Wine and Horses

Discover Tuscany on horseback with wine tastings and stunning scenery. An authentic, guided day trip blending adventure, culture, and local flavors.

If you’re dreaming of a day immersed in Tuscany’s breathtaking landscapes, this Wine and Horses tour might catch your eye. While we haven’t personally saddled up and taken this exact trip, the reviews and descriptions paint a vivid picture of a unique experience that combines equestrian adventure with tasting some of Italy’s finest wines.

What makes this tour stand out? First, there’s the chance to explore Tuscany from a perspective most visitors miss—on horseback, winding through cypress-lined avenues and historic estates. Second, the focus on local wines at a medieval estate adds a layer of authenticity that appeals to those who love good food and drink. However, a potential consideration is the distance from main tourist hubs—the stables are a bit off the beaten path, so planning transportation is key.

This experience seems best suited for travelers who enjoy a mix of outdoor activities, scenic views, and culinary delights. If you’re comfortable on a horse, appreciate good wine, and want a memorable way to see Tuscany beyond its towns and cities, this tour could be a perfect match.

Key Points

  • Horseback riding through stunning Tuscan landscapes offers a different view of the region.
  • The visit to Dievole estate provides a taste of centuries-old traditions and excellent wines.
  • The guided experience includes expert sommeliers and knowledgeable guides, making it educational as well as enjoyable.
  • Group sizes are small, with a maximum of 12 travelers, ensuring a personalized feel.
  • The tour starts early at 10:00 am and lasts about a day, making it a manageable day trip.
  • The free cancellation policy provides flexibility if plans change unexpectedly.

An In-Depth Look at the Wine and Horses Tour

Setting Off from Cignano: Starting the Day

The tour begins at 10:00 am in Cignano, a small spot in the Siena province. This is a good thing because it keeps things intimate—you’re not part of a massive coach bus but more likely in a small group, which tends to foster a better, more personal experience. The description mentions that most travelers book about 77 days in advance, so if you’re interested, it’s wise to plan ahead.

Once you gather your fellow riders and wine enthusiasts, you’ll be introduced to your horses and guide. Based on the reviews, guides like Sergio are appreciated for their friendliness and knowledge, making the whole process feel relaxed and personable. Even if you’re newer to riding, the tour is often customized—one reviewer noted that the ride was adjusted for less experienced riders, which is a thoughtful touch.

Riding Through Tuscany’s Iconic Landscapes

The journey kicks off with a scenic ride along a suggestive tree-lined avenue of cypress trees. These iconic trees line many Tuscan roads and immediately set the scene for an authentic experience. From here, you’ll head towards the Dievole estate, a place that has been around since 1090—a real highlight for history buffs or those interested in Tuscany’s long-standing traditions.

The ride continues through a forest of oaks and holm oaks, crossing the Arbia river—an element that adds a touch of adventure and natural beauty. The reviews describe the horses as “great” and the ride as “lovely,” which suggests the terrain is manageable and enjoyable. As you cross the forest, you’ll reach a panoramic spot at Petrignano, offering sweeping views of the Chianti hills, Val d’Orcia, and Monte Amiata. These vistas are truly the kind of picture-perfect scenes that make Tuscany famous.

The Lunch Break and the Winery Experience

After about half a day of riding, you’ll pause for a delicious lunch along the Arbia river. While the menu specifics aren’t detailed, the emphasis on local cuisine is implicit, and the riverside setting sounds idyllic for a relaxed break. It’s a nice chance to switch gears, share stories with your companions, and soak in the peaceful environment.

Post-lunch, the tour continues on foot or horse to the medieval village of Dievole. Here, the real highlight is the wine tasting with expert sommeliers. The estate’s wines—IGT and DOCG—are showcased in a setting rich with history. According to reviews, this part of the experience is both educational and flavorful, giving you insight into the traditions of Tuscan winemaking.

Final Thoughts and Overall Experience

While the tour’s price of around $405 per person might seem steep at first glance, it reflects a full day of guided riding, scenic stops, lunch, and wine tastings. For travelers who value authentic, curated experiences that combine adventure with culture, this is a compelling option.

The small group size (max 12 people) is a major plus, ensuring that everyone gets attention from guides and sommeliers. The free cancellation policy adds a layer of flexibility, which is reassuring when planning a trip.

Considerations and Practical Tips

A few things to keep in mind: the stables are located a little away from major towns, so a car or pre-arranged transportation is advisable. If you’re not comfortable riding or are traveling with someone who isn’t experienced, the tour’s customization options could be a big help. However, since some reviews mention the horses are well-behaved and the guides accommodating, even beginners shouldn’t feel left out.

Weather plays a role too—since it’s an outdoor activity, poor conditions mean possible cancellation or rescheduling. The tour offers a full refund or alternative date if weather cancels the experience, which adds peace of mind.

Who Will Love This Tour?

This tour is perfect for those wanting to see Tuscany from a fresh perspective—on horseback, under the wide sky, surrounded by rolling vineyards and historic estates. It’s ideal for adventurous travelers who enjoy outdoor activities and are eager to taste local wines. Nature lovers and those curious about Tuscany’s landscapes will find plenty to love.

It’s a great choice for small groups who appreciate personalized attention. If you’re traveling with a partner, friends, or even solo but enjoy a social, intimate experience, you’ll find this trip richly rewarding.

That said, if you’re looking for a quick, superficial introduction to Tuscany or prefer guided bus tours with more structured sightseeing, this might not be your best fit.

Frequently Asked Questions

Is this tour suitable for beginners?
Yes, the tour can be customized for riders with less experience. The guides are accommodating and work with your skill level.

How long is the horseback ride?
While the exact ride duration isn’t specified, reviews mention a 2.5-hour ride, and the full experience lasts approximately a day, including stops and tastings.

What should I wear?
Comfortable riding clothes are recommended, and since it involves outdoor riding, bring layers appropriate for the weather.

Can I cancel if my plans change?
Yes, cancellations are free if made at least 24 hours in advance. The policy allows for a full refund or rescheduling.

Do I need my own transportation?
Most likely, yes. The stables are a bit away from the main tourist areas, so planning a car or taxi is advisable.

Is the wine tasting included?
Yes, after riding, you’ll be guided through a wine tasting featuring IGT and DOCG wines at the Dievole estate.

What is the group size?
A maximum of 12 travelers ensures a more personal experience.

What is the price for?
The fee covers the horseback ride, sightseeing, lunch, and wine tasting, making it a comprehensive day trip.

Is this experience family-friendly?
While the tour is open to most travelers, it doesn’t specify suitability for children, so consider individual circumstances when booking.

✨ Book This Experience

Wine and Horses



4.0

“Fantastic tour of the Tuscnan hills. Our guide Sergio was really lovely and the horses were great! Thanks you!”

— A Tripadvisor Reviewer, Sep 2022

Final Thoughts

If you’re after a distinctive way to explore Tuscany, combining horseback riding with wine tasting is hard to beat. You’ll get to see the landscape, enjoy local flavors, and learn from knowledgeable guides—all in a small, relaxed group.

The experience appeals to those who love outdoor activities, appreciate good wine, and want an authentic, less touristy perspective of Tuscany. While it might not be the cheapest option, the blend of scenery, culture, and adventure can make it worth the splurge.

For travelers seeking a unique, guided day that combines nature with gastronomy, this tour offers a balanced and memorable way to enjoy Tuscany’s most cherished traditions.

Happy planning, and enjoy your trip to Italy’s stunning countryside!