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Been to most of them. It’s all depends on what you like to do. I love Bonaire and Dominica for diving but there not much else to do. You might consider a cruise from Florida that hits several islands and get the taste of the Carribean. The flights to the islands are expensive.
Did Turks and Caicos last year. Very quiet. Beautiful beaches and the visibility and snorkeling was amazing.
I've done Bermuda, and ST Thomas, Burmuda was the bomb. Both sides on the tax payers dime, thanks everyone.
A cruise is not an option. Wife cant do boats. She gets sea sick ridiculously easy