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Douro Valley

My friend and I are planning a trip to the Douro Valley from Porto on Sept. 27. We would like to take a cruise from Porto to either Requa or Pinhao, stay for 2 nights at a quinta, experience the Harvest Festival and return to Lisbon via Porto by train on Sept. 29. Any recommendations for achieving this itinerary?

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Most 2 day cruises from Porto to Douro, travel by boat upstream, overnight at a vineyard and return to Porto either by bus or train.
From Porto you can take the train to Lisbon.

Some Douro cruise sites for your research.
https://www.cruzeiros-douro.pt/en/2-days-cruises

https://www.roteirododouro.com/en/douro-cruises/2-day-cruises

https://portodouro.com/en/cruises/category/2-day-cruises

https://www.douro.com.pt/en/cruises/multi-day

https://cruzeirosnodouro.pt/en/programas/cat/2-and-3-day-cruises

Official train site Lisbon to Porto
https://www.cp.pt/passageiros/en