If you’re dreaming of feeling the wind in your hair while exploring Italy’s stunning countryside, a horseback ride through Tuscany might be just the thing. This half-day tour offers a chance to soak in the rolling hills, quiet woods, and charming towns that make Tuscany so beloved. While it’s not a full-day adventure, it packs enough beauty and activity to make it memorable.
What really caught our eye are the scenic vistas from Montieri Hill—a highlight that promises sweeping views all the way to the coast. Plus, the tour is tailored for riders with at least intermediate experience, which means you’re likely to enjoy a comfortable ride without feeling like you’re on your first day in the saddle.
One thing to keep in mind is that the ride primarily takes place at a relaxed pace, with an option to trot or canter if you’re comfortable. If you’re seeking an adrenaline-filled canter throughout, this might not hit that mark. Still, if you’re after authentic Tuscany scenery with friendly guides and well-cared-for horses, this trip could suit you nicely.
This experience works best for those who love gentle outdoor adventures, have some riding experience, and want to enjoy Tuscany’s landscapes without the hustle of a long tour. It’s especially suited for travelers who appreciate small-group settings and personalized attention.
- Key Points
- What to Expect from Your Horseback Ride in Tuscany
- The Ride Itself
- The Climb and the View
- Horses and Guides
- Practical Considerations
- Reviews and Feedback
- Who Should Consider This Experience?
- An Honest Look at the Downsides
- Half-Day Horseback Ride in Tuscany
- FAQs
- More Tour Reviews in San Gimignano
- More San Gimignano experiences we've covered
Key Points
- Ideal for riders with intermediate experience—beginners should consider the longer training beforehand.
- Stunning views from Montieri Hill make the ride worthwhile for landscape lovers.
- Small-group format keeps the experience intimate and personalized.
- Flexible departure times—choose morning or afternoon to fit your schedule.
- Well-behaved horses and professional guides add comfort and safety.
- Weather doesn’t stop the fun—the tour runs rain or shine, so dress appropriately.
What to Expect from Your Horseback Ride in Tuscany

When you book this tour, you’re signing up for a roughly two-hour adventure that begins at Prategiano Stables near Montieri. The process kicks off with meeting your guide, who will assess your riding level and match you with a horse that suits your experience. You’ll also get a quick lesson if needed—particularly helpful for those who might feel a bit rusty or new to riding.
The guide isn’t just a rider but also a storyteller, ready to point out the sights and share insights into the local landscape and history. This personal touch makes the ride more engaging and less like just a workout.
Planning more time in San Gimignano? We've covered other experiences worth considering.
The Ride Itself
Most of the ride is at a comfortable walking pace, giving everyone the chance to truly take in their surroundings—think sweeping hills, small rivers, lush valleys, and maybe even a medieval village or two. For those with a bit more confidence, there’s an opportunity to trot or canter, but this depends on your comfort level and the guide’s assessment.
The landscape is what makes this tour stand out. As riders move through woods, across meadows, and along quiet paths, the scenery feels almost untouched. Several reviews mention how beautiful and scenic the ride is, with one guest noting, “The scenery is breathtaking.” If you’re a landscape lover, this will be a highlight.
The Climb and the View
The tour culminates with a climb up Montieri Hill, where the vistas stretch out to the coast—an incredible payoff after the gentle ride. From here, you can pause, breathe in the fresh air, and snap some photos of the expansive countryside below, feeling like you’ve truly experienced Tuscany.
Horses and Guides
The horses are described as well-behaved and suited to the ride, which is crucial for a relaxed experience. The guides, often praised for their patience and passion, make the ride smooth and informative. One reviewer specifically called out Caja as a “fantastic guide,” noting her kindness and knowledge.
Practical Considerations
Price is set at about $115.76 per person, which covers the guide, helmet, and parking fees. It’s a fair deal considering the scenery and the personalized small-group setting—only up to four riders at a time. The tour operates rain or shine, so dressing accordingly is advised, especially if the weather forecast looks unpredictable.
Be aware that the tour is not suitable for beginning riders unless they undergo the longer training session beforehand. Also, there’s a weight limit of 85 kg (185 lbs), which is typical for these kinds of rides, but worth noting if you’re on the heavier side. Children can participate but must be accompanied by an adult.
Reviews and Feedback
The majority of reviews are positive, highlighting the scenic beauty and friendly guides. One guest called it a “highlight of our trip,” and others appreciated how well-behaved the horses were. Many enjoyed the opportunity to see the countryside from horseback—something they described as unforgettable.
Not all reviews are glowing, however. A few guests mentioned disappointments with the pace or the ride’s engagement—some were hoping for more trot or canter, which wasn’t always possible. There was also a mention of being double-booked initially, pointing to the importance of confirming your reservation and arriving prepared.
Who Should Consider This Experience?

This horseback ride is ideal for travelers with intermediate riding skills who want to enjoy Tuscany’s landscapes without the intensity of a full-day or advanced trail ride. It suits those who appreciate small-group settings and personalized attention. If you’re seeking a relaxing way to see the countryside, with plenty of time to take photos and breathe in the fresh air, you’ll likely find this worthwhile.
It’s also a good pick for those staying nearby in Montieri or the Prategiano area, especially if you want a shorter, scenic experience rather than a lengthy tour. Be prepared for a moderate physical activity—though it’s not strenuous, some balance and riding comfort are required.
An Honest Look at the Downsides

While this ride offers beautiful scenery and friendly guides, it’s not designed for adventure junkies craving relentless trot or canter. For some, the pace might be a bit slow, especially if they’re expecting a more vigorous ride.
Another aspect to consider is the limited group size—only four riders max—which is great for personalized service, but might mean fewer options for those traveling solo or in larger groups. The possible weather impact is worth noting; outdoor riding means being ready for sun, rain, or shine.
Some reviews have pointed out initial booking mishaps or less-than-detailed instructions, so it’s a good idea to confirm your reservation and arrive prepared. Lastly, the cost might seem high for a two-hour ride, but considering the scenery and personalized experience, many find it to be good value.
If you’re someone who appreciates gentle outdoor activities set against the backdrop of Tuscany’s stunning landscape, this tour offers a peaceful and picturesque way to spend a couple of hours. The well-matched horses and knowledgeable guides make for a relaxed ride, perfect for those with some riding experience.
It’s a solid choice for travelers who want to combine a bit of adventure with sightseeing, especially if they value small, intimate groups. The views from Montieri Hill alone justify the trip, offering a sense of connection to the land and a break from typical sightseeing routines.
However, if you’re looking for a high-energy experience or are a beginner rider without any training, you might want to consider longer, more intensive rides or look for experiences that cater specifically to novices.
All in all, this horseback ride balances scenic beauty, comfortable pacing, and a friendly atmosphere—making it a memorable part of your Tuscan adventure.
Half-Day Horseback Ride in Tuscany
“This tour was definitely a highlight of our trip and will be in memory forever! Caja was a fantastic tour guide, very patient with us and informati…”
FAQs

Is this tour suitable for beginners?
This tour is designed for riders with at least intermediate experience. Beginners might be able to participate if they go through the longer training session beforehand, but the ride mainly caters to those comfortable controlling a horse at a walk, trot, or canter.
What should I wear for the ride?
Dress appropriately for weather conditions—comfortable riding clothes, long pants, and sturdy shoes are recommended. Helmets are provided, and it’s important to wear something suitable for outdoor riding.
Can I bring children?
Children are allowed but must be accompanied by an adult. The tour’s suitability depends on the child’s riding experience and comfort level.
What’s included in the tour price?
The fee covers a professional guide, helmet use, and parking fees. It doesn’t include transportation to or from the meeting point, hotel pickup, or meals.
What is the scenery like?
Expect to pass through towns, woods, valleys, meadows, and climb Montieri Hill for panoramic views. Reviews highlight the stunning paisaje and beautiful vistas, especially from the hilltop.
What happens if the weather is bad?
The tour operates in all weather conditions. Be sure to dress accordingly, and check with the operator if you’re unsure about the forecast before your ride.
To sum it up, this half-day horseback tour in Tuscany offers a gentle and scenic way to experience Italy’s iconic landscapes. It’s especially suited for riders with some experience, those who enjoy small-group outings, and anyone eager to combine outdoor activity with breathtaking views. While it may not satisfy adrenaline seekers or absolute beginners, it’s a lovely, personal way to see Tuscany from a different perspective—and one that many guests rave about.
More Tour Reviews in San Gimignano
More San Gimignano experiences we've covered
- Golden Grains & Gourmet Pasta Cooking Class
- Private Tour in San Gimignano
- Home made Pasta Cooking Class in Tuscany
- Half-Day Horseback Ride in Tuscany
- Italian Cooking Class and Wine Tasting in Tuscany
- Private Wine, Evo Oil, Balsamic Vinegar Experience & Meal
- Superior Wine Tasting in San Gimignano
- Cesani Wine Experience
- Truffle Hunting and Cooking Class
- San Gimignano Truffle Hunt & Truffle Cooking Class
- Truffle Lunch & Hunting Experience in San Gimignano
- Private Wine & Oil Tasting with Lunch


