Small-Group Siena and San Gimignano with Dinner in a Boutique Winery
4.3
104 Ratings
Firenze
Explore Siena and San Gimignano, savor Tuscan wines, and enjoy a sunset dinner in Chianti. Limited to 16 for a personalized experience.
Duration: 8 hours, 30 minutes
Cancellation: 1 day learn more
Highlights
  • Piazza della Repubblica - Florencetown Tours & News stand - meeting point
  • Piazza del Campo - Guided Tour
  • Historic Centre of San Gimignano - Free time in San Gimignano, UNESCO Heritage Site
  • Relais Villa Olmo - Gourmet Dinner in a Boutique Winery in Chianti
What's Included
  • Typical Tuscan dinner
  • Surprise tasting in Siena
  • Transportation IN/OUT Florence by luxury Mercedes Minibus or Minivan
  • San Gimignano visit with free time
  • Guided walking tour of Siena
  • English speaking driver/tour leader
  • Visit of a winery with wine tasting
What's Not Included
  • Gratuities
  • Hotel pickup and drop-off
Additional Information

Embark on a captivating journey through Siena, San Gimignano, and Chianti’s countryside. Conclude with a mesmerizing sunset and dinner. Once, Siena rivaled Florence in power and allure. Begin from Florence in a comfy minivan with an English-speaking driver, journeying to Siena.

Discover Siena through a guided walking tour, exploring Piazza del Campo where the famed Palio horse race takes place. Learn about the Contrade, medieval city districts competing in Palio. Enjoy a surprise tasting in Siena.

Next, reach San Gimignano, renowned for medieval skyscrapers and preserved tower houses, crafting a unique skyline. After leisure in San Gimignano, witness a breathtaking sunset. Relish wine tasting and a traditional Tuscan dinner in Chianti. Explore ancient cellars, gaining insight into wine production.

A remarkable experience, embracing Tuscan gems, gastronomy, and wines.

Numbers are limited to 16 on this small-group tour, ensuring a personalized experience.

  • RAIN POLICY: The tour runs rain or shine
  • No-shows will not be refunded
  • We are sorry to inform you that pets are not permitted on our tours
Location
Florencetown
Piazza Mentana
FLORENCETOWN BOOKING OFFICE, Piazza Mentana 2red FIRENZE (opposite the Arno River). Please be at the meeting point 15 minutes before the scheduled departure time.
Cancellation Policy

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

Customer Ratings
4.3
(104 Ratings)
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Krista_h
Sep 17, 2023
A taste of Tuscany that left us wanting for more! - Thoroughly enjoyed this day trip from Florence, with an opportunity to see the Tuscan countryside and the lovely towns of Siena and San Gimignano. The time in each town is somewhat limited but you get a chance to walk and explore a bit on your own. The winery visit and dinner at Fattoria Di Banola was a big highlight of our entire trip to Italy. I only wish there had been more time here. As it was nearly dark when we arrived, we had only a short time to see the surrounding countryside and vineyards. The sommelier Irena welcomed us with a tour and explanation of the wines we tasted. We were also greeted by the marchesa, Giovanna, who was a hoot!
Review provided by Viator
365marh
Jul 12, 2023
Nice tour - Everything was great! The guide and bus driver were awesome. Thank you! I had a great time and enjoyed the pasta
Review provided by Tripadvisor
Shari_f
Jul 2, 2023
Fun times - This tour was great, the guide was interesting to listen to as she gave us little details about the towns we went to. She was friendly and helpful. The winery was interesting and quite beautiful. The wine was great and the dinner was delicious.
Review provided by Viator
Zschatz
Jun 26, 2023
Wine and a Song - Driver and guide were both knowledgeable and friendly. The walking tour of Siena was quick, but offered a great overview of the history of the city, the cathedral, and the annual horse race. The highlight of the day trip was dinner at the winery. The winery was a boutique, family owned property with wonderful wine. We were treated to a surprise opera performance before dinner with the winery owner and her family and friends. It was an intimate and fun experience with great food and wine. Would definitely recommend.
Review provided by Tripadvisor
Irene
Jun 26, 2023
Could’ve Been a Five - Could’ve been a 5, had the guide we were given to in Siena wasn’t so brutally angry. Forgot her name from 6/25, but she barked at an elderly customer, whose battery went out mid-way through the tour…she was unprepared for a simple cure as a battery. The customer’s daughter sacrificed hers. When the group went to a stop at the chocolate shop, we were the last in line at the cash register and she left us. We heard her on the radio after we left the register and she stated, “everyone meet outside to the right”. She huffed at us and yelled at me, asking “didn’t you hear me?!?” Wow. We were just following directions. She should watch how she speaks to customers…seriously, if you’re having a bad day…just please stay home and rain on your own parade. THANKFULLY her part of the tour was done as we departed beautiful Siena and continued to San G. The drivers and wineries were superb and this unique experience should be considered.
Review provided by Tripadvisor
Gregmg269ik
May 5, 2024
Average Trip for the cost/Great Winery - The overall trip was good. Siene was beautiful, our guide was informative but she seemed a little rushed and a little hard to understand at times. Be ready for some serious climbing. Lots of up and down steep hills. We got 40 mins in San Gimignano which was time enough to find a bathroom. Nothing was told about the town so not sure why we stopped there. On to the best part being the Winery. The farm was beautiful, interesting tour of the garden and wine cellars and ending the evening was a wonderful tasting and dinner. Not a red wine person but our traveling companions loved the wine. Their EVO was also wonderful. Bruschetta, Pesto, Pasta, Hunters Chicken and a delicious strawberry cake all wonderfully prepared. The worst part was the Tour Leader who said basically nothing about anything on our 2 hours of driving. Little information about the towns, countryside anything. Her and the driver were nice but no engagement. The last item was the driver flew almost the entire trip, I’m sure we never came close to the actual speed limit in the winding rough roads.
Review provided by Tripadvisor
Sandra_g
Jul 4, 2023
Great boutique winery - I think the winery tour and explanation were fantastic, but the Siena tour felt a bit average, the guide was difficult to understand and wasn't very engaging. Unfortunately I wasn't a big fan of some of the wines and the one wine I liked was told that they dont ship to Australia- I think that should be mentioned on the tour details.
Review provided by Viator
Kyreview4u
Oct 9, 2023
Sienna and San Gimignano - Sights were beautiful but ours were very rushed, only 50 minutes in San Gimignano and guide did not accompany the rest of the tour group into town because she was getting a group of elderly individuals settled in a cafe because the walk was too strenuous for them. Likewise, had only a little over an hour in Sienna and the guide kept walking ahead of everybody oblivious to the old folks who could not keep up. Arrived for "sunset" dinner at winery well after dark. Food was good and enjoyed wine and olive oil tasting. Transport bus was like an oven with passengers standing up to put their faces near the overhead vents, although the driver and guide enjoyed the air conditioning blowing directly on them. Tour has great potential if better organized.
Review provided by Tripadvisor
U3266trdd
Jul 5, 2023
Let down. Not a good value. - The views were amazing. The Florencetown tour guide was lovely. The Siena tour was a let down and not very engaging. Siena is more than what we experienced during this tour. The winery was small and underwhelming. The wine was fantastic however, the food was meh. Overall, I wouldn't recommend the tour it isn't worth the price. I would rent a car and take the day to explore Siena and the surrounding areas at your own pace.
Review provided by Tripadvisor
Catheirne_p
Jun 11, 2023
Terrible Trip - This trip was awful. The guide was terrible. It was pouring down rain and no provision was made for a Plan B. Just miserable. Do NOT take this trip. Siena and San Gimignano are beautiful but this trip rain or shine is NOT worth it.
Review provided by Viator
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