Hey Julsburd , hope your plans for 'wintering' in FL are coming together.....! I've been in Central (ORL, sucks), South (Palm Beach Gardens, nice), and now East Central FL (Melbourne) for almost 40 years. I can speak to the weather, not live-aboarding (never done it). FL is the lightning strike capitol of the US yes, maybe the world ?! Winter is not thunderstorm season though. January through April will be pretty nice temperature wise,and relatively dry (rain wise) and also the lowest humidity we get here (still quite humid). You do get cold (ok, cool) fronts marching through fairly regularly all winter long, a squall line with heavy winds and rain, followed by a fairly dramatic (for FL) temperature drop- you will enjoy the temperature drop. Nestled in a marina amongst other large-ish boats I'd think you would be impervious to the winds. For the lightning, IDK I have been motoring in Jupiter inlet during a nasty squall and saw lightning hit the mast of the sailing yacht a couple hundred yards ahead of me- and they continued motoring along. Now IDK if other electronics were injured/killed but the occupants and the engine, were not. I'd think scattered among some sailing vessels in your marina- they will be the 'lightning rods' - not you..... Also as you ease into warmer weather from Jan to April- you won't notice its getting quite a bit warmer day by day- versus someone who comes from the N and gets hit with the heat all at once. We are fast approaching the ability to become 'snow birds' -get the heck OUT of FL for 8 hottest months, and back for a 4 month 'winter' - be that on a yacht or RV, not really sure yet !