Top Lisbon Trips & Tours in October 2026

Explore the Douro River Valley on an 11-day round-trip cruise from Porto aboard the MS Amadouro. Ideal for wine lovers and nature enthusiasts, this journey offers authentic regional experiences and stunning views of terraced vineyards and traditional villages.

Immerse yourself in authentic Lisbon before heading to the Douro aboard Emerald Radiance. Leaving the metropolis of Porto behind, navigate a path through Portugal’s countryside, where vineyards and landmarks await. Viticulture in Pinhão, UNESCO Heritage sites in Salamanca, and canoeing experiences in Pocinho provide a new perspective on the Douro.

Set sail on an 11-day cruise from Lisbon to Porto aboard the Scenic Azure, exploring Portugal's rich heritage through the Douro Valley. Enjoy guided tours, regional cuisine, and iconic landmarks, including Lisbon and the historic Sintra National Palace.

Set sail on a 14-day cruise from Lisbon to Porto aboard the Scenic Azure, exploring historic sites, indulging in local cuisine, and enjoying curated excursions. Experience the beauty of the Douro River, visit charming villages, and conclude with a classical concert and evening cruise in Porto.

Discover Lisbon's rebirth through its newest galleries and cafés on this Portugal cruise from Lisbon to Porto aboard Viking River Cruises. This 10-day tour includes a hotel stay in Lisbon and the added bonus of a visit to Spain. Enjoy stops in stunning ports of Porto, Régua & Pinhão, Douro, and Salamanca.

Embark on a 14-day Atlantic route from Lisbon to the Canary Islands aboard Le Laperouse. Explore Portugal, southern Spain, Morocco, Madeira, and the Canaries, combining historic cities, coastal towns, island capitals, and uninterrupted time at sea.

Aboard the Emerald Radiance to travel to the Douro, and immerse yourself in real Lisbon. Navigate away across Portugal's countryside to reach vineyards and famous sites after leaving Porto's city limits. A fresh viewpoint on the Douro is offered by the viticulture in Pinho, the UNESCO World Heritage monuments in Salamanca, and the paddling adventures in Pocinho.

Set sail aboard Le Boreal on an exceptional 8-day itinerary that takes you along the Spanish and Portuguese coasts, from Barcelona to Lisbon. Visit Barcelona, Malaga, Cadiz, Lagos, and Lisbon. Enjoy cultural landmarks, stunning coastlines, and historic sites with expert-led discussions with Smithsonian Journeys.

Sail across the Atlantic on this 16-day cruise aboard the Royal Clipper, blending culture and adventure. Discover Lisbon’s charm, Portimao’s historical treasures, Madeira’s vibrant nightlife, and Barbados’ stunning shores, with serene days at sea in between.

Embark on an 11-day Mediterranean cruise from Barcelona to Lisbon on the Emerald Sakara, exploring vibrant cities like Ibiza and Seville, while enjoying beaches and rich cultural experiences. This luxurious small-ship journey offers a perfect blend of urban adventures and relaxation.

Sail on a 14-day cruise through Spain, Morocco, and Portugal aboard the Royal Clipper. Explore Ajaccio, Mahon, and Ibiza before visiting Motril, a gateway to Granada’s Alhambra. Discover Malaga, Puerto Banus, and Gibraltar’s famous Rock. Stop in Tangier, Cadiz, and Portimao before a final day at sea, ending in Lisbon, a historical place to explore.