Tuscan Countryside: Horseback Riding and Wine Tasting

Experience the authentic sights, sounds, and smells of the Chianti region on a horseback ride through vineyards, woods, and rolling hills. Visit San Gimignano and enjoy a Tuscan lunch and wine tasting at a local winery.

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • San Gimignano - Enjoy a one-hour horseback ride through the picturesque olive groves and Tuscan countryside.
  • San Gimignano - Delight in a guided tour of the breathtaking medieval village of San Gimignano, exploring its main squares and taking in the most stunning panoramic views. There will also be free time to stroll through the charming…
What's Included
  • Comfortable roundtrip transportation by AC 8-seater minivan
  • Informative English/Spanish/Italian speaking tour guide
  • Pre-ride orientation, helmet and insurance
  • One hour horseback ride with great photo ops
  • Guided visit to the medieval town of San Gimignano
  • Authentic Tuscan light lunch with wine pairing at a Chianti winery
  • Tasting of a…
What's Not Included
  • Hotel pickup and drop-off
Additional Information

Discover the enchanting Tuscan countryside in a truly delightful manner… on horseback! This horse riding adventure requires no prior experience and allows you to immerse yourself in the authentic sights, sounds, and aromas of the Chianti region, far from the bustling city. Ride through lush vineyards, native woods, olive groves, and rolling hills,…

Location
Via Curtatone, 9
Via Curtatone
We meet at 9 Am in via Curtatone 9, just outside Cafè Gamberini, about 5 min walk from the central train station in Florence
Cancellation Policy

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

Customer Ratings
4.9
(454 Ratings)
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Shawn_r
Dec 4, 2025
10/10 would recommend. Daniele you’re amazing. - Absolutely amazing 10/10 experience. They made me feel so special on my birthday. My tour guide Daniele made it such a memorable experience and took the time to explain every piece of history through the tour, he really made me feel special on my solo tour. Everything was set up perfectly the horses, the lunch, the wine was exquisite. 100 percent recommend booking and make sure to ask for Daniele as your tour guide.
Review provided by Viator
Emma_l
Nov 18, 2025
Fantastic Day!! - Pick up point was easy enough to find. The transport was very comfortable and fantastic music choice from Daniel! Horse riding was really good fun, we went round the vineyards and farms around the area. The lunch was AMAZING! We didn’t realise we would be getting as much food. The wine tasting was good and the guide provided information about each wine and was happy to answer any questions. The visit to the local town was a really nice added extra. Daniel was great in providing some facts and information and giving us recommendations for our free time. Would definitely recommend for a fun day out in Tuscany!! Thank you Daniel and all the team who were involved on the day.
Review provided by Viator
Ninayen_v
Nov 9, 2025
Best way to experience Tuscany - This was such an amazing experience!! I am a solo traveler but met an amazing group of people doing the same horseback riding experience! Daniel (our tour guide) was so funny and informative, and he even offered to take really nice pictures for us. The lunch at the winery was fantastic, and there was loads of food (soup, cheeses, meats, bread, pasta, dessert) plus four wines to taste. Incredible price for the experience considering it includes the horseback riding, lunch, San Gimignano tour, wines (with refills included ;)), and round trip transportation! The horses are so nice, you absolutely don’t need any experience to have a great time. The views are so beautiful, I can’t wait to go back and do this again!
Review provided by Viator
Shanads0506
Nov 8, 2025
Amazing Day! - What a fun experience with a small group out in the beautiful Italian countryside. Horseback riding, visit to San Gimignano and then lunch and wine tasting made for the perfect day.
Review provided by Viator
Jordan_g
Nov 8, 2025
An unforgettable Tuscan experience with Giacomo! - Our day in Tuscany was absolutely incredible, thanks to our guide, Giacomo. From the moment we were picked up, he made us feel welcome and kept us engaged with his wealth of knowledge about the region, Chianti wine, and the history of San Gimignano. He had the perfect mix of professionalism and personality, always sharing interesting stories, helpful travel tips, and hidden gems along the way. The entire experience was so well-organized — comfortable transportation in an air-conditioned van, a scenic horseback ride with beautiful photo spots, and a delicious Tuscan lunch complete with five cheeses, two local meats, and perfectly paired wines. The visit to the Chianti winery was a highlight, and the tasting of five wines and their olive oil was outstanding. San Gimignano was just as magical as we’d hoped, and Giacomo made it even more memorable with his insights into its medieval charm. This tour felt personal and authentic from start to finish. If you want to truly experience the heart of Tuscany with someone who loves what he does, ask for Giacomo — he made our trip unforgettable.
Review provided by Viator
Melissa
Nov 6, 2025
Memories, laughter and FUN! Are you ready?? - Where do we even begin?!? Such an incredible day led by Daniel and the FIT Team. 😊. The panoramic views experienced during the horseback ride were spectacular, the history shared, and the nooks and crannies explored, during the guided tour of San Gimignano were so much more compared to the big group we previously experienced. We had time on our own to take in more breathtaking views, purchase leather goods from the recommended Le Torri and sample the famous Dondoli gelato. Finally, our day concluded at Fattoria Poggio Alloro. The wine tasting, luncheon and Gratta/Limoncello tasting were divine. The team surprised me with a candle, singing and an Italian champagne tradition for my 50th Birthday! So very unexpected and so very kind indeed. I look forward to returning to Italy next year and I can’t wait to book my next adventure with FIT. With love - Melissa and Cyleigh 🤎
Review provided by Tripadvisor
Madisonlynng
Nov 3, 2025
One of the Top Highlights of Our Trip! - This experience was absolutely incredible from start to finish! Riding through the vineyards on horseback was straight out of a dream — peaceful, beautiful, and so well organized. The horses were calm and easy to ride, making it totally stress-free. We loved exploring a medieval Tuscan town and then finishing with an amazing lunch and wine tasting at a local winery. The staff at every stop were so welcoming, and the included transport made the whole day effortless. 10/10 recommend!
Review provided by Viator
Jody_h
Oct 23, 2025
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti - A calm and relaxing day in an area that I never knew about. The small town that we went into after the horseback riding was so neat.
Review provided by Viator
Emily_m
Oct 18, 2025
If you want a true Tuscan... - If you want a true Tuscan experience, look no further. This surpassed all expectations! Our guide, Daniele, was terrific. He showed us historic spots on our way through Florence to the farm, was with us every step of the way (minus the horse ride) to ensure all our needs were met, and taught us how to enjoy the Tuscan country side. The horse ride was absolutely stunning, with unbelievable views and breath taking scenery. The town visit was spectacular, and included some of the best gelato in the world (it has won multiple world contests)! The lunch was incredible, with all local products and delicious food every step of the meal. Can’t recommend this experience enough! If I could rate it a 6 out of 5 stars I would.
Review provided by Viator
Aimee_r
Oct 17, 2025
Awesome Guide - My favorite part was the horses and Daniele our tour guide definitely made this trip. He was awesome suchhh a great personality! Everything was well organized i will say that the horses could be better taken care of. There were A LOT of flies and i know that cant be helped completely but they can minimize them with spray and cleaning. Their eyes were dirty with gunk and their tails weren’t brushed they had soooo many tangles and filled with foliage of the area and burrs. Everything else was amazing i like the small trip to San Gimignano! The drive back into the city was a lot of fun we listened to music and sang a long time familiar songs for everybody. Daniele made an effort to make everyone feel included and welcome. Great experience (:
Review provided by Viator
From $219
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).