Spain's Wine Country Trail Ride

In the heart of Old Castile, high on the vast northern plateau of the Iberian Peninsula, lies Ribera del Duero—one of Spain’s most celebrated wine regions and a captivating landscape to discover on horseback.  Stretching across the southern plains of Burgos and into Valladolid, with touches of Segovia and Soria, the region follows the River Duero for some 115 kilometers upstream from Valladolid. From here, the river continues westward through Spain’s renowned wine country, passing the vineyards of Toro and Rueda before crossing into Portugal, where it becomes the legendary Douro on its journey to the Atlantic.

Our Spanish Vineyard Ride takes you deep into this extraordinary landscape, traveling through the provinces of Segovia and Valladolid. The adventure begins in the medieval town of Sepúlveda, dramatically perched beside the spectacular Duratón River Gorge, before heading north and west through a constantly changing panorama.  Expect dramatic limestone canyons, fragrant pine forests, sweeping vineyards, medieval villages, and exhilarating canters along superb sandy tracks. As you ride through the Duero Valley, ancient castles rise from the surrounding hills, creating a wonderfully cinematic backdrop to days spent in the saddle.

But this is a ride with a delicious twist: wine is very much part of the journey.  Ribera del Duero has a winemaking tradition stretching back to Roman times, and this exclusive itinerary offers a wonderfully personal introduction to the region’s wines and winemakers. Visit wineries that range from ancient underground wine caves in Fuentidueña to the strikingly contemporary Bodegas Protos, designed by renowned architect Richard Rogers. Along the way, discover smaller family-run bodegas where generations of winemakers continue traditions passed down through centuries.

Of course, there will be plenty of opportunities to taste the wines themselves—from celebrated Ribera del Duero labels to lesser-known gems—alongside the warm hospitality and exceptional food for which the region is known.

After days spent riding through this beautiful corner of Spain, retreat to a collection of exceptional characterful hotels, many housed in lovingly restored medieval palaces, former convents, churches, and abbeys. Each adds another layer of history and atmosphere to the experience.

Designed for riders who love great horses, beautiful landscapes, fine wine, and a little luxury, this is far more than a vineyard tour on horseback. It is an immersive journey through one of Spain’s most fascinating wine regions—where spectacular riding and exceptional wine come together beautifully.

Ride through the vineyards. Discover the history. Taste the wines. And canter your way through Ribera del Duero.

2027 Dates:  May 2-8, Oct. 17-23

Rate:  $4,815.00 USD (or 3,850€) per person in a shared room.  Single supplement:  $480.00 USD or (400€)