A search here will turn up lots of threads that you should read. Here are a couple of thoughts...
1. Learn to sail FIRST, not after you have bought your boat.
, the Bahamas
, the Virgin Islands
, or even on Lake Michigan. See what it is like to live for a couple of weeks at a time on a boat. You will learn a lot about what sort of boat you really want and need, and you may discover that you don't really enjoy it all that much.
3. Before you move to Florida "permanently," spend at least a few weeks in late July, early August down here. A VERY large percentage of the people who move to Florida every year end up moving away soon after, because they had only visited when the weather
was nice and had no idea what to expect from a Florida summer (guy just two doors down from me has his house up for sale
right now for that exact reason).
4. Why buy in Michigan? There are a LOT of sailboats available in Florida, and then you wouldn't have to move it down here.