Horseback Riding with Wine Tour from Florence

If you’re considering a day out in Tuscany that mixes scenery, history, and good wine, this horseback riding and wine tour from Florence might be just what you’re after. Based on plenty of positive reviews and detailed itineraries, it’s a popular choice for travelers wanting to see more of the Tuscan countryside without spending days on it.

What really make this experience stand out are the well-trained horses that anyone can enjoy, and the small group setting that ensures a personal touch. Plus, the chance to wander through San Gimignano’s medieval streets and taste some of Italy’s best wines makes it a well-rounded day.

One thing to keep in mind is that this tour is quite full, with a packed itinerary, so if you’re looking for a lazy, flexible day, this might not be the perfect fit. Still, if you’re eager to see Tuscany’s highlights with knowledgeable guides and a good mix of activities, this tour tends to hit the mark. It’s particularly suited for those who love a mix of outdoor adventure, sightseeing, and wine.

Key Points

• No horseback riding experience needed—the horses are gentle and well-selected.
• Small group size (up to 8 people) ensures a more intimate experience.
• Includes a visit to San Gimignano, one of Italy’s most photogenic medieval towns.
• Tastings include renowned wines and local products at a picturesque winery.
• Breathtaking views from Piazzale Michelangelo provide a stunning Florence overview.
• Full-day itinerary offers a thorough sampling of Tuscan life, scenery, and flavors.

What’s Included and How It All Comes Together

At the core of this experience is a balanced blend of nature, culture, and gastronomy. We loved the way the tour seamlessly combines these elements, making it a memorable day. The horseback ride itself lasts about an hour, a gentle adventure that’s suitable for all levels. You’ll be matched to a horse that fits your comfort, so no need to worry if you’re a novice or a seasoned rider.

From there, the tour takes you to San Gimignano, a town that’s often called the “medieval Manhattan” for its soaring towers and well-preserved streets. Visitors seem to agree that wandering these narrow alleyways is a highlight, especially when complemented by a stop at the famous Dondoli Gelato shop, which many reviews mention as a must-visit for its award-winning treats.

Next, the tour visits a Tuscan winery farm where you’ll enjoy a traditional lunch paired with guided wine tastings. This isn’t a rushed experience—many reviews describe the food as “spectacular” and the wines as “fabulous.” The host usually walks you through the wine-making process and shares insights about the Chianti region.

Finally, your day wraps up with a view from Piazzale Michelangelo, offering a panoramic shot of Florence’s skyline. Many travelers note that this view is one of the most romantic spots in Europe and the perfect ending to a full day.

The Itinerary: What to Expect at Each Stop

Stop 1: San Gimignano and Horseback Riding

The adventure begins with a pickup at the meeting point in Florence, then a short drive to the countryside. Here, you’ll meet your guide and be assigned a horse that fits your size and riding comfort level. The riding itself lasts about an hour, and reviews confirm that the horses are “very well-trained” and “gentle,” making the experience accessible even for first-timers.

While riding through vineyards and olive groves, you’re treated to sweeping views of the Tuscan landscape. Think rolling hills, cypress trees, and the occasional rustic farmhouse—scenery that just might make you want to pick up horseback riding as a hobby.

Stop 2: Exploring San Gimignano

After the ride, you get a chance to walk around this medieval jewel. The town’s most famous features are its towers, Piazza della Cisterna, and breathtaking vistas over the surrounding countryside. Many reviews praise the town’s well-preserved architecture and scenic streets as “beautiful” and “charming,” making it a perfect photo spot.

Here, you’ll also have some free time—about an hour and a half—to explore or grab a snack. Visitors often stop at Dondoli Gelato for a scoop of their award-winning gelato, with many describing it as a highlight.

Stop 3: Winery Visit and Tuscan Lunch

Next, you’ll visit a local farm where you’ll enjoy a guided wine tasting paired with a traditional Tuscan lunch. The food is often described as hearty and flavorful, with many guests mentioning the quality of the wines—some of the most famous in the world.

The tasting includes high-quality extra virgin olive oil and other local products, providing a delicious and educational experience. Many reviews mention that the host’s hospitality and knowledge elevate this part of the tour, making it a highlight for wine lovers.

Final Stop: Piazzale Michelangelo

As the day winds down, your group heads back to Florence, stopping at Piazzale Michelangelo. This panoramic viewpoint is famous for its stunning views of the city’s skyline, including the Duomo and Ponte Vecchio. Many travelers have said this spot feels like the perfect romantic finale to their Tuscany day.

The Experience: Worth the Price?

At $220.60 per person, this tour packs a lot into an 8-hour day. When you consider the horseback riding, the visits to San Gimignano, the winery tour and lunch, and the Florence viewpoint, it’s a pretty good value—especially given the small group size. Many reviews say the experience is “worth it” and “amazing”, praising the guides for their hospitality and knowledge.

What’s particularly striking is how many travelers mention that the guides really make the day special, playing music, taking photos, and sharing insights that add a personal touch. The inclusion of lunch and tastings means you’re not just sightseeing—you’re tasting and enjoying the region’s best offerings.

However, keep in mind that this is a full day, and some reviews note that it’s quite packed, so if you prefer a more relaxed pace, it might feel a bit rushed. Still, most agree that the variety of activities makes it a comprehensive way to experience Tuscany in one go.

Transportation and Group Size

Transportation is primarily via a meeting point in Florence, with some tours offering private pick-up options for an extra fee. The group size is small—up to 8 people—ensuring more personalized attention and a friendly vibe. A handful of reviews mention that the guides are very attentive and go above and beyond to make everyone feel comfortable.

Weather and Cancellation Policies

Since the tour is outdoor-heavy, good weather is a plus. If canceled due to rain or bad weather, you’ll be offered a different date or a full refund—adding a layer of reassurance. Cancelations are free if made 24 hours in advance, so planning ahead is smart.

Who Is This Tour Best For?

This experience suits travelers looking for a full, active day that combines outdoor fun, cultural sights, and wine tasting, all within a small group setting. It’s ideal for adventure lovers and wine enthusiasts who want to see Tuscany’s countryside from a different perspective. While the horseback riding is accessible to all, the overall pace is energetic, so it’s not for someone seeking a completely relaxed, slow-paced day.

If you’re traveling with someone who enjoys a mix of towns, nature, and good food, this tour offers a well-rounded taste of Tuscany. It’s also perfect for first-timers or those wanting a guided group experience rather than going it alone.

FAQs

Is horseback riding suitable for beginners?
Yes, the horses are described as gentle, and no experience is needed. The ride lasts about an hour, making it manageable for most.

What’s the group size?
Up to 8 people, which helps keep things intimate and personalized.

What’s included in the price?
A horseback ride, visit to San Gimignano, a guided wine tasting with a Tuscan lunch, and a trip to Piazzale Michelangelo.

Can I cancel if my plans change?
Yes, there’s free cancellation up to 24 hours before the start, with a full refund.

Are private pickups available?
Yes, upon request, for an extra fee.

What is the tour start time?
It begins at 9:00am from the meeting point in Florence.

Is this experience suitable for children?
While not explicitly stated, the gentle horses and family-friendly activities suggest it’s accessible for most ages, but check with the provider for specific age limits.

How long is the entire tour?
Approximately 8 hours, including all stops and travel.

What should I wear?
Comfortable clothing suitable for outdoor activities; sunscreen and a hat are recommended for sunny days.

Is food included?
Yes, a Tuscan lunch with wine tasting is part of the experience.

Final Thoughts

This horseback riding and wine tour from Florence offers a well-crafted way to experience Tuscany beyond the city streets. It’s especially suited for those who love outdoor activities paired with cultural and culinary delights. The small group setting, knowledgeable guides, and stunning scenery make it a memorable choice, especially if you want a day that balances adventure with relaxation.

While it’s packed with activities and might feel a bit rushed for some, most reviewers agree that the overall experience is worth the price. Whether you’re into wine, history, or just want to see Tuscany from a different angle, this tour delivers on multiple fronts.

If you’re looking for a fun, immersive day that captures the essence of the region, this could be your ideal escape from Florence’s hustle. Just remember to book in advance—most travelers do, often around 49 days ahead—so you can secure your spot in this highly praised experience.