There's a couple that live near by me and the guy was telling me how he did that and loved it. Go anywhere, fuel was free, living expenses minimal. Reason they moved to land was one time they harbored and got boarded by Colombian pirates that couldn't believe they didn't have or need money. They shot him & his wife and left 'em but he got medical help called in at a Colombian harbor police station --which had been only a hundred feet away at the time!
They still miss the life at sea --except for that...
Yea, you really need to be careful as to where you go. Even the Mediterranean is bad. Ya have to watch out for the EU taxman (pirates). I have a friend cruising there now and every few months he has to go to Turkey to hide out for a while or else they’ll seize his boat claiming he owes an import tax.