Been in FL since 09 as a live aboard. I have never heard of problems. Living in Marinas for so long, if the Laws were being enforced, I would know, my friends that are on staff would know, the people passing (transients) through would know.
Illegal here as above described until 2013. Both coast, no problems. FL, as many states have a lot of laws that are not enforced. FL is NOT in the business of running tourist off. Just tell em you are passing through. Have your safety gear, proper documentation, VA registration might be OK as an extra and have your boat sanitary system legal. Do not piss off the questioning officer. You will be fine.
John in post 11 has a valid point also.
OR just register it in the Caymans and tell em you are a Rich Trump White House Offical, like Betsy DeVoss.