Yeah, but the TSA is going to make them surface, take off their shoes, and empty their pockets when they approach the US coast. And in February in the north atlantic, water
will probably splash in.
Have you considered just chartering a boat in the Med and not telling them where you're sailing to? Might have to hire a charter crew to get it back but as long as the boats' in good shape and they get paid, would the charter company even care?
If it were me, I'd contact the marketing
managers of several charter companies and see if they'd be interested in being able to say their boat did that. They're probably not very busy in mid winter.
And if you survive the film rights might pay for the return charter.