Horseback Riding in Italy

The Tuscan countryside has a stillness about it because many of the farms and buildings are abandoned as people have migrated to the cities. The fortresses and castles which were so important in medieval times are now partially in ruin. Much of the land is returning to nature, which is all the better for riding and the soft beauty of the landscape is enhanced.

Situated in a tranquil region southwest of Siena, the circular stone walls of the Castello di Tocchi serve as a hospitable central base for either full or half-day rides into the surrounding countryside. From the lovingly restored suites of this medieval hamlet, which was built on the foundations of a 12th century castle, you have the opportunity to experience horseback riding in Italy and the enduring magic of Tuscany on one of two distinct itineraries.

The beautiful unspoiled Chianti region between Florence and Siena, which gave its name to the wine, is the setting for two rides through the lovely countryside of rolling, forested hills, vineyards, picturesque villages and ancient castles. Your host and guide’s comfortable 17th century farmhouse is the starting point for both rides. One itinerary proceeds to several different locations during the week, staying in charming hotels typical of the region, while the other is based at the farmhouse and combines riding and sightseeing with opportunities to meet the friendly Tuscan people. Share sumptuous meals and lively conversation in the farmhouse dining room after a pleasurable day of riding.

Choosing the Perfect Ride

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Feast of the Conquerors- enjoy delicous Italian cuisine on your horseback riding vacation in Siena

Feast of the Conquerors

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This riding tour in Italy is a fantastic opportunity to experience riding through the Italian countryside while enjoying local cuisine. Whether your trip includes Il Palio or the standard itinerary, this is sure to... Read more

Toscana Cucina- enjoy both horseback riding and cooking in Italy

Toscana Cucina Ride

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This trip is a perfect combination of horseback riding in Siena, cooking classes with the Chef and sightseeing to destinations of cultural and historical interest. Return to the convivial atmosphere of the Castello’s spacious... Read more

Seven Castles of Chianti- enjoy the beautiful countryside while horsback riding in Chianti

Seven Castles of Chianti

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Browse Trip

Here is a fabulous opportunity to enjoy horseback riding in Chianti. The ride follows a wide loop through the rolling forested hills, verdant farmland and vineyards, picturesque villages of the Chianti Classico region north... Read more

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My Riding Holiday in Tuscany

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Guest Reflections

"Your host and her staff in Italy are the definition of "hospitality".... We feel as if we left behind a special family - and it was our privilege to have been a part of their lives if only for a week.... Read More"

Linda Giannino

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