Theirs a ton of liveaboard marinas
If your considering YEAR-ROUND in Florida then finding a liveaboard marina is not a problem. Its takes some searching and contacts, but they are plentiful and kind to liveaboards. The seasonal flip flop from north to south is very unique, but, here is one suggestion; if your willing to pay in advance for say, six months of wintering in Florida at a marina, its possible that you can negotiate with the marina on leasing that dock space for half the year. The only caution may be that the space they give you when you arrive could be way out and exposed to more severe wakes, wind and one heck of along walk to the parking lot! Make sure you know where they would place you first. In the interim it would be best to grab a Florida waterway guide with marina listings and explore the possibilities. By the way, northern Florida has always been a summer tourist destination (Fernandino Beach, Jacksonville, St. Augustine to Daytona), and winters can get a bit chilly, but far warmer then the northland. These are the areas I would consider first for wintering as costs may be more reasonable in that region. After all, everyone wants to head to Miami and the Keyes that time of year. All you need is your car delivered and your riding high! My last option would be to live off the hook for the season, but if you must, check out St. Augustine. I hope it works out for you.Bob