Two weeks in Portugal Itinerary
 

Traveling to Portugal in May for the first time and want to see the main highlights. I am not really a beach person, hence the absence of the Algarve. I am always up at around 7am and also enjoy staying out till around 11pm-12am. I enjoy walking a lot and just stopping in random cafes or bakeries along the way. On previous trips, I have walked on average 12+ miles a day. I also like to see the main tourist attractions of the cities, but I don't mind missing some of the big stuff if there are long lines, etc. I do have experience traveling in Europe and have visited Spain, Poland, and Romania in the past. Here is my itinerary. I have 13 full days excluding travel.

Day 1: Arrive in Lisbon at 8p. Check into hotel and get a good night sleep.
Day 2: Full free day in Lisbon.
Alfama, Chiado, Baixa, and Barrio Alto
Day 3: Full free day in Lisbon.
Explore the Belem district in morning and Principe Real at night.
Day 4: Sintra day trip. Sleep in Lisbon.
Day 5: Tomar day trip. Sleep in Lisbon.
Day 6: Lisbon to Evora by train. Spend afternoon and sleep in Evora.
Day 7: Free day in Evora.
Day 8: Evora to Coimbra by train. Spend afternoon and sleep in Coimbra.
Day 9: Coimbra free day.
Day 10: Coimbra to Porto by train. Spend afternoon and sleep in Porto.
Day 11: Free day in Porto.
Day 12: Free day in Porto .
Day 13: Guimaraes day trip.
Day 14: Morning in Porto. Take afternoon train to Lisbon and stay in hotel by airport
Day 15: Leave Lisbon at 6am in the morning.

My main questions are:

Is this route all manageable by train?

What day trip from Porto would you recommend? Douro valley seems to be very popular, but I don't really drink and most tours seem to be wine tasting. I do enjoy nature though and the views look stunning. I have opted with Guimaraes so far.

Would you recommend to take one day from Porto and add an Obidos day trip from Lisbon. I have heard mixed opinions about Obidos, but I personally love small towns--especially medieval ones.

Would you speak Spanish or English? As a native Spanish speaker, I understand Portuguese quite well and wonder if this is more useful than speaking English.

Does this trip look reasonable? What would you add or take away.

Thank yall in advance!