Welcome to the forum, a neat place with a lot of helpful and friendly
advice and just a few dudes who are only too glad to remind you of your ignorance.
I applaud your ambition, but if you really aren’t pulling our leg about not sailing yet, I encourage you to start out with a few baby steps.
Port Mansfield is just about the 2nd worst place in the US to get to the
Caribbean from, the worst being right down the road from you at Port Isabel. To get there from where you are you have to buck the
Yucatan Current, which can hit 6 knots. A 42 ft sailboat will have a max cruising speed of just a bit more than that.
Cruising is an exercise in indepedence and self-reliance. Think hard about doing the Gulf Rim to
Key West. Without pressing yourself you could be there in day-time legs in a couple months without touring any sights along the way- but don’t forget that’s part of cruising. The problem with that just now though, is it puts you in south
Florida at the beginning of July- it gets warm there.
Hurricane season starts June 1.
Florida gets twice as many hurricanes as any other state, partly because of its long coastline, shape, and just where it happens to be. Those that can have already started leaving Florida to take their
boats north.
We all had a lot to learn when we started the sailing
game, and those who say they know it all are only lying to themselves. Don’t feel bad if you feel ignorant- we were all born that way. I encourage you to read any of the hundreds of
books about the sailing life and cruising. Among my favorites are those by Lin and Larry
Pardey. Those
books and the approachable way they were written helped countless thousands see that sailing-cruising was an attainable dream.