Most of the Caribbean
draft is not an issue. If you plan on cruising the Bahamas
(not technically in the Caribbean but is frequently included as a Caribbean crusing destination) then draft is more of a concern. I have cruised the Bahamas
on boats with draft from 3'6" to over 6' and managed to enjoy every trip and found plenty of places to anchor
. Just have to be a little more selective about where you go.
If you do plan extensive Bahamas cruising your life is a lot easier if you keep the draft under 6', 5' even better.
By the way, I managed to (gracefully) bump the bottom on every trip, no matter what the draft of the boat.