Meet in bustling Madrid to kick off the first half of your two-country cycling journey • From the Tormes River, bike through rolling hills filled with wheat and brilliant yellow sunflowers • The ancient Mocho bridge leads us into the charming town of Ledesma, home to an ancient fortress and rich heritage • Sample acorn-fed ibérico ham alongside fresh cheese made on-site at our extraordinary hotel • Explore vibrant Salamanca, a World Heritage city known for its elaborate sandstone architecture, baroque-style town square and lively restaurant culture.

Cross the border into the vast plateaus and enchantingly open landscapes of Portugal’s Guarda region • Savor a traditional lunch in a local adega (tavern) • Gaze at famous baroque staircases in the elegant hillside town of Lamego • Dine, swim and vacation at a working vineyard and wine hotel—a quintessential Douro Valley experience • Taste and share authentic Port wines.

Embark on an unforgettable ride past the quintas and vineyard-laden hamlets of the Douro region • Descend through the Alto Douro to Bitetos Port, where a private boat ride gives you a chance to see the contours of the river in a different way • A beautiful loop ride takes you through the eucalyptus forests and river paths surrounding Paivas • Bike all the way to Quintadona, one of Portugal's oldest aldeias preservadas (preserved villages) • Unwind with river views at our exquisite hotel • Toast to a wonderful week in Spain and Portugal, sitting down to a gastronomic farewell dinner • Extend your stay in the vibrant city of Porto.