome! - We left Florence today with Giovanni for our trip to Siena and San Gimignano. He was a fabulous, informative, engaging guide who felt like a friend by the end of the day. The lunch at the winery was delicious and the wine was spectacular. Highly recommend this tour and hope you get Gio as your tour guide! He is spectacular!
Review provided by Viator
O1656ryjuliam
May 29, 2025
Beautiful day in Siena and san Gimignano - We had a fantastic day with Lorenzo. We had the chance to discover the beautiful city of Siena and all the history around the Palio. The lunch was great and the wines we tried at the restaurant were amazing. San Gimignano absolutely a place to visit.
Review provided by Tripadvisor
Landonl708
May 28, 2025
An awesome experience! - Elisabetta made this trip worth it! She gave great recommendations and kept us on schedule all day. Great tour and even better guide.
Review provided by Tripadvisor
G131gqsofiam
May 28, 2025
Great day with Lorenzo! - An amazing day with a wonderful guy! Lorenzo made it special, we had the chance to explore Siena and San Gimignano and to have lunch in a great restaurant in the area. Very recommended!
Review provided by Tripadvisor
Degirolamoemanuele
May 27, 2025
Amazing Tour with Lorenzo! - We had a fantastic experience on the tour from Siena to San Gimignano, and Lorenzo made it truly unforgettable. As our tour leader, he was not only super knowledgeable but also incredibly friendly and fun. He explained everything with passion and kept the whole group engaged and smiling. The itinerary was well-organized, with just the right balance between history, beautiful views, and local experiences. Thanks to Lorenzo, we really felt the magic of Tuscany. He’s one of those people who instantly makes you feel at ease, professional but also very warm and approachable. Highly recommend this tour, especially if you’re lucky enough to get Lorenzo as your guide!
Review provided by Tripadvisor
Dorn_s
May 31, 2025
Sites worth visiting but too short a time at Siena - Both sites are worth visiting. We did not have enough time in Siena to go into the cathedral. This site merits more time. The lunch at the vineyard was great. Good food and fun tasting several wines. Our guide on the bus was very nice but was from Brazil and has a strong accent that made it very difficult to understand her over th inter common the bus.
Review provided by Viator
Teri_w
May 26, 2025
Good bus trip to beautiful countryside - Comfortable bus ride with nice driver & Nella, the tour guide. She explained the cities as we got there. Would have appreciated more explanation of sites along the way. Nice tour though.
Review provided by Viator
Patti_v
Jun 16, 2025
Not for anyone with bad knees! - Very physically demanding! Long walk from the bus to the old walled city of Sienna. Extreme hills. Guide in Sienna was very knowledgeable & informative. Guide on the bus spoke through a microphone and was difficult to understand.
Review provided by Viator
From $88
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).