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Lisbon to San Sebastián to Madrid itinerary help!

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Hi all! I posted earlier this year about whether to go to Lisbon and northern vs southern Spain. We finally decided to buy our plane tickets- we fly into Lisbon 9/7 and out of Madrid 9/24, giving us 16 nights. We plan to spend a few days in Lisbon, then head to San Sebastián and finally train to Madrid where we will spend a few nights before flying home. My sister and her husband are joining us and they are really interested in the Galicia region as well, so we are considering renting a car after 4 nights in Lisbon, heading north and staying in a couple small villages before heading over to San Sebastián where will return the car (I got a quote for $400 for a week). I'd like to do a day trip to the Rioja region also. But I feel that we have too many places we want to see in such a short time. Does anyone have any must-see villages in northern Portugal or northern Spain? Is the Douro Valley a must? La Rioja? I'm a planner and my husband and I are foodies and city people so I'd be happy with a week in Lisbon and a week in San Sebastián but my sister and her hubby are small town and nature people and they don't want to plan anything, they just want to get a car and go where the wind blows! Suggestions? Ideas?

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