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Where should I go in Spain for 2 weeks? Add Lisbon?

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I would like to visit Spain this October. My SO is restricted to dates of October 15-30. I have more flexibility and could stay on to explore a little more, but I'd be on my own.

Is there a recommended itinerary of where to go/how many days to stay each place in a two week trip? I know it's certainly not an ideal amount of time to see a ton. What is the recommended mode of cost-effective transport around the country - train or drive?

Does Lisbon - Seville - Granada - Madrid - Barcelona sound reasonable for 2 weeks?

Maybe this isn't relevant....but the last time we went to Italy, it was also a 2 week trip and we did the following: flew into Rome; couple days in Rome; train to Naples and spent a couple of days seeing Naples, Pompeii, and Positano; train back to Rome and a few more days there; drove to central Tuscany and did little day trips to different areas for several days; drove to Parma and Bologna and spent a couple of days there; drove to Venice and spent the last couple of days there, then flew home from Venice. We certainly weren't expecting to see everything in any one place and of course more time would have been terrific, but it was fun to experience a number of different places and it was one of our very favorite trips.

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