Good morning... I may have a bit of here. I have lived aboard in various spots throughout Miami
and the keys for the last 7 years. The issue you will have id that some of the marina's that are suitable for live aboard are the ones with restricted draft
.. Manatee Bay Club comes to mind. Draft
restrictions are about 4'6 on average. In Key Largo
there a few spots that are good, but you have to drive down to really see them to get a feel of the community... some are very transient, some are very Cuban, some are just neglected and derelict. The one that comes to mind as a possible is Blue Waters. Pilot house is very commercial
, Gilberts is too rough. Well, you get the idea. take a few days to come see them in person. Also, Mooring
field in Marathon is a good starting point while you get your bearings. Eric Stone's Dockside is now open and great. In Key West, at the top end you might be able to get a good deal on Key Largo
Harbor for the off season to try out the lunacy of Key West!... it is a great marina with full amenities but a bit put of town. Good luck! I am leaving to go down on Wednesday to the Keys myself from Norfolk.