Siena & San Gimignano: Medieval Wine Adventure

Embark on a full-day Tuscany wine tour from Rome, discovering the enchanting cities of Siena and San Gimignano. Explore the medieval streets, savor local sweets and wines, and indulge in a delightful lunch in a famous cellar.

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • Basilica Cateriniana Di S. Domenico - The Basilica of San Domenico is located on the slopes of the historic center of Siena, framed by the houses that “climb” under the Duomo, it is among the most important churches in the city especially for its link with the life of Saint Catherine of Siena. Built between 1226 and 1265 and enlarged during the…
What's Included
  • Free transfer in air-conditioned minivan
  • Free pick-up and drop-off at hotels, apartments, B&Bs
  • Semi-private tour experience
  • Guided tour throughout the trip
  • Wine and local product tasting in a famous cellar
  • Visit San Gimignano, the city of 100 towers
  • 2-hour visit of Siena with tour leader
What's Not Included
  • Siena Cathedral entrance tickets
  • Tips
Additional Information

Embark on a delightful full-day excursion from Rome, traveling through the picturesque Chianti hills to explore the enchanting cities of Siena and San Gimignano. Siena, a stunning medieval city in Italy, invites visitors to its vibrant heart and the central square, “Piazza del Campo,” renowned for hosting the famous Palio, a medieval-style horse race….

Location
Basilica Cateriniana Di S. Domenico
Piazza San Domenico,
Cancellation Policy

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

Customer Ratings
4.7
(105 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Lisa_d
Aug 24, 2025
Sampling tuscany - Beautiful drive to Tuscany. Walking through the towns was like walking through a history book. Finishing the day with a light lunch and a wine tasting was a perfect way to experience Tuscany. It was an easy drive from Rome. Sam and Jordan were awesome guides
Review provided by Viator
Cynthia_m
Aug 16, 2025
Visit to Siena - Our driver Pietro was an excellent driver. Our tour guide Antonette was very knowledgeable and cordial,
Review provided by Viator
Christine_m
Aug 8, 2025
Do it! Amazing! - Artur and Monica are the best!! I can’t recommend this tour enough! Please Do it. Totally worth it. They are attentive and very informative. I am so glad I did this tour! I was sick the day of my original tour reservation. They worked with me and rescheduled my tour for the next day! I’ve used this company many times in many cities. Always a good experience!!
Review provided by Viator
Beth_w
Aug 6, 2025
Perfect day touring Tuscany - Amazing tour! So happy to get out of the city and enjoy the beautiful countryside of Tuscany! Do not hesitate to book this tour! Interesting, fun, and incredible tour guide Monica! Perfect day!
Review provided by Viator
Karoly_k
Jul 17, 2025
An unforgettable experience - Our guide Juliana and driver Artur did a tremendous job. The tours of Siena and San Gimigano were excellent. We were given great information. The wine tasting at Tenuta Torciano was fantastic!
Review provided by Viator
Tirsa_s
Jun 6, 2025
Julianna and Luigi are excellent. - It is a long trip, please use sport shoes and comfortable clothes. Bring water and be prepared to enjoy.
Review provided by Viator
Samantha_s
Mar 9, 2025
Amazing experience.... - Amazing experience. Theresa was great! She was very knowledgeable and guided us to wonderful stops and spots on our tour. She was excellent and engaging with our children as well. Sienna and San Gimignano were both beautiful and we had a good amount of time in both. The winery lunch and tasting was amazing as well with great wines and views. The owner was very friendly and welcoming. We had a great time and would definitely strongly recommend the experience.
Review provided by Viator
Irina_p
Nov 9, 2024
Must-do day trip when in Rome - Excellent tour with Dina and our driver, Pietro! Dina is extremely knowledgeable and personable, and was very kind to let us stop for breaks or quick shopping when we saw something we wanted. She was very clear in her instructions regarding meeting points and times. Overall and excellent day with an excellent guide!
Review provided by Viator
Lenette_c
Oct 26, 2024
Enjoyable day trip - Teresa was our guide and Pino was our driver. We enjoyed both of them, and they made the trip very enjoyable. We really liked Sienna and Teresa gave us a lot of background on the area. We then went to San Gimignano for a wine tasting and lunch. They treated us very well there and the food kept coming. This, too, was enjoyable. We left hotel around 6:30 a.m. (they picked us up at 2 hotels) and returned around 6:00 p.m. It was a wonderful day and very glad to get out of the congestion in Rome.
Review provided by Viator
Christopher_l
Jul 5, 2025
Two Wonders but Too Fast - Two wonderful cities to see and explore. Especially Sienna which is far too big to see in the time allotted. Wish we could’ve skipped the wine tasting and spent more time in Sienna! But when in San Gimignano you have to try the gelato near the outside market just up from the gate. Too die for!
Review provided by Viator
From $196
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).