Top Portugal Trips & Tours in September 2025

Sail on an 8-day cruise aboard the MS Amavida from Porto through the stunning Douro River Valley, a UNESCO site of terraced vineyards and charming quintas. Enjoy wine tastings, historic villages, and the rich flavors of Spain and Portugal.

Taste wines from historic vineyards on this 11-day Douro River cruise aboard the MS Amadouro. After spending 3 days exploring Lisbon, embark on a 7-night roundtrip cruise from Porto, visiting Salamanca, Vega Terron, Regua, and Pinhao. Stops include Belem Tower, Castelo de Pena, Nossa Senhora dos Remédio, and Sandeman Winery.

Set sail on a captivating 8-day Douro River Valley Cruise, roundtrip from Porto aboard the S.S. Sao Gabriel. Wander through the terraced vineyards of the Douro Valley and learn the art of Port making at a historic Quinta. Visit medieval castles and quaint villages like Castelo Rodrigo, where history and breathtaking views merge.

Embark on an 8-day Vida Portugal cruise aboard Avalon Alegria. Begin and end in Porto, visiting historic towns like Salamanca, Lamego, and Amarante. Explore UNESCO sites, vineyards, artisan markets, and ancient villages.

Embark on a 14-day cruise with stays in Lisbon and Madrid aboard the MS Amavida. Discover Portugal's heritage in Lisbon and Porto, then explore Spain's treasures, including Salamanca, Toledo, and Madrid's vibrant culture.

Sail roundtrip from Porto on an 8-day Douro River cruise aboard the MS Amadouro, passing terraced vineyards and historic wine estates in the world’s oldest demarcated wine region. Explore Regua, savor Port wines, and visit Salamanca, the UNESCO-listed “Golden City.”

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 9-day cruise aboard Le Laperouse, exploring Spain and Portugal’s vibrant coasts from Barcelona to Lisbon. Highlights include Gaudi’s masterpieces in Barcelona, the Alhambra of Granada, and Lisbon’s UNESCO-listed Jeronimos Monastery, with stops in Mallorca, Malaga, Cadiz, and the Algarve’s stunning landscapes.

Embark on a 21-day cruise aboard the Royal Clipper from Rome to Lisbon, exploring stunning cities like the Amalfi Coast, Sicily, and the Balearic Islands. Enjoy optional excursions to historic sites while relaxing onboard with sailing and adventure activities amidst breathtaking landscapes.