Re: Travel to Cuba
My brother and I have both been to Cuba several times. The main thing is to not do anything that makes the Cuban government think you are doing anything to help a Cuban citizen escape. Another is to be very careful about letting unauthorized people (Cuban citizens) receive American dollars from you. Cuba has very strict rules about where you can legally spend American dollars (mostly only at government facilities). Everyone wants dollars, so anyone will take them but be careful.
It's a little better under Raoul than Fidel, and you can have a good time there, but don't ever deceive yourself into forgetting what it can mean to be in a third world dictatorship if you do something stupid. And, for god's sake, if the Cuban border guards don't search your vessel well for refugees trying to escape, make sure you do. You don't want to be explaining to a Cuban gunboat, ten miles off shore, how you didn't notice Juan and his family in your stateroom.
On the northern Gulf of Mexico.
"Best thing to do is get her out on the ocean. If anything's gonna happen, it's gonna happen out there." Captain Ron Rico