Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride

Experience a full-day horseback ride through Tuscany’s stunning Maremma region, with expert guides, scenic views, and a delicious picnic lunch included.

If you’re someone who loves riding and wants to explore Tuscany’s wild side on horseback, this full-day trail ride in San Gimignano might catch your eye. While it’s tailored for more experienced riders, it promises a day filled with scenic views, fresh air, and a genuine connection to the Tuscan countryside.

What really draws us in is the chance to trot and canter along blooming meadows and cross wooded areas, all while enjoying the company of well-cared-for horses. Plus, the inclusion of a delicious picnic lunch makes it not just about the riding, but about soaking up the landscape over good food.

On the flip side, this isn’t a casual or beginner-friendly ride—it demands a certain level of skill and physical fitness, so it’s best suited for those comfortable with walking, trotting, and cantering for several hours. If you’re looking for a laid-back day or traveling with less experienced riders, this might not be the right fit. However, if your riding experience matches the requirements, you’ll find a rewarding adventure in Tuscany’s stunning wild terrain.

This tour really caters to active travelers who want to combine outdoor adventure with a touch of luxury and cultural charm. Now, let’s dig into what makes this experience tick and whether it’s the right fit for you.

Key Points

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - Key Points

  • Designed for experienced riders comfortable with walk, trot, and canter
  • Includes a picnic lunch and use of a helmet, with professional guidance
  • Crosses diverse terrain: wooded areas, rivers, meadows, and medieval villages
  • Limited group size ensures personalized attention
  • Operates in all weather conditions, so dress accordingly
  • Booking well in advance is recommended, especially during peak seasons

Exploring Tuscany on Horseback: The Experience in Detail

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - Exploring Tuscany on Horseback: The Experience in Detail

When you sign up for this full-day horseback riding tour, you’re signing up for more than just a ride—you’re stepping into a landscape that’s both wild and charming. The starting point is in Montieri, a small town with easy access, where your adventure begins at 9:00 am.

Since the tour runs for about seven hours, you’ll spend roughly four to five hours in the saddle. The rest of the time is dedicated to enjoying the scenery, resting, and of course, indulging in the included picnic lunch. The main riding path is mostly walk, providing a relaxed pace, but there are several opportunities for trot and canter—something for the more confident riders to enjoy.

The Terrain and Scenery

What truly makes this ride stand out is its diversity of landscapes. You’ll cross native woods, small rivers, and meadows bursting with wildflowers. The views are striking—rolling hills, medieval villages, and the occasional glimpse of distant towers. As one reviewer put it, “We rode through the forests of Tuscany… very brave and sure-footed horses,” emphasizing how well the horses handle varied terrain.

The wild region of Maremma Toscana is a highlight, offering a “more authentic, less touristy” side of Tuscany. Crossing through small villages like those passed during the ride adds a layer of cultural richness to the day. Your guide will likely share stories and insights, making the experience both scenic and educational.

Horses and Guides

The horses are reliable and well-cared-for, according to reviews, which is crucial for a full-day ride. They’re described as forward-going and sure-footed, making the journey feel safe and enjoyable. Several reviews highlight the professionalism and friendliness of the guides—“Karla was fantastic,” one reviewer noted. The guides often operate in multiple languages, making the experience accessible to international travelers.

The Ride Itself

This isn’t a casual stroll; it’s a full-day adventure that suits those with intermediate to advanced riding experience. You should be comfortable with walk, trot, and canter, and prepared for some physically demanding sections, especially if you choose the longer, more strenuous route.

A common theme in reviews is how strenuous but rewarding the ride tends to be. “If you go for the all-day ride, be prepared—it’s a lot of up and down,” shares one rider. The focus is on active riding, so don’t expect a relaxed, beginner-level experience.

The Lunch and Overall Value

A highlight for many is the picnic lunch—a chance to relax and refuel in the midst of your riding. The meal is described as delicious, adding value to the overall experience, which at $240.74 per person feels reasonable given the length and quality of the day.

What makes the price worthwhile is the personalized attention—since the max group size is four, you’re not lost in a crowd. The included helmet, parking fees, and professional guidance are thoughtful touches, especially for riders who value safety and comfort.

Who Should Consider This Ride?

If you’re an experienced rider craving a full day of exploring Tuscany’s less-touristy, more rugged side, this is a standout option. It’s perfect for active travelers who want a physical challenge balanced with beautiful scenery and good company.

Travelers who enjoy nature, adventure, and some physical activity will find this a rewarding way to see Tuscany from a different perspective. Those with less riding experience or looking for a leisurely trip might find it too demanding or not quite what they’re after.

Practical Tips and Considerations

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - Practical Tips and Considerations

  • Book well in advance—most people plan about 68 days ahead.
  • The tour operates in all weather conditions, so dress appropriately—layers, waterproofs, sun protection.
  • Wear riding boots and comfortable clothing suited for outdoor activity.
  • Bring your physical fitness; this isn’t a light ride, especially if you opt for the full-day experience.
  • Children need to be accompanied by an adult, and riders should inform the organizer of their weight (limit is 85 kg/185 lbs). Some horses can accommodate heavier riders upon request.
  • For an overnight stay, consider Hotel Prategiano, just a short walk from the meeting point.

Authenticity and Real Traveler Experiences

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - Authenticity and Real Traveler Experiences

According to reviews, guides like Karla are friendly and knowledgeable, making the day more enjoyable. One rider called the horses “well trained and very fit,” which adds to the feeling of confidence and fun. Several reviews mention how strenuous but worth it the ride was, especially for those who enjoy a physical challenge.

The scenery receives high praise—“Super experience through the forests of Tuscany,” one reviewer notes. The combination of lush woods, rivers, and medieval villages creates an immersive, natural backdrop that’s hard to beat.

The Sum Up

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - The Sum Up

This full-day horseback ride in Tuscany offers a genuine, active way to experience the region’s natural beauty. It’s best suited for riders with a solid riding background who want a full day of exploring diverse terrains, coupled with the comforts of a delicious picnic and personalized guidance.

While the ride demands a good level of fitness and skill, it rewards you with authentic landscapes, well-cared-for horses, and the chance to see Tuscany from a fresh perspective. The small group size and inclusion of a hearty lunch make it feel intimate and worth the investment.

If you’re looking for a thrilling, scenic, and well-organized horseback adventure that takes you beyond the typical tourist paths, this tour could be a real highlight of your Tuscany trip.

✨ Book This Experience

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride



4.5

(9 reviews)

“Karla was a fantastic guide, she was super friendly and chatty – we thoroughly enjoyed our ride with her, shes great. We rode Fiera and Valorosso, …”

— Holly C, May 2025

FAQ

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride - FAQ

Is this tour suitable for beginners?
No, this experience is designed for riders with intermediate to advanced experience. It involves walking, trotting, and cantering, so some riding skill and confidence are necessary.

What is included in the price?
The tour includes a professional guide, use of a helmet, parking fees, and a delicious picnic lunch. It does not include hotel pickup or transportation to the meeting point.

How long is the riding time?
You’ll spend about 4 to 5 hours in the saddle, with the rest of the time for breaks, sightseeing, and the picnic.

Can I bring children?
Children must be accompanied by an adult. The tour is tailored for experienced riders, so it’s not recommended for children or beginners.

What should I wear?
Dress in comfortable, weather-appropriate clothing, and consider wearing riding boots. The tour runs in all weather conditions, so be prepared for sun, rain, or wind.

Is there a limit on rider weight?
Yes, the weight limit is 85 kg (185 lbs). Some horses for heavier riders may be available upon request—just confirm in advance.

Can I stay overnight nearby?
Yes, you can stay at Hotel Prategiano, just a 5-minute walk from the meeting point. Contact the hotel for arrangements and meal options.

If you’re an experienced rider craving a full day in Tuscany’s wild landscapes, this trip might be just the adventure you’re after. It combines physical challenge, natural beauty, and cultural charm—what’s not to love?