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Where to stay in the low season

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We are planning a last minute trip to one of the islands in the Caribbean, in mid-to-late August or early September. We have been to the Bahamas, Dominican Republic, and Puerto Rico. However, we are afraid that we may encounter a lot of restaurants/hotels/places of interest/etc. closed because it is the low season. We are not sure which island to visit.

Any suggestions on an island that has great diving, nature, great beaches, night life where we will find most places, if all, open? We are two parents with a 23 year old male traveling with us. Thanks!!!

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