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I went to the Caymans with the Cayman Caravan a few years ago. Great fun! And definitely a place I would like to go back to.
Theoretically you can go VFR, but on our trip all the VFR aircraft (all 2 of them) were turned back inexplicably by Cuban ATC.
AOPA has all the forms, and info, that you need, and I can't really add anything to what Ernie mentioned. Ernie is far more experienced at Carribean flying than I am.
If you want some first hand stories, call me at 503-693-7266.
Kevin
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