Buy in Florida , you probably already have a Fl drivers license and a Florida address , insurance will be cheaper . Drive it around Florida for a week or so to get the bugs out . I would not buy new , there will be plenty of deals around now . It sounds like a big trip , but it is really just one day at a time , take your time and do not set a tight schedule .
We lived on a sailboat and traveled the Carib for 15 years or so , no plans , just one day at a time .We rode a Honda motorcycle to Alaska from Florida twice with no planned itinerary.
