Island hopping Caribbean?

Island hopping Caribbean? I have been to a few places in the Caribbean, but for some reason I had an (probably romanticized) idea of hopping the Caribbean island chain all the way down to either Trinidad or all the way over to Aruba. I would start in Turks&Caicos and probably skip the islands I have been to: Bahamas(3 islands there) Puerto Rico, Virgin Islands (two islan...

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