I don't know where you are flying but are you going to overfly Cuba or fly around? It is easier but more expensive to let a flight planner get the overflight, but you can do it yourself.
Great rum, super beaches and sure warmer than where you are originating!
Nothing out of the ordinary .... except have enough gas to go to an alternate (regardless of wx). There's only one rwy and lots of things can close it for awhile.
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