In SW FL, check out Burnt Store Marina in Ft. Myers. i don't know how clear the approach is. However, I think they have a limited number of l/a slips.
If I was going to do it, I would base myself north of Homosassa, even as far as Crystal River or even Apalachicola. Then in the Winter you could cruise south to the warmer waters, but not have to pay as much of the price.
Good Luck and Fair Winds,
Eat When You're Hungry,
Work When You're Broke.