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Where should we go to Cuba or DR?

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We want to go to either Cuba or DR for two weeks at the end of January and we want to find a good hotel to chill out in the first week then hire a car and travel around the second week. Any recommendations?
Also any comments on the ease or difficulty in travelling around Cuba V/S DR (self-drive probably). Hotel- wise it's important that it is on the beach and the food and service is pretty decent.

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