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2 weeks in Portugal--help!

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I'm leaving on August 31 for two weeks in Portugal and have a general idea of where I am going, but I am in the fine-tuning stage of my itinerary (specifically, the non-Lisbon and non-Porto parts) and need some help!

I've read various guidebooks, looked at online forums, etc., and I'm sort of overwhelmed at this point--too much info, combined with having a busy life! My main point of stress is not knowing how long to stay at a given spot and which spots to spend the night.

I'm not going to the Algarve on this trip.

I'm on public transit.

Here's my tentative plan; as I said, my point of panic is fine-tuning the timeline.

9/1: Lisbon, tour around town via walking and tram, fado at night with hostel folks
9/2: Day trip to Sintra and Cabo da Roca (Monday, so it's the best day to go because a lot of other stuff is closed on Mondays)
9/3: Lisbon, Belem
9/4: Lisbon (morning to wrap up sightseeing); afternoon/evening train to Evora; overnight Evora.
9/5: Evora
9/6: Evora to Obidos (public transit issues?); overnight Obidos (everyone says it's better once the day-trippers leave)
9/7: Obidos to Nazare; stay Nazare
9/8: Nazare; visit Alcobaca and Batalha (or just Alcobaca)
9/9: Nazare to Coimbra; overnight Coimbra
9/10: Coimbra to Aveiro; a couple hours bicycling around Aveiro; Aveiro to Porto; overnight Porto.
9/11 to 9/14: meeting up with a group in Porto to do a Porto/Douro Valley wine tour; everything already arranged.
9/14 pm: train back to Lisbon
9/15: fly home :-(

Any advice regarding my timeline (specifically, the 9/4 through 9/10 portion) would be much appreciated! Please excuse my lack of accents and possible misspellings; I'm doing this off the top of my head.

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