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Anyone been to Italy, Spain and Portugal?

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Hi everyone. My husband and I are taking a return trip to Europe (went to italy for our honeymoon last summer) and would love some advice. We would like to rent an apartment for a home base and do a couple little side trips. We are primarily interested in great local food, wine and culture. Scenery such as hills, beaches are also nice. We absolutely loved italy and spent most of our time in the south so we were thinking of Umbria for the delicious truffles and wine, (or maybe Siena) and a side trip to cinque terre. I'm also interested in Seville for the tapas and the flamenco dancing&music and interesting architecture. My husband suggested San Sebastián for the food and scenery but I'm afraid it may be too cool then as we are going in May. Also, is that area very pricey? We are also interested in Portugal. I've read many of the Spain vs Portugal threads and people seem very divided between Spain and Portugal, so it's hard to get a feel for which would fit our desires. Maybe a week in Lisbon and a week in Seville? We keep vacillating between going back to italy where we KNOW we will love it, and trying a new country like spain&portual....but that could be a risk and we may wish we had just gone to Italy. We won't be able to travel like this again for several years so we want this trip to be amazing. Not sure if we will get a car or not.

Any advice from folks who have visited all three countries would be greatly appreciated!!!

Details:
May, 2 weeks
Want: warm weather, great food, not too touristy vibe, relaxing, interesting culture and walkable areas
Would prefer to not have to get a car, unless it would make the trip better
Speak Spanish, some italian, zero Portuguese

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