Great trip, done it before. But I think the hurricane
concerns should really be considered. Even a tropical storm is a major problem, and that time of year is still peak. What few people recognize (even experienced sailors NOT from the hurricane zone) is that although there are places you can indeed duck into all along your route
, they will be completely full days before a storm system strikes. You'll be on your own, at sea or at anchor
or, of you're lucky enough to find access, tied up in the mangroves. You can do it in late September, but I would not.
Also, you'll ideally have a spinnaker
or other downwind sail, but at the very least a boom preventer is an absolute must. It will be a fast trip with following wind
and swell, and it will bang the hell out of your boat without a preventer. Trust me, I made the trip with an owner who agreed to get a preventer before we left and didn't, and there was no need to say I told you so...
I wish I could join you but I cannot. Good luck!