If your planning to use it in the Keys, I hope you have dockage arranged (I recommend Florida City and Goodland north of there) already. Dockage IN the Key's is hard to find and very expensive when you do. If it's not in the keys, you had better have plans to make the boat seaworthy (note the narrow beam, as sea's can stack up pretty big on the Gulf Side from Naples- south, which makes a narrow long boat a concern to turn) enough to get there, and have good anchors, and a big holding tank because pump out places are another thing that's rare to find, and the National Park Service has about taken over both sides of the Key's so there's no shortage of officers there looking to inspect your boat. It's not like it used to be-which was good. Even Boot Key Harbor is all moorings now. You will be stopped at night commuting in your tender. Which reminds me- tow a BIG boat with a BIG engine because if your anchoring out in a nice private place- it's going to be several miles to fetch groceries, water, restaurants, etc., and the police really like stopping "minnows" (Inflatables or rowing tenders) and pretty much leave the big fast boats alone. Easier to catch I reckon. Oh, and you mentioned "liveaboard"- yeah, that's exactly what all those rich people in their MacMansions like looking at- liveaboards in a old boat. "Hello Monroe County Sheriffs office, you mind checking out that boat over there?"