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Five weeks in Portugal - Does this route make sense?

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My husband and I - early 60's, hikers, lovers of good food and wine - are planning 5 weeks plus or minus in Portugal in September. We prefer smaller towns, little inns and preferably stays of at least 3 nights. We usually rent a car for our long trips, but I am also intrigued by the idea of using the train to get from one major area to another and renting a car in between.

I would appreciate input on whether or not my proposed itinerary is the most efficient route around Portugal, and if my allocation of time in each area seems to make sense. We can leave for home from either Porto or Lisbon, and we are tossing a coin between hiking the Costa Vincentina or hiking in the Peneda Geres N.P.

7-10 nights The Azores
7 nights Inn to inn hike Costa Vicentina (or hiking Peneda Geres N.P.)
1 night Porto Covo (eliminate if going to Peneda Geres)
4 nights Lisbon
2 nights Sintra
4 nights Marvao surrounds - where to base?
2 nights Tomar
3 nights Coimbra surrounds
4 nights Duoro/Porto

If we decide on Northern Portugal rather than the Costa Vicentina we would put it after the Duoro and fly home from Porto. (Not shown on this is the fact that we need to spend a few days in New Jersey before heading home to San Francisco!)

Your input is much appreciated, and reminds me to finish up some trip reports.

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