If I was to attempt it again, singlehanded, I'd follow the coast down to the tip of the Yucatan. Then head nor'east for Key West. Not a trip I'd care to make singlehanded though. That's why I got crew
I thought of that, planning a trip down to the western caribbean from Galveston, but there doesn't seem to be much info on that part of the coast ( Eastern Mexico from the Texas border to the Yucatan).