Give Porto, Peso da Régua, Pinhão and Lamego one night each. The two outward rail journeys bring you into the wine landscape, while a booked driver takes you along the N222 on the way from Pinhão to Lamego. Return to Porto on day five by taxi to Régua and train. This is a moving itinerary: changing rooms every night buys you an evening beside the river and time at a working quinta, but requires light luggage. May–June or September–October suits the combination of town walks, vineyard views and an optional short cruise. Porto’s first afternoon introduces the river’s trading city; Régua explains the wine region; Pinhão brings the terraces and winemaking close; Lamego ends with a different tradition of pilgrimage and monumental architecture. There is no need to keep a rental car for the week, provided the two road transfers are arranged.