Classic Portugal
Prices starting at $8,500 per person
12 Days in Portugal: Explore lively neighborhoods, wander palaces and castle walls, UNESCO-listed old towns, and so much more.
From the terraced vineyards of the Douro to the Atlantic cliffs of Cascais and the golden plains of the Alentejo, this easy-going journey threads together Portugal’s icons and quieter corners. Explore lively neighborhoods and UNESCO-listed old towns, taste storied wines, wander palaces and castle walls, and drift along river valleys, all with ample time to linger in cafés, markets, and seaside villages.
Top 6 Highlights of Classic Portugal
A Private Cruise Through the Douro Valley
UNESCO-listed terraced vineyards rising straight from the river, a glass of local wine in hand. The Douro is one of Portugal's most dramatic landscapes — the boat is the best seat in the house.Sintra's Palaces and the Cascais Coastline
Forested hills dotted with fairy-tale palaces give way to Atlantic cliffs and seaside villages. Two very different moods, one very good day out of Lisbon.Porto's Port Wine Lodges
Cross the river to Vila Nova de Gaia, where the city's legendary port wine lodges have been aging barrels for centuries. Guided tastings, river views, and an education in one of Portugal's most storied exports.
The Alentejo at Its Own Pace
Hilltop villages, traditional windmills, an olive oil tasting, and a countryside picnic — this is rural Portugal moving at the speed it's always moved at. No agenda, no rush.A Private Boat on the Sado Estuary
Calm water, coastal light, and a good chance of spotting the resident bottlenose dolphin pod that calls this estuary home. A quiet counterpoint to the wine and history of the days before.Porto's Food Markets and Ribeira Riverfront
The trip opens with a guided food stroll through Porto's historic streets — pastéis, cured meats, local cheeses — and the azulejo-tiled facades of Ribeira as a backdrop. A strong first impression of a country that takes eating seriously.
12-Days in Classic Portugal
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Land in Porto and settle in. Ease into the city with a guided food stroll through historic streets and markets to sample classic sweets and savory bites.
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Soak up Ribeira’s riverfront, azulejo-clad churches, and sweeping viewpoints. Later, cross the river to a traditional lodge for an introduction to port wines.
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Head inland along the Douro for vineyard visits and cellar tours amid UNESCO-listed terraces. Cap the day with a private cruise on a scenic stretch of river.
Alternative day trips available: Aveiro & Costa Nova (canals and striped beach houses) or Braga & Guimarães (cathedrals, castles, and medieval lanes). -
Journey south with optional cultural stops en route—such as Coimbra’s storied university, Óbidos’ castle walls and bookshops, Nazaré’s dramatic headlands, or canal-laced Aveiro—before arriving in Lisbon.
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Explore the capital’s layered history and creative energy. Choose a theme: classic landmarks in Belém and Alfama, a tile workshop, street art circuits, or a chef-led tasting walk.
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Trade city streets for forested hills and the coast. Wander fairy-tale palaces and gardens in Sintra, then follow the shoreline to Cascais and its rugged viewpoints.
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Unstructured time for museums, tram rides, riverfront promenades, or browsing independent shops in Chiado and Príncipe Real.
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Cross the Serra da Arrábida for castle overlooks, coves, and market stops before ferrying over the Sado estuary into the Alentejo’s slower rhythm.
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Discover village life around Santiago do Cacém: traditional windmills, hilltop views, and a local winery. Complement with an olive-oil tasting and countryside picnic.
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Follow coastal tracks to wild beaches and cliffs, then shift to calmer waters for a private boat outing on the Sado—often a great place to spot resident wildlife.
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Private transfer to the airport for onward flights. Boa viagem!