Siena and San Gimignano: Wine and Towers Tour

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: 10 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
4.8
(120 Ratings)
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1 star
Jim_h
Apr 21, 2026
Worth It - Overall the trip was worth it. Our drivers Arto and Antonio were very nice and Elizabeth our was knowledgeable of the history of both Siena and San Gimignano. The winery chosen was pretty and food was good.
Review provided by Viator
Freddy_r
Apr 12, 2026
Our day in Tuscanny - Antoinette was our guide and Pietro was our driver. Antoinette was wonderful, warm and knowledgeable. It felt like ai was spending time with an old friend learning all about our surroundings. Pietro was an excellent driver. He got us to all of our locations safely and comfortably. I was ecstatic that it was just the four of us. It felt like a private tour which was exactly what I was hoping for!!
Review provided by Viator
F1866ogalessandrad
Jan 29, 2026
Holiday day in Tuscany to remember ... Apart from the rain all a wonder!!! - Although with heavy rain we spent a super day .... Lovely places, cheered by professional guide and driver and super nice!! To be recommended absolutely
Review provided by Tripadvisor
Javierps725zs
Jan 26, 2026
The best tour - Best trip I've ever had. The deal was the best. Includes food and wine.
Review provided by Tripadvisor
Cosmonster
Jan 4, 2026
Lovely day! - Really enjoyed our day trip from Rome to Tuscany! It was just 2 of us so I was happy they didn’t cancel. Would highly recommend!
Review provided by Tripadvisor
Ram0nmb
Dec 15, 2025
Great views, try wines and great eats. - Absolutely amazing. Great views of the medieval towns. Got to taste all kinds of wines. The meal at the end is spectacular too.
Review provided by Tripadvisor
Butlerhall
Nov 17, 2025
Big big thanks from Texas friends !! - Such a beautiful trip through Tuscany!! Small group was the very best way for us !! We felt each moment was planned to give us the best experience! Joseph was so good !! He was witty & knowledgeable & gave us a great pace for the day! We never felt rushed, he gave us a dreamy peek into both Siena & San Gimignano, as well as the gorgeous Tuscan countryside! Our driver Mr. M was so professional in his demeanor & dress and extremely polite & respectful He was at top of list of our favorite drivers! We felt so pleased to have such a reliable & trustworthy guide & driver. They went above to communicate with us prior to the experience & made us feel like we were among friends with everything handled so well , Big big thanks from your Texas friends !! Delightful day, thanks to you both !!
Review provided by Tripadvisor
Nora_s
Nov 7, 2025
Amazing Tour - Amazing tour. Our guide, Stephano, was amazing, very knowledgeable and sweet. The wine testing was incredible.
Review provided by Viator
Nina
Nov 6, 2025
Best Service - This is a top notch experience, especially if you don’t have enough time to viisit Siena and Tuscany. Giuseppe and Luigi once again provided excellent service, very accommodating, flexible , with a personalized service! Wine tasting with lunch at San Gigmiano was the best ever! This is a must in Tuscany! Once again our tour guide and driver delivered the best service! Thank you Welcome Italy
Review provided by Viator
Annlouie_s
Apr 13, 2026
Great Tuscany Experience (4 Stars, Pricing for Underage Guests Needs Review) - We had a fantastic trip to Siena and San Gimignano, made truly memorable by our wonderful guide and driver. Monika was incredibly informative, sharing rich historical context about both Siena and San Gimignano in a way that was engaging and easy to follow. Having lived in Siena herself, she brought an added layer of authenticity with local insights and personal perspectives that really enhanced the experience. Our driver, Natalie, was equally impressive—professional, kind, and courteous throughout the journey. She ensured we were comfortable at all times, making the day feel smooth and relaxing. A special highlight was our lunch and wine tasting at the winery, which was absolutely delightful. The lasagne, in particular, was the best we’ve had to date. One note of feedback: one of our guests was not of legal drinking age, and it would be helpful if there were a different pricing option for guests who are unable to participate in the wine tasting portion of the experience. Overall, it was a beautifully curated experience, and we’re grateful to Monika and Natalie for making it so enjoyable.
Review provided by Viator
From $174
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).