Its a pain in the ***. Heat is a HUGE issue around here, with low water temps. Air temps on the water are also lower. Also you end up quite limited in what stuff you can own, due to size constraints. Dock fees are quite expensive. To swing on a mooring buoy is more reasonable, but very inconvenient. Need to go somewhere? Have a fun row to shore in the winter storm. Boats only become a practical thing when you're traveling the world.. And even then, its expensive. Sailboats are much more economical than powerboats for long distance travel.. But it requires some skills and effort to learn stuff like celestial navigation. Anyone who relies on GPS or the like is asking for death. Its a handy tool, but when your power supplies go out a few hundred miles from the nearest landmass you want to be able to figure out where the hell you're going.
Also, boats are bloody expensive to maintain. Fiberglass boats are cheaper than wood to maintain, but any major damage basicly reduces the boat to salvage, unlike wooden boats which can be easily and readily repaired. Steel is also a good material, but its pretty pricey. But yeah, don't live on a boat. Even a 100 foot boat is tiny to live on, and also costs a ****load. >_>