Siena and Chianti Evening Tour: Wine Tasting and Tuscan Dinner from Florence

Experience the beauty of Siena and the flavors of Chianti on this evening tour from Florence. Explore Siena at your own pace, visit a Chianti winery, and indulge in a delicious Tuscan dinner with wine. A perfect way to discover the charms of Siena without the daytime crowds!

Duration: 7 hours
Cancellation: 24 hours
Highlights
  • Florence - For those of you looking for a breathtaking tour of Tuscany during the golden hours of the afternoon, this tour is perfect for you! Meet your friendly tour guide at Piazzale Montelungo Bus Terminal. Piazzale Montelungo is located 5-10 minutes walking distance from Santa Maria Novella train station. Grab a seat on the comfortable coach…
What's Included
  • Dinner at a wine estate with wine tasting
  • Professional tour leader
  • In-vehicle air conditioning
  • Free time in Siena
What's Not Included
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance fees
  • Guided Tour in Siena with a Professional Guide
Additional Information

Experience the beauty of Siena at your own pace, visit a Chianti winery located on a farmhouse, and conclude the evening with a delightful 4-course dinner featuring exquisite Tuscan dishes and estate wine! This relaxed evening trip from Florence offers the ideal opportunity to appreciate Siena’s allure after the daytime crowds have dispersed. Enjoy a…

Location
Piazzale Montelungo
TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!
Cancellation Policy

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

Customer Ratings
4.0
(323 Ratings)
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Denisedianem
Oct 15, 2025
Beautiful visit to Siena with winery - Had a nice time on the Chianti wine tour with trip to Sienna! Sebastian was a great tour guide, very informative and interesting. Roberto was an excellent driver. The trip to Siena was nice if you only have limited time as it just gives you a taste of the beauty of Siena. I do wish we would have had more time, but I knew booking the trip it was minimal. The winery was very nice. Wine delicious and the food was fantastic. My husband has food allergies and we are vegetarian. The winery was very accommodating to our needs and the food was plenty and delicious. The tour company verified our request and Sebastian also confirmed with each passenger on the bus to see if there were food allergies. We met some really great people over dinner as well. Great tour!
Review provided by Tripadvisor
Aztwosome
Oct 5, 2025
A must do! - Excellent location. The host was great and did an excellent job of explaining the history of the winery and the wines being served and the food parings.
Review provided by Tripadvisor
Vacation26674380326
Oct 3, 2025
Truly worth the day - Delightful tour of Siena followed by an incredible dinner with wine at winery. 22 in attendance but the guide kept track.
Review provided by Tripadvisor
605staceyl
Oct 2, 2025
Great experience - The tour was great I loved the farm house winery and dinner with wine tasting. Wine was so good and wow the food they served was excellent.
Review provided by Tripadvisor
400dilipk
Sep 25, 2025
A beautiful afternoon in Siena followed by a lovely dinner at a winery - The tour was very well organized and we enjoyed the entire experience. This was a small group (approximately 20 people) in a small coach which was quite comfortable. Our guide and driver were very helpful to the group. We got 1.5 hours of free time in Siena in the afternoon, which allowed us to walk around the town center and visit the primary attractions. The wine tasting and dinner that followed were excellent and exceeded our expectations!
Review provided by Tripadvisor
Malma16
Sep 23, 2025
Excellent choice for Siena and wine and dinner tasting - Excellent tour and very good dinner with tasting. 6 bottles for 10, the best! And very good quality of everything, Lorenza holding us excellent. 100% recommended
Review provided by Tripadvisor
Samantha_m
Sep 17, 2025
Perfect afternoon out of the sweltering Florence! - Perfect day trip, great wine great harvest and travel guide, had a blast! Perfect afternoon trip to get out of the heat.
Review provided by Viator
Thomaspg2079am
Sep 14, 2025
Amazing afternoon in Siena. - Our tour guide Val was terrific. She was knowledgeable and delightful. Siena is amazing. The dinner at the vineyard was delicious. Highly recommend this tour.
Review provided by Tripadvisor
Marceloabe2002
Sep 9, 2025
Wonderful experience - It was a dream afternoon. Everything was perfect. In Siena it would have been nice to be guided with information the 2 hours we were. Dinner in chanti with wine tasting was spectacular in a beautiful place in the middle of Tuscany. Gaia was very kind
Review provided by Tripadvisor
Hillaryelizabethd
Oct 2, 2025
Great Experience! - Our guide was kind and caring, Siena is beautiful, and the wine dinner location was spectacular. We would have liked a little more time in Siena, and we really enjoyed the Cathedral tour. We loved the Tuscan Dinner and wine tasting. Delicious food, fantastic wine, wonderful services, and generous portions. Transport by the air-conditioned coach was great, too. I think next time we would like the tour to be English-only, as repeating everything in two languages (while impressive!) limited the time and energy of our great guide to share information with us. Great for couples! One couple got lost and delayed our group, so we missed the sunset.
Review provided by Tripadvisor
From $92
up to 9 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).