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Need Santorini help!

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Hello! My husband and I planned a last minute trip to Santorini (we leave in two weeks) and I need some help. We have 6 days / 6 nights total. I know I want to stay in Oia for some or all of the trip. Is it worth staying in two villages? We are not looking for nightlife, just good food, shopping, views of course! Is weather warm enough mid-late May for swimming in the pool or is it worth booking a room with a hot tub? I also need some must do activities / attractions (sailing, wineries, hikes, beaches?) and of course restaurant recommendations. Any advice is appreciated. Thanks so much!

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