10 Horse Riding in Florence to Build a Day Around

1.Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

★★★★★★★★★★5.0 · 453 reviews · 8 hours (approx.) · from $229Our pick

Leave Florence in an air-conditioned 8-seater minivan for a gentle one-hour horseback ride, free time in San Gimignano, and a Tuscan lunch with four or five local wines and estate olive oil. Guides such as Daniele, Giacomo, Lorenzo, and Medhi add history, humor, and photo help.

“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…”

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2.Horseback Riding with Wine Tour from Florence

★★★★★★★★★★5.0 · 60 reviews · 8 hours (approx.) · from $229

Spend a full day in Tuscany with a gentle horse, a one-hour countryside ride, time in medieval San Gimignano, and a farm lunch with local wine. Guides such as Stefano, Daniel, Christian, and Giacomo are praised for warm service, humor, history, and flexibility. Hotel pickup costs extra.

“I definitely recommend this full-day Tuscany experience. My husband, adult daughter and I loved the horseback riding through the vineyards and olive fields, our time in San Gimignano (with yummy Gelato) and lunch and great wine at the beautiful winery! It was one of our best outings of our trip to Florence!!”

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3.Horseback riding & Wine Tasting and snack Lunch at noble Estate

★★★★★★★★★★5.0 · 53 reviews · 5 hours 30 minutes (approx.) · from $356

Leave Florence with Simona or Marco for a private Chianti outing that pairs a one-hour horseback ride with a historic winery visit. Stefano and the stable team match calm horses to your riding level, while estate guides explain the cellars, wines, olive oil, and Tuscan lunch.

“I cannot recommend this experience enough. Simone and Carlo are so kind and helpful. They made sure we had a wonderful experience. The horses are lovely and calm, perfect for beginner riders. Our guide took us through a beautiful trail through Tuscany out and back to the equestrian center. A brief drive took us to an amazing vineyard that was Very romantic. Our tour guide was very knowledgeable and taught us a lot about wine, Tuscan history, and the estate. Again, fabulous people that really have their clients needs in mind and so kind. Would definitely book this trip again!”

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4.Horse Ride and Wine Tour at Estate with Lunch

★★★★★★★★★★4.9 · 34 reviews · from $362

Leave Florence with Simona for a 1.5-hour ride through southern Chianti vineyards and olive groves. Quiet horses suit beginners, while the small group keeps help personal. Then visit a historic estate, its cellars, and vinsantaia for four wines, olive oil, and a Tuscan lunch.

“We absolutely loved the horse ride and tour!! The ride was a dream, the most beautiful horses took us through incredible scenery that you wouldn’t get to see otherwise. The wine tour and lunch at the Estate was one of the best we’ve experienced! The food and wine were incredible, and the history and knowledge of the winery and region shared was so informative and interesting. Cannot fault the day!”

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5.Horse ride, Olive Oil and local foods tasting in a Tuscan farm

★★★★★★★★★★5.0 · 19 reviews · 5 hours 30 minutes (approx.) · from $355

Leave Florence by private air-conditioned car for Reggello, where you’ll ride about an hour through vineyards and olive groves with an instructor. Then visit a medieval country manor, historic olive presses, and cellars before an olive-oil tasting, Tuscan lunch, and Chianti wine. Thomas may lead the estate visit.

“One of the highlights of our trip. Beautiful scenic and worthwhile trail ride and tjen on to an excellent amd informative tour with thomas at the olive oil estate in the countryside. We bought olive oil after the tasting and also enjoyed a delicious lunch on the porch overlooking the orchard.”

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6.Horseback ride and gourmet cuisine in a historic food shop

★★★★★★★★★★5.0 · 9 reviews · 4 hours (approx.) · from $355

Leave Florence with private driver Marco for a guided horseback ride through Chianti. Luca leads you past vineyards, olive groves, cypress trees, and old estates, followed by a Tuscan lunch and Chianti tasting at a local restaurant or food shop.

“I booked this tour for my friend Anna & I during our study abroad trip over the summer. We loved every minute of it! It was so peaceful & everyone was kind & helpful. Ms. Simona contacted me through Whatsapp with the make, model, license plate, & name of our driver, Mr. Marco prior to our pick up time in Florence. He had the A/C blowing (we are Texans so it felt great), & drove us to the site to ride horses. Everyone on the property was kind, they had restrooms & water, we signed waivers, mounted our horses (with help), & were guided on how to ride. Our horses…”

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7.3 Hour Horse Ride to a Castle for Wine Tasting and snack Lunch

★★★★★★★★★★5.0 · 9 reviews · 7 hours (approx.) · from $830

You ride 3 to 4 hours through 300 hectares of Tuscan vineyards and olive groves, with a basic lesson and helmet provided. Simona, Marco, or Ilaria may guide the ride to a medieval wine estate, where you tour historic rooms, taste three to four wines, and enjoy a light Tuscan lunch.

“Absolutely amazing experience. Can’t say enough about it. Highly recommended. Picked us up in Florence and returned after trip. They let my daughter gallop a bit also.”

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8.Horseback Ride and Olive Oil and food tasting

★★★★★★★★★★4.3 · 8 reviews · 5 hours · from $377

Leave Florence for a one-hour horseback ride through Chianti vineyards and olive groves, then tour a historic olive oil estate and taste fresh extra virgin oil with cheese, bruschetta, cured meats, and Chianti wine. Small private groups, English instruction, and return transport are included.

“Just book it! An unforgettable experience - like living in a day dream!”

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9.Horseback ride and Poolside Day chillout with Tuscan Lunch

★★★★★★★★★★5.0 · 7 reviews · 1 day (approx.) · from $504

Leave Florence at 9:30 a.m. for the Chianti hills, where Ester leads a 1-hour-15-minute horseback ride suited to beginners. Then enjoy pool time, a home-style Tuscan lunch with Chianti wine, and an optional wine and olive-oil stop before returning with your private driver.

“This tour was the highlight of our trip. Simona and her driver were amazing. Very knowledgeable of the area. The home we went to was beautiful, the views were unbelievable. We had a thorough lesson with Ester who was very patient and knowledgeable. The horses were beautiful and well kept. The homemade family style meal was so good. The owners of the house were very welcoming. The pool was refreshing and clean with an amazing view. We very much recommend this tour.”

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10.Horse ride in the Mugello (transfer from / to Florence) and Tuscan aperitif

★★★★★★★★★★5.0 · 6 reviews · 4 hours 30 minutes (approx.) · from $319

Leave Florence for a small-group horseback ride in Mugello, near Barberino di Mugello. A qualified equestrian guide leads a 1-hour-30-minute ride through the countryside, followed by a Tuscan aperitif with cold cuts, cheeses, snacks, and wine. Pickup is available at Santa Maria Novella.

“Highlight of our Italy trip. Beautiful way to see the countryside in Tuscany: rolling hills, sunflower fields, quaint stone farms, and a lake. We even rode through the village to a bar and had a drink and delicious meats, cheeses, bread and sun dried tomatoes. Really appreciated that they accommodated our request to move the ride earlier due to the extreme heat.”

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