A Gentle Ride Through Tuscany’s Countryside: Honest Review of the Half-Day Horseback Tour
This horseback riding experience in San Gimignano offers an accessible way to enjoy Tuscany’s rolling hills and medieval villages without needing prior riding skills. It’s designed for beginners, which makes it perfect for travelers curious about horseback riding but hesitant to commit to a full day or advanced lessons. The two-hour tour explores native woods, small rivers, and blooming meadows, with breathtaking views from Montieri Hill, where you’ll gaze down on patchwork fields and coastal glimpses.
What I really appreciate about this tour is how relaxed and inclusive it feels. The horses are described as very reliable, and guides like Caja are praised for their patience and friendliness—important qualities when you’re on unfamiliar terrain or if it’s your first time in the saddle. Plus, the scenery here isn’t just pretty; it’s packed with sights like medieval villages and natural landscapes that make every moment feel special.
One aspect worth considering is the group size—limited to just 8 travelers—which keeps the experience intimate and allows guides to give personalized attention. However, if you’re a rider with specific needs or preferences (such as larger horses, as they have only a few for heavier riders), it’s best to contact the operator beforehand. Also, since the ride is only walking, those looking for a more adventurous or faster-paced ride may find it a bit tame. Still, for a peaceful introduction or a relaxing outdoor activity, this tour hits the mark.
Key Points / Takeaways

Authentic Tuscany Views: You’ll get sweeping vistas over medieval villages and rugged landscapes that are hard to beat.
Beginner-Friendly: No experience needed—the horses are calm and the guides very patient, making it accessible for first-timers.
Experienced Guides: Caja and team are appreciated for their helpfulness and multilingual skills, adding comfort and clarity.
Natural Pathways: The trail takes you through native woods, rivers, and meadows, offering a genuine taste of Tuscany’s outdoors.
All Safety Equipment Provided: Helmets and brief riding lessons ensure beginners can ride with confidence.
Balanced Schedule: The 2-hour ride balances enough time on horseback with a relaxed pace, perfect for a half-day outing.
Exploring Tuscany on Horseback: What You Can Expect
I love how this tour creates a sense of stepping into a storybook—because you truly ride through scenes that could be from a medieval painting. Meeting at the Prategiano Stables, you’re greeted by friendly staff who’ll talk to you about your riding experience. That’s a smart move because it ensures everyone is matched with a suitable horse, which is essential for a comfortable ride. Even if you’ve never sat on a horse before, the guides are prepared to give a quick briefing and helmet fitting—so don’t worry if you’re a little nervous.
Once you’re ready, the journey begins with a gentle walk through Tuscany’s countryside. The horses are described as “super well-behaved,” which is a big plus for first-timers. The ride is leisurely, focusing on enjoying the scenery rather than speed. You’ll pass through tiny medieval villages, ancient churches, and quiet forests, all with the sound of hooves on dirt and the scent of wildflowers.
The highlight is climbing Montieri Hill, where you’ll be treated to panoramic views of rolling fields and the coastline. It’s a moment that perfectly captures Tuscany’s natural beauty. As one reviewer put it, “It was a beautiful trip with a training session,” emphasizing the natural, unhurried pace and the chance to connect with both the landscape and the horses.
This is a walk-only ride, so don’t expect galloping or fast-paced riding. Instead, you’ll enjoy a peaceful, nature-focused experience that’s ideal if you want to unwind and soak in the landscape. The guides are multi-lingual, which is helpful if you speak languages other than Italian, and they’re known for their patience—making this a fantastic choice for families, couples, or solo travelers seeking a gentle adventure.
Here are more great tours and experiences we've reviewed in San Gimignano
The Practicalities: What’s Included and What to Consider

The tour costs around $115.64 per person, which I find reasonable considering the quality of the scenery and the personalized guidance. All safety gear, including helmets, is included, so you don’t have to worry about extra equipment costs. The meeting point is conveniently located in Montieri, close to public transportation and just a short walk from accommodations like the Hotel Prategiano, which offers overnight stays and meals—making it easy to extend your outdoor experience into a relaxing Tuscany holiday.
Transportation to and from the meeting point isn’t included, so plan accordingly—most travelers will likely arrange a taxi or rent a car. The tour operates in all weather conditions, so dress appropriately, especially if it’s cooler or rainy. Also, note that the maximum weight limit is 185 pounds, with some horses available for heavier riders—best to confirm before booking if this applies to you.
Since the tour is popular—often booked 40 days in advance—it’s wise to secure your spot early. If you’re traveling with children or less confident riders, it’s advisable to call ahead and discuss your needs. The tour is suitable for those with moderate physical fitness and a desire to enjoy Tuscany at a slow, scenic pace.
Who This Experience Is Perfect For

This horseback ride is ideal if you’re a beginner or someone wanting a gentle introduction to riding in a stunning outdoor setting. It’s perfect for travelers who want to see Tuscany’s countryside without the hustle of a full-day tour or the need for advanced riding skills. Families with children, couples, or solo travelers looking for a peaceful outdoor activity will find this especially worthwhile.
If you’re interested in combining this with local culinary experiences—such as wine tastings, truffle hunts, or Tuscan cooking classes—those options are nearby and can enrich your stay. The guides are friendly and knowledgeable, making the experience both enjoyable and informative.
The Sum Up: A Relaxing, Scenic Escape Worth The Price

For a modest price, this horseback ride offers a genuine slice of Tuscany’s countryside, with excellent guides, beautiful landscapes, and a welcoming atmosphere. It’s a slow-paced adventure that prioritizes safety and comfort, making it excellent for first-timers or those who simply want to relax and enjoy nature.
The views from Montieri Hill alone make this worthwhile, especially if you’re a fan of sweeping panoramas and medieval charm. The friendly guides, especially Caja, seem to genuinely enjoy sharing their love of the land and horses, which translates into a warm, authentic experience.
If you’re after a peaceful outdoor activity that combines scenic beauty with accessible riding, this tour hits the sweet spot. It’s perfect for those who want a gentle, memorable taste of Tuscany—without the pressure or complexity of more intense rides.
For anyone wanting to unwind, see authentic Tuscany, and spend quality time in the saddle, this experience delivers on all counts. Just remember to book early, dress appropriately, and prepare to enjoy a lovely morning or afternoon in Italy’s most enchanting scenery.
FAQ

Is this horseback riding experience suitable for complete beginners?
Yes, this tour is designed for beginners and includes a brief riding lesson and safety equipment, making it accessible even for first-time riders.
What is included in the price?
All safety equipment, including helmets, and the services of a professional guide are included. Parking fees are also covered.
How long is the ride?
The ride lasts approximately two hours, focusing on walking, with no galloping or fast riding involved.
Can I bring children?
The tour is suitable for families, but it’s best to contact the operator beforehand, especially for younger children or specific needs.
What should I wear?
Dress appropriately for outdoor weather—closed shoes, comfortable clothing, and layers if needed. The activity operates in all weather conditions.
Is transportation provided?
No, transportation to and from the meeting point isn’t included. You’ll need to arrange your own transport or stay nearby.
What is the maximum weight limit?
The limit is 185 pounds (85 kg). Some horses for heavier riders are available but require advance request.
Can I book just for the morning or afternoon?
Yes, there are both morning and afternoon options for the tour, starting at 10:00 am.
How far in advance should I book?
On average, this tour is booked about 40 days in advance, so early booking is recommended.
What if the weather is bad?
The tour operates in all weather conditions, so dress accordingly. If severe weather occurs, contact the operator for options.
This authentic horseback riding experience in Tuscany blends scenic beauty, expert guidance, and beginner-friendly charm—making it a worthwhile addition to your Italian adventure.
More Horses in San Gimignano
More Tour Reviews in San Gimignano
- San Gimignano: Wine Tasting with Food Pairing
- San Gimignano photo service, shoot for couples and families
- San Gimignano Private Guided City Tour
- Romantic Escape in Tuscany with Overnight and Wine Tasting
- San Gimignano: Truffle Hunting with Lunch & Wine Tasting
- Tuscan Lunch & Winery Tour with Tasting in San Gimignano
Not for you? Here's more things to do in San Gimignano we have recnetly reviewed
- Vineyard Walk, Lunch or Dinner with Wine Tasting
- San Gimignano: Tuscan Vineyard Lunch with Wine Tasting
- San Gimignano: Mini Wine Tour with Tuscan aperitif
- San Gimignano Cathedral & Museum of Sacred Art Entry Ticket
- San Gimignano: Home Restaurant Luxury Dinner with Wine
- San Gimignano: Pasta Class & Wine Tasting at Local’s Home
- San Gimignano Wine tour from Florence Top Rated Free Shuttle
- San Gimignano: Romantic Vineyard Dinner
- Authentic Italian Cooking Class in San Gimignano
- San Gimignano: Chianti wine tasting experience
- Private Lunch or Dinner in San Gimignano Winery
- San Gimignano: Wine Tasting with Food Pairing
