Since your question was about the
Caribbean, the answer is that you will not be limited at all by deeper draft almost anywhere. The
wind blows pretty steadily and pretty hard in the Caribbean so a deeper draft, stiffer, boat will stand up better and sail better.
If you count the Bahamas as being in the "Caribbean" for your purposes, they are the exception because they have lots of low, sandy islands surrounded by shallow
water. So, in the Bahamas, with a 7' draft boat (mine was 7'6"), sometimes you'll have to
anchor further out (that's why a
RIB with a
motor big enough to plane comes in handy) than many others, or wait until high tide to exit and enter harbors. Frequently, once you are inside the harbor, it's deep enough to accommodate a 7' draft. Also, as I mentioned, the Bahamas are mostly sand. After awhile you get used to "touching" bottom or even occasionally plowing a 50' long furrow until the
depth increases slightly, no harm, no foul. As long as you avoid
coral heads, you'll be OK there.