Tuscany Wine Tasting: Siena, San Gimignano, & Monteriggioni Escorted Tour with Tuscan Lunch

Experience the best of Tuscany on this escorted tour. Visit Siena, San Gimignano, and Monteriggioni, enjoy a Tuscan lunch and wine tasting, and explore at your own pace.

Duration: 11 hours
Cancellation: 24 hours
Highlights
  • Historic Centre of San Gimignano - Your adventure begins in the enchanting old village of San Gimignano, a world-renowned walled town perched on a hilltop. This town has remained unchanged over the centuries and is famous for its tall towers, stunning frescoes, and numerous other valuable works of art. Here, the tour leader will guide you to the…
What's Included
  • Licensed Tour Leader
  • Live commentary on board
  • Transport by air-conditioned bus with wi-fi on board
  • Visit to the cellars, vineyards and 3 course typical Tuscan lunch in a Chianti Winery
  • Tasting of three different Chianti Wines, extra virgin olive oil, balsamic vinegar & vin santo
What's Not Included
  • Guided Service in Siena
  • Cathedral admission in Siena
Additional Information

Discover the easiest way to visit Siena, San Gimignano, Monteriggioni* and Chianti at a smart price. Escorted Day Trip with licensed Tour Escort on board. 3 course typical Tuscan lunch in a Chianti Winery, Wine Tasting with three different Chianti Wines, extra virgin olive oil and “vin santo”. Free time to visit Siena, San Gimignano and Monteriggioni….

Location
Piazzale Montelungo
An Assistant waits for you wearing blue clothing with Caf Tour and Gray Line Logos, at the end of the ramp connecting with the railway station.
Cancellation Policy

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

Customer Ratings
4.5
(160 Ratings)
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1 star
Dale_m
Jun 7, 2025
Great time, Marta and... - Great time, Marta and driver were excellent. Would recommend this tour. Had a great time. Just a long day.
Review provided by Viator
Yolanda_r
May 25, 2025
Beautiful Day Tripping! - It was so organized and so well planned! Our guides were informative and friendly, but mostly charming. This is a nice mix of walking and riding, the wine tasting and lunch was fabulous! Don’t miss this tour.
Review provided by Viator
Lynne_s
May 4, 2025
The Best - this was a very enjoyable tour. Our guide was excellent. The winery tasting and lunch was delicous.. Highly recommend this tour to everyone, especially wine lovers.
Review provided by Viator
Dalia
Apr 25, 2025
Friendly guide - Organized and positive vibe, so friendly guide Elizabeth ! We enjoyed the full experience with enough time in each place
Review provided by Tripadvisor
Ben_g
Apr 21, 2025
Would do this again - If you are a bourbon hunter, you'll be surprised by what you can find on this excursion. If you are a Scotch hunter, you, too, may be surprised by what you can find on this trip. Not gonna say what. Definitely not gonna say where. This isn't a joke. Now that I have your attention..... This was a nice excursion. Glad I didn't have to drive to these places. Tight roads with pedestrians and bicyclists the closer we got to the little villages. We still got lots of steps in exploring these places. We enjoyed some delicious Gelato. There are some breathtaking vistas. The highlight for me was the wine tasting and lunch. We have done dozens of wine tastings at home. They were nothing compared to the first-rate explanation and coaching we received here. There was also basalmic vinegar experience. Would you ever think to pair vinegar with ice cream? I hadn't but I am gonna give it a shot now! Also gonna try it with strawberries. Of the villages we visited, I enjoyed Siena a lot. Lots to explore. The piazza where they hold the horse races is a wonder to behold! Gordon Breckenridge's works are worth checking out. Just know Siena is much more pricier than other places. A beer, a spritzer, and an espresso = 20€. Not complaining, just saying. Our guide was Riccardo. He was knowledgeable and interesting to discuss Italian history with. Our driver was Rudolfo. He got us in and out of some tight spots quite skillfully. My one complaint is the gathering point at the start. There were four other companies and tours gathering at the same time in the same area. The companies were all dressed similarly, too. It was a very confusing time because people invariably got in the wrong que only to find out their tour was somewhere else. It was a stressful time at the start. Overall. I WOULD definitely do this again. If we return with our family, it was a nice way to get out of Florence and see the "real" Italy. There were 52 people on our tour and we still had plenty of time to see and do what we wanted. The large group we were with was respectful of each other's time and space. The bus had two doors making entry and departure very seamless. We'll worth the price we paid.
Review provided by Viator
Liz_w
Apr 18, 2025
Fantastic day, loved every minute! - This tour helped us see three towns when we had a short few days in Florence! Our guide Fabi was fantastic and walked us through each area carefully. We had insight into each area and a lovely wine tasting with a small accompanying lunch. Best part was the starters and tasting the chanti wine! I highly recommend this tour for seeing the most in a day and for value❤️
Review provided by Viator
Yacov_g
Mar 18, 2025
Nice Toscana in early spring - Nice Sienna and San Gimiliani Good Gide and excellent driver Carmine Wine testing well organized Nice cianty
Review provided by Viator
Laura_e
Jan 19, 2025
What a great day! - What a great day! Marta was a great tour guide, and Sergio, a very smooth driver. Siena and San Gmignano are beautiful of course. We did not read the fine print that Montereggioni is basically closed in the winter so we did not go there. They were nice enough to drive a bit out of their way to allow us to take a picture of the town.
Review provided by Viator
Elizabeth_c
Mar 22, 2025
Amazing! - Our tour guide Aaron was awesome!!! Very patient and informative!!! The winery was awesome!!! Loved the food, wine and our host! Our tour guide in Siena was very nice but talked too fast so we couldn’t understand a lot of her tour. Overall, loved the day!!!
Review provided by Viator
Teresa_n
May 31, 2025
Disappointing experience - I signed up for this tour (Viator)months ago and the tour was advertised as a small group (English) and it would end at about 2. But it seems that that is not what the tour provider (3rd party) was offering. What we got is about 80 people English/spanish an all day event. Got back at about 8:00pm. The guides (Marta and Hilaria) did a great job but it was not what was advertised on Viator site. Very disappointing. I have used Viator for years but this was, sadly, the worst experience.
Review provided by Viator
From $92
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).