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Portugal and Spain itinerary help -- 11 days in the end of Nov. 2014

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One member from my family and me are planning to make a trip for 11 (10.5) days to Portugal and Spain. We already have the tickets, with which we will be arriving to Lisbon on the 21st of November (3pm) and leave from Barcelona at 8am on the 2nd of December.

I guess at the moment, I have two itinerary options. Both of them include overnight train to save up a bit on traveling time (either from Coimbra to Madrid, or Lisbon to Madrid). One would focus more on Portugal, while other more on Spain, and probably involve a little less travel time. It might be possible that I will try to rent a car to see some of the day trips places.

1. Option one: Lisbon to Porto, then Madrid and Barcelona
Basic day break out...
Lisbon – 3.5 days
Explore the city on our arriving evening, and for the next two days. Use last day (and possibly part of 2nd) to travel by car to some of the smaller towns (Sintra, Mafra... etc. Not sure which ones to select yet).
Porto - 3 days
Arrive to Porto either on the first day in the morning or in the evening from the day before. Use last day to do some day trips, maybe like Vinho Verde region)
Coimbra - 1 day
Arrive to Coimbra in the morning. Try to see its highlights during the day. In the evening take overnight train to Madrid.
Madrid - 1 day
After arriving, try to see highlights of the city before taking evening train to Barcelona.
Barcelona - 2 days (try to see as much as we can in last 2 days before departing at 8am on the 2nd of December)

2. Option two: Lisbon, Madrid, Barcelona
Lisbon - 3.5 days (use 2nd day to do some day trips... Sintra, Mafra..etc...On 3rd day depart with overnight train to Madrid)
Madrid - 3 days (use one of the days to do day trips)
Barcelona 3 days (use one of those days to do day trips)
One extra day is left, I guess just add it either to Lisbon, Madrid or Barcelona, or for some day trip.

What do you think would be a better choice? Maybe give idea for some other possible itinerary (we are stuck with leave from Barcelona, however)? How could I break up stay in Portugal/Spain to maximize our time there? I am kind of want to see Porto, but I am not sure if it’s good time of the year to see it and wineries in the Vinho Verge region.

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