I'd guess that my tips weren't what you were looking for?
here's another one: get a sense of humo(u)r, it really does help.
what you're asking for is not likely going to happen anyhow, due to the political situation between the US and Cuba. there are a few limited flights between Cuba and the US and not just anyone can board one. a non-US registered boat would be the best way, but any boats that make a port-of-call in Cuba get scrutinized by the Coast Guard.
better to get a boat or a flight to another country, say the Bahamas, then look for a way into the US from there rather than trying a direct route.
All mankind is divided into three classes: those that are immovable, those that are movable, and those that move.