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Discover Tuscany’s Chianti region on horseback, riding through rolling hills and vineyards before savoring a traditional Tuscan lunch. A perfect blend of nature and culture awaits.
Discover Tuscany’s Chianti region on horseback, riding through rolling hills and vineyards before savoring a traditional Tuscan lunch. A perfect blend of nature and culture awaits.
Book with Under The Tuscan Sun Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Under The Tuscan Sun Tours · Florence, Italy
Chianti Horseback Riding offers an immersive way to experience Tuscany’s renowned Chianti region, just south of Florence. This area, known worldwide for its rolling vineyards and iconic medieval towns, transforms into an outdoor rider’s playground where verdant hills meet centuries-old castles and rustic farmsteads. The business specializes in guided horseback tours that wind through quiet country lanes and panoramic hilltops, revealing the natural beauty and cultural richness of the Chianti wine zone. Riders embark on a two-hour trek through landscapes marked by ancient olive groves, cypress-lined roads, and the distinctive red earth of Tuscany’s famed clay soils. This setting offers more than just scenic views — it’s a chance to connect deeply with the rural heart of Italy.
Following the ride, guests enjoy an authentic Tuscan lunch featuring local delicacies paired with prestigious Chianti wines, providing a perfect balance of adventure and indulgence. The route often includes views of San Gimignano’s towering skyline, a medieval town famous for its stone towers and UNESCO heritage status.
Chianti Horseback Riding stands out by blending equestrian skill with local culture, making it more than a simple trail ride. The expert guides share stories of the region’s wine heritage and rural traditions, enriching the experience well beyond the saddle. For travelers seeking a unique way to engage with Tuscany’s landscape and history, this operation offers a memorable and authentic journey.
The area’s distinct mix of geology and agriculture shapes the ride’s character — red clay soils support legendary vineyards, while the rolling hills create natural corridors for equestrian routes. The blend of natural beauty and cultural depth makes Chianti Horseback Riding a one-of-a-kind adventure in Tuscany.
moderate.
2–3 hours.
Moderate fitness required to comfortably handle a two-hour horseback ride across uneven terrain.
Basic horseback riding skills are recommended, but guides can accommodate riders with varied experience.
The tour features a two-hour horseback ride through Chianti hills and a traditional Tuscan lunch with local wines.
Children are allowed depending on age and riding ability; please contact the operator for specific age restrictions.
Special dietary requirements can often be accommodated if informed in advance.
Spring and fall offer the most comfortable riding weather and vibrant scenery.
Yes, for safety, helmets are provided and required during horseback tours.
The Chianti region’s vineyards date back to the Etruscans, and San Gimignano’s stone towers trace to medieval times.
Rides are conducted with respect for the land and vineyards, supporting sustainable tourism and preserving natural habitats.
Under The Tuscan Sun Tours is a Florence-based tour operator specializing in private and small-group experiences across Tuscany and nearby regions. Founded to connect visitors with the cultural, culinary and scenic highlights of central Italy, the company offers a wide range of day trips, shore excursions and immersive activities. Operating from Florence, Tuscany, the catalogue includes private VIP shore excursions from Livorno, La Spezia and Piombino to destinations such as Pisa, Lucca, Florence, Cinque Terre, San Gimignano and the Chianti wine region. Options span guided walking tours with reserved entries (Uffizi, Accademia), winery visits with tastings and meals, truffle hunting with trained dogs, cooking classes, Vespa tours and curated visits to Bolgheri for Supertuscan wine tastings. Services include private vehicles and professional drivers for full-day transfers, small shared tours for groups up to eight people, and tailored itineraries for families or wine enthusiasts. Specific shore excursions list included stops, tasting experiences and local activities, while other experiences emphasize cultural sites such as Michelangelo’s David, the Duomo, and Carrara marble quarries. Under The Tuscan Sun Tours works with licensed local guides and established wineries, restaurants and activity providers to deliver organized itineraries and reserved accesses. The business emphasizes clear pickup arrangements from ports (Livorno, Piombino, La Spezia) and from central Florence, offering a practical way to turn limited time into a full Tuscan experience.
Book with Under The Tuscan Sun Tours