Arrive in sun‑washed Lisbon and settle into your boutique hotel before the city truly comes alive. As day fades, gather with Sarah and your fellow travelers for rooftop cocktails, panoramic views, and your first expressive Portuguese pours.

Glide through Lisbon’s historic quarters by TukTuk, pausing for inspired bites and thoughtfully paired wines that introduce Portugal’s diverse flavors. Enjoy the rest of the day at leisure to wander riverside paths, explore boutiques, or linger at a café‑lined square.

Trace Lisbon’s layered history on a guided walk through grand plazas, tiled façades, and story‑rich neighborhoods shaped by fado and exploration. After free time to follow your curiosities, reconvene for a private winemaker dinner.

Savor a leisurely Lisbon morning before boarding the scenic northbound train, watching the landscape shift toward Portugal’s storied wine country. In Porto, settle into your stylish hotel, then follow the call of the Douro River for an evening of cobblestones, wine bars, and discovery.

Journey into the Douro Valley, where terraced vineyards tumble toward the river and centuries of winemaking tradition shape each glass. Visit two carefully chosen estates for private tastings and a wine‑paired lunch that lingers over sweeping, vine‑lined vistas.

Head north into the lush Vinho Verde region, tasting vibrant, refreshing wines that reflect its cool climate and green landscapes. After a relaxed winery lunch, return to Porto for a celebratory farewell winemaker dinner that brings your week of connection and discovery full circle.

Bid farewell over breakfast, packing favorite bottles, new friendships, and a deeper understanding of Portugal’s soulful wine culture. Depart Porto—or continue onward—carrying the textures, flavors, and stories of this journey well beyond your final toast.