Here’s only a suggestion, but if he goes into Cuba....what would prevent him from catching a sailboat in six months, and quietly slipping into some small Florida port, and disappearing into the American landscape. Put a beard on the guy and he’d be just another guy in Orlando...working for DisneyWorld. Maybe even being Goofy as a character in the park.
Just go to Mexico ....and he can walk back in undetected with false papers and social security number..he doesn’t have to be one of the boat people.