Siena: Horseback Tour on the Via Francigena — An Authentic Ride through Tuscany’s Countryside
Imagine leaving behind Siena’s busy streets for a gentle ride through rolling hills, ancient paths, and quiet woods—all with a knowledgeable guide leading you along the famous Via Francigena. This horseback experience is designed to give you a taste of Tuscany’s natural beauty and spiritual history, all wrapped up in a relaxed, 1.5-hour adventure. Whether you’re a seasoned rider or have never sat on a horse before, this tour makes for a memorable, scenic outing.
What I particularly like about this experience is how it balances accessibility with authenticity. The guides are fluent in both Italian and English, making the journey both informative and friendly. Plus, the ride takes you past the Hermitage of San Leonardo, a profoundly peaceful spot that adds a spiritual dimension to the trip. The fact that the horses are experienced but friendly means no one feels out of place, which I see as a real plus for families or first-timers. That said, keep in mind that the activity isn’t suitable for pregnant women, those over 220 lbs, or older travelers over 75. It’s also worth noting that the tour runs about 1 hour and 10 minutes of riding, with the full experience lasting 1.5 hours—great for fitting into a busy schedule.
One minor consideration is the meeting logistics. The start point is about 15 minutes from Siena’s center, at a shed along a quiet road, which might require a short drive or taxi. Still, the meeting instructions are clear, and arriving 10 minutes early ensures you’re ready to go without stress. This tour feels like excellent value, blending natural scenery, cultural touches, and a gentle adventure that leaves you feeling refreshed and connected with Tuscany’s landscape.
Key Points / Takeaways

Beautiful landscapes: Winding trails through lush woods, rolling hills, and golden fields offer picture-perfect views at every turn.
Inclusive for all levels: Whether you’re a first-time rider or have plenty of experience, the horses are friendly and well-behaved, guided by experts who make everyone comfortable.
Visit sacred sites: Riding past the Hermitage of San Leonardo adds an almost spiritual touch, making the experience feel meaningful beyond just the scenery.
Small group intimacy: Limited to 10 participants, the tour feels personal, with plenty of space for questions and individual attention.
Expert guides: Guides speak both English and Italian, providing insights into the landscape, history, and local culture, which enriches the ride.
Flexible booking: You can reserve without paying upfront, and cancel up to 24 hours in advance for a full refund, adding peace of mind to your planning.
Entering the Tuscan Countryside on Horseback

Starting just outside Siena, at Strada del Pian del Lago, the meeting spot is straightforward to find—just follow the road lined with trees, and someone from the team will guide you to the stables. Once there, you’re greeted by the equine guides—a handful of well-trained horses ready to accompany you on this scenic trek. Don’t worry if you’re new to riding; the guides start with a brief ground instruction on basic riding techniques, and you’ll have time to get familiar with your horse before heading out.
The relaxed pace and gentle instructions make it clear that the emphasis is on enjoyment and safety for everyone. The horses are experienced and calm, making the tour suitable for a wide range of riders, from nervous beginners to seasoned equestrians.
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Exploring the Via Francigena and the Montagnola Senese

The route takes you along the Via Francigena, a historic pilgrimage path that has carried travelers for centuries. As you ride through woods and fields, you’ll enjoy sweeping views of Tuscany’s iconic landscapes. The trails are well-maintained but feel wonderfully rustic—there’s a genuine sense of stepping back in time as you follow ancient routes.
One of the highlights is passing in the shadow of the Hermitage of San Leonardo al Lago, an ancient spiritual site that evokes serenity and reflection. The quiet of this spot, surrounded by nature, offers a gentle reminder of the region’s sacred past. From the reviews, it’s clear that this stop resonates deeply—one rider called it “a complete experience for body and soul” and appreciated the peaceful atmosphere.
The Itinerary: Scenic Stops and Cultural Touchpoints

The tour begins at the stable, where you’ll receive a short safety briefing and learn the basics of riding. Once mounted, the group sets off into the countryside, following the shaded trails that wind through Tuscany’s landscape. The ride lasts about 1 hour and 10 minutes, with a total experience time of 1.5 hours, including the walking sections.
The first main stop is the Hermitage of San Leonardo al Lago, where you can take a short walk around the spiritual site and absorb the tranquility of the surroundings. This spot is especially valued for its sacred atmosphere and picturesque setting. Then, the route continues through the Montagnola Senese, an area celebrated for its lush greenery and gentle hills. The trails are suitable for all who are comfortable on horseback, offering a relaxed pace that allows you to really take in your surroundings.
The return leg circles back to the starting point, completing the scenic loop. Throughout, guides provide interesting insights about the landscape, history, and local flora and fauna—adding educational value to the experience.
The Value of the Experience
In terms of value, this tour offers a lot for its price. The small group setting means more personalized attention, and the included helmets and guidance are thoughtful touches that enhance safety and comfort. Considering the scenic beauty, cultural stops, and the chance to ride in Tuscany’s countryside, many travelers find it a worthwhile experience, especially as a break from more typical sightseeing.
The tour is especially appealing to families, couples, or solo travelers who want a gentle outdoor activity that combines nature, history, and a touch of adventure. For those with limited time but a love of authentic experiences, this ride offers a perfect snapshot of Tuscany away from the crowds.
Who Will Love This Tour?
This horseback ride is ideal for travelers seeking a laid-back, scenic activity that doesn’t require prior riding experience. It’s perfect if you enjoy nature, quiet walks, and cultural sights like the Hermitage. Families with children over 14 will find it particularly suitable, especially with guides who speak both Italian and English.
However, if you’re pregnant, over 220 lbs, or over 75, this tour isn’t suitable. Make sure you’re comfortable in the saddle and able to walk a bit after the ride. The experience’s flexibility, with options to cancel up to 24 hours in advance, makes it easy to plan without stress.
Price and Practical Considerations
The tour’s cost provides good value considering the scenery, guide, and included equipment. It’s a half-day adventure that fits well into a day of sightseeing or relaxing in Siena. The meeting point’s proximity to Siena’s center makes it accessible—just a short drive or taxi ride.
Remember to wear comfortable shoes and clothes suited to outdoor walking. Avoid sandals, flip flops, or skirts for safety and comfort. The guides are friendly and professional, ensuring a smooth experience for all.
Final Thoughts
If you’re after a genuine taste of Tuscany’s natural beauty and spiritual heritage, this horseback tour on the Via Francigena offers a memorable way to connect with the countryside. The combination of scenic trails, sacred sites, and expert guides creates an experience that’s both relaxing and enriching. It’s suitable for a wide range of riders and provides a peaceful escape into Tuscany’s tranquil landscape.
Overall, I see this as a wonderful activity for travelers looking for an authentic, gentle outdoor adventure that pairs stunning scenery with cultural insights. It’s a unique way to step off the beaten path and enjoy Tuscany from a different vantage point—on horseback, along a historic pilgrimage route.
FAQ
Is the horseback ride suitable for beginners?
Yes, the experience is designed to accommodate riders of all levels, with guides offering a basic riding introduction before setting out.
How long is the horseback ride?
The actual riding lasts about 1 hour and 10 minutes, with the entire experience lasting approximately 1.5 hours including walking and stops.
Where does the tour start and end?
The meeting point is at Strada del Pian del Lago, 6, about 15 minutes from Siena’s city center. The tour ends back at the starting location.
Are helmets provided?
Yes, helmets are included in the price for safety.
Can I cancel the reservation?
Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility for your travel plans.
Is the experience suitable for children?
Children over 14 are generally welcome, but it’s best to check with the provider if you have younger riders.
What should I wear?
Comfortable clothes and shoes suitable for walking and riding are recommended—avoid sandals or flip flops for safety.
In sum, this horseback tour offers a peaceful, scenic escape that highlights Tuscany’s natural and spiritual charms. It’s a perfect choice for those seeking an authentic, low-pressure outdoor activity during their Siena visit.
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