One of the great thing about living on a boat is you an always relocate to another place. A good plan would be go to Florida
in the spring at the end of the school
year buy a boat and travel around Southern Florida
until you find a community you like, their are 100s of great places in Florida to live.
Often when you buy a boat you do get stuck where you bought it, fixing the 100 things that have been neglected by the prior owner.
The big negative is for northern people moving to Florida, it is very HOT and MUGGY in the summer, maybe unbearable on a boat without AC.
I ended up in Philippines
for change, I still go back to Key West
and have my house there. I am looking to buy a 46 Formosa
over here it is in Thailand
and get back on the water