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Experience Tuscany with this full-day horseback riding and wine tasting tour from Florence, including visits to San Gimignano and panoramic views from Piazzale Michelangelo.

For those eager to combine scenic horseback riding, historical exploration, and savoring fine Tuscan wines, this Horseback Riding with Wine Tour from Florence offers an engaging full-day experience. Priced at $220.60 per person, the tour is designed for small groups of up to 8 people, ensuring personalized attention and a cozy atmosphere. Departing at 9:00 am from Via Curtatone, 9, this tour takes you through some of the most enchanting spots in Tuscany, including San Gimignano, a medieval town famed for its towers, and a picturesque winery.
This tour has earned a perfect 5.0 rating from 49 reviews, with 96% recommending it. It’s ideal for travelers looking for a well-rounded day that combines nature, history, and wine. Whether you’re a novice horse rider or simply enjoy the countryside, the gentle horses and knowledgeable guides make the experience accessible and enjoyable.

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The tour begins at Via Curtatone, 9 in Florence, with easy access to public transportation, making it straightforward to meet the guide. The small group format—maximum 8 people—creates an intimate setting where guides can focus on individual interests and questions. The tour is designed to accommodate most travelers, with confirmation received at booking and weather-dependent scheduling.

The horseback ride is the first activity of the day, lasting about 1 hour. The tour matches each guest with a gentle, well-selected horse, ensuring comfort even for those with no prior riding experience. The ride takes place in the scenic vineyards and olive groves surrounding San Gimignano, providing ample opportunities for photos and enjoying the peaceful landscape.
While some reviews mention that views might vary, the majority highlight the beautiful, authentic scenery and the chance to ride inside nature, away from the city. The ride is carefully paced for beginners and experienced riders alike, making it a relaxing yet memorable part of the day.

After the horseback riding, the tour visits San Gimignano, a town famous for its medieval towers and well-preserved architecture. This stop lasts around 1 hour 30 minutes and includes wandering through narrow streets and scenic piazzas like Piazza della Cisterna and Piazza del Duomo.
A highlight is the opportunity to indulge in a stop at Dondoli Gelato, renowned globally as a world champion gelato shop. This treat allows visitors to sample some of Tuscany’s best gelato, a perfect refreshment after walking through the charming town. The visit offers a glimpse into the town’s Etruscan and Roman origins, adding layers of history to the experience.

The afternoon features a guided tour of a traditional Tuscan winery, where guests get to taste some of the most famous wines of the Chianti region. The wine tasting is paired with a Tuscan lunch, showcasing local specialties and high-quality extra virgin olive oil.
This 2-hour stop combines educational insights into wine production with the pleasure of trying handcrafted wines. Many reviews praise the high quality of the wines, the delicious food, and the friendly, attentive service at the winery, making it a satisfying highlight of the day.
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The tour concludes with a visit to Piazzale Michelangelo, offering sweeping views over Florence. This spot is renowned as a romantic vantage point, perfect for photos and soaking in the sunset or daytime vistas. It’s an ideal way to end a day filled with scenery, culture, and flavors.
The panoramic perspective provides a fitting finale, tying together the countryside, medieval architecture, and Florence’s skyline in one breathtaking frame.

The tour’s mobile ticket system allows for easy access and confirmation. The start time of 9:00 am means travelers can enjoy a full day without rushing. Private pickup and drop-off are available upon request for an extra fee, adding flexibility for those traveling from accommodations outside the meeting point.
This experience is most suitable for those who appreciate a relaxed pace, small-group intimacy, and a blend of outdoor activity, cultural exploration, and wine tasting. It’s perfect for couples, small groups, or anyone wanting to enjoy Tuscany’s highlights in a day.

The 49 reviews consistently praise the guides, with many mentioning Lorenzo, Christian, Meddie, Daniel, and Michele as personable, knowledgeable, and attentive. Guests highlight the breathtaking scenery, excellent wines, and generous Tuscan lunch as standout features.
Some reviewers note that views on horseback can vary, and a few mention they expected more vineyard scenery during the ride. However, the overall consensus remains highly positive, emphasizing the warm hospitality, beautiful landscapes, and well-organized itinerary.
The Horseback Riding with Wine Tour from Florence offers a balanced day of nature, history, and culinary delights. The small group size guarantees personal attention, while the gentle horses and expert guides ensure a comfortable ride and engaging commentary.
This experience is most suited for those who want to explore Tuscany beyond Florence in a relaxed, enjoyable manner. The combination of horseback riding, medieval San Gimignano, wine tasting, and stunning views from Piazzale Michelangelo makes it a memorable and satisfying full-day outing.
While some may find the horseback views less vineyard-focused than hoped, the overall quality, hospitality, and diversity of activities make this tour a strong choice for anyone looking to experience Tuscany’s essence in one day.
“Very nice tour . Small group as described . The meeting place was in front of a cafe . Easy to find . Our tour guide Lorenzo was very nice . Other…”
Is horseback riding suitable for beginners?
Yes, the tour matches each guest with a gentle, well-selected horse and the ride lasts about 1 hour, making it accessible for most skill levels, even those without prior experience.
What is included in the tour price?
The $220.60 fee includes horseback riding, visit to San Gimignano, lunch, and a guided wine tasting at a Tuscan winery. Transportation is arranged from Florence.
Can I cancel the tour?
Yes, free cancellation is available up to 24 hours before the scheduled start. Full refunds are possible if canceled within this window.
What is the group size?
The tour is limited to up to 8 participants, ensuring a more personalized experience compared to larger groups.
What are the main highlights of this tour?
Expect a scenic horseback ride in vineyards, exploring medieval San Gimignano, tasting high-quality local wines, enjoying a Tuscan lunch, and ending with panoramic Florence views from Piazzale Michelangelo.
Is transportation arranged for this tour?
Transportation is provided from Florence to the stops, but private pickup and drop-off are available as an optional extra.
Are there any physical requirements?
Most travelers can participate, and the activity is suitable for those with moderate physical ability. Exact accessibility details are not specified.
What should I bring?
Comfortable shoes for walking and exploring, and possibly a camera for the scenic views and photos at Piazzale Michelangelo.
Who would most enjoy this tour?
This tour appeals to those who appreciate scenic countryside, medieval architecture, fine wines, and a relaxed pace. It’s also a great choice for couples, small groups, and anyone wanting a memorable day outside Florence.
Is this tour suitable for children?
While not explicitly stated, the gentle nature of the horseback ride and the overall family-friendly activities suggest it could be suitable for older children, with parental discretion.
How far in advance should I book?
Most bookings are made about 49 days in advance, reflecting its popularity. Planning ahead helps secure a spot in this highly-rated experience.