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Help me refine my trip to Portugal / Spain

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We are traveling to Portugal and Spain during Thanksgiving week this year. I had some doubts initially, but we are finally set on going there.

We will be traveling with our old friends (they are arriving from Europe, we from USA), however they are arriving slightly later (on 21st at 7pm). We are arriving on 19th @ 3pm in Lisbon and departing from Barcelona together with our friends on 2nd of December).

Here is our plan so far:

19th -- We arrive to Lisbon at 3pm. Possibly rent a car right at Lisbon Airport and drive to Evora
20th -- Evora and near by
21st -- Friends arrive to Lisbon at 7pm. Go back to Lisbon Airport to be there around their arrival
22nd-24th -- Spend next three days in Lisbon (with last one used for day trip to Sintra).
25th -- Rent car from Lisbon airport in the morning and go toward Coimbra. Try to hit Alcobaça and/or Batalha monasteries on our way to Coimbra. See a bit of Coimbra, before we will take an evening train to Madrid.
26th-28th -- Madrid, with possible day trip to Toredo or Segovia
29th-1st -- Barcelona
2nd -- Depart from Barcelona to go back home

We have originally planned to arrive also on 21th as our friends (at 3pm however), however we later decided to extend our stay there by two days. I am now wondering what we should do before our friends arrive on 21st.

Once option that I been thinking is to visit Evora and areas near by during those two days. I was thinking if we should just rent a car on our arrival (3pm on 19th) and drive toward Evora to spend there two nights there (19/20 and 20/21 nights). We could arrive back to Lisbon airport on the 21st around the time of our friends arrival.

How should we spend our time there? Just spend everything on Evora? Or should we visit some places near by before arriving back to Lisbon airport. I have been thinking of trip to Marvão or possibly Esporão winery region. What could you recommend on this excursion before our friends arrival?

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