Wine and Horses

If you’re dreaming of combining horseback riding with wine tasting in Italy’s most captivating landscapes, the Wine and Horses tour from Siena might just be what you’re looking for. This day-long experience promises a blend of scenic rides through rolling hills, visits to historic estates, and tasting some of Tuscany’s finest wines—all wrapped in a package that’s both accessible and memorable.

One of the things we particularly love about this tour is the way it balances adventure with culture. Riding through the cypress-lined avenues and crossing the Arbia River makes you feel part of the landscape, not just a tourist. Plus, the guided wine tastings at the Dievole estate elevate the experience, giving you a real taste of Tuscan tradition.

That said, a potential consideration is the location of the stables—they’re a little ways from Siena itself, so having a car or arranging transport might be necessary. This isn’t a tour for someone who’s expecting a quick stop and a short ride; it’s about taking your time to connect with nature, history, and wine, making it ideal for those prepared for a full day of activity.

This experience suits adventure enthusiasts, wine lovers, and anyone eager to see Tuscany from a fresh perspective. Whether you’re on your honeymoon, a group of friends, or a solo traveler looking for authentic experiences, this tour offers a well-rounded taste of the region.

Key Points

• Scenic horseback riding through Tuscany’s famous landscapes
• Expert guides and personalized touches, like ride customization
• Wine tasting at historic estates with knowledgeable sommeliers
• Beautiful stops including the Dievole estate and Petrignano panoramic point
• Full-day experience with a mix of adventure and culture
• Small group size (max 12 participants) for a more intimate experience

A Detailed Look at the Tour Experience

Starting Point and Timing

The tour kicks off at 10:00 am from Cignano, a small village in the Siena province. From there, your adventure begins with a scenic drive (or ride, if you arrange it) to the stables at Borgo Cignano. With a maximum of 12 travelers, the group size ensures a more personalized experience, allowing guides to give ample attention and tailor the ride where needed.

The Horseback Ride: A Scenic Journey

The riding part of the tour lasts approximately 2.5 hours, taking you through some of Tuscany’s most iconic sights. We loved the way the guide, Sergio, was praised for his warmth and expertise—”Our guide Sergio was really lovely,” one reviewer remarked. The horses are described as “great,” making this suitable even for those with some riding experience, although the ride can be customized for beginners or less experienced riders.

The route begins with a gentle ascent along the avenue of cypress trees, a hallmark of Tuscan landscapes. The ride then crosses a forest of oaks and Holm oaks, offering shade and a sense of being away from the hustle. Crossing the Arbia River is a special highlight, giving riders a chance to feel connected with the land and water.

The Estate and Panoramic Views

From the saddle, you’ll eventually reach the Dievole estate, founded in 1090. Here, the history and majesty of the estate add a layer of depth to the experience. The final stretch offers spectacular views from Petrignano, overlooking the Chianti hills, Val d’Orcia, and Monte Amiata on the horizon. One reviewer highlighted the “fantastic tour of the Tuscan hills,” emphasizing how much the views contributed to the trip’s appeal.

Lunch and Wine Tasting

Post-ride, there’s a delightful lunch along the banks of the Arbia River—a perfect spot to relax and reflect. Afterward, the journey continues to the medieval village of Dievole, where expert sommeliers guide you through IGT and DOCG wines. This part of the experience is praised for the quality of wines and the depth of knowledge shared. Customers mention that guides are very friendly and professional, making the tasting both educational and enjoyable.

Practical Details and Booking

The tour costs around $405.35 per person, which might seem steep but includes the full day of riding, sightseeing, and tastings. It’s recommended to book at least 77 days in advance, likely because of the small group size and popularity. The tour includes mobile ticketing and offers group discounts.

Cancellation and Weather Policy

Flexibility is built into the booking with a full refund for cancellations made at least 24 hours in advance. The activity is weather-dependent—if poor weather cancels the ride, you’ll be offered another date or a full refund.

The Real Deal: Authenticity and Value

From the reviews, it’s clear that guides like Sergio make a meaningful difference, creating a friendly, personalized atmosphere. The horses are well cared for, and the scenery is second to none. The wine tasting at Dievole stands out as a highlight, especially for those wanting to deepen their appreciation of Tuscan wines.

Who Is This Tour Best For?

This experience is perfect for adventure lovers keen to explore Tuscany on horseback while enjoying some of Italy’s most renowned wines. It’s equally suited for cultural enthusiasts looking for a taste of history and tradition in a relaxed setting. Due to the small group size and personalized approach, it’s a good choice for travelers who value intimate, meaningful experiences rather than large tourist packages.

If you’re traveling with less experienced riders or prefer a more leisurely ride, the tour can be customized accordingly, making it accessible for a range of skill levels. However, those expecting a quick, casual ride might find the full-day commitment and variety of stops a bit intense.

Final Thoughts: Is It Worth It?

For anyone craving a blend of outdoor adventure, culture, and wine tasting in Tuscany, this tour offers significant value. The scenic horseback rides are more than just a ride—they’re an experience in connecting with the landscape and history. The knowledge-rich wine tastings at historic estates add depth and flavor, quite literally, to the day.

While the price may seem high at first glance, it covers a full day of guided activities, transportation, and tastings, making it a worthwhile splurge for those seeking authentic, memorable moments. The intimate group size and knowledgeable guides help ensure you’re not just another face in the crowd but part of a personalized journey.

This tour is best suited for active travelers, wine aficionados, and those eager to explore Tuscany beyond the typical sightseeing route. If you’re prepared for a full day, enthusiastic about new experiences, and appreciate excellent scenery and wine, Wine and Horses could very well be your next favorite adventure.

Frequently Asked Questions

Is transportation included?
Transportation is not explicitly included in the tour details, but since the stables are a little way from Siena, you might need a car or arrange a taxi to reach the starting point.

What is the group size?
The tour has a maximum of 12 participants, ensuring a more personalized and relaxed experience.

Can beginners participate?
Yes, the tour can be customized for riders with less experience, and the reviews indicate the guides are accommodating and friendly.

What should I wear?
While not specified, comfortable riding clothes and sturdy shoes are recommended. Always check with the provider if you have specific needs or concerns.

What is the duration of the ride?
The horseback riding lasts around 2.5 hours, with the full day including stops, lunch, and tastings.

What wines are tasted?
You will sample IGT and DOCG wines at the Dievole estate, enjoying insights from expert sommeliers.

Is this tour suitable for children?
Most travelers can participate, but the activity is best suited for those comfortable with riding and outdoor activities—check with the provider for specific age restrictions.

How far in advance should I book?
It’s recommended to book about 77 days ahead, especially during peak seasons, to secure your spot.

What is the cancellation policy?
You can cancel for free up to 24 hours before the tour for a full refund. Cancellations less than 24 hours before are not refundable, and weather-related cancellations are fully protected with rescheduling or refunds.

To sum it up, the Wine and Horses tour offers a rare chance to combine horseback riding, spectacular views, and wine tasting into one thoughtfully curated experience. It’s an ideal choice for travelers seeking a personalized, culturally rich day in Tuscany that balances adventure with relaxation and education. Whether you’re riding through vineyards or sipping wine in a medieval estate, this tour promises stories worth telling long after your visit.