I would look at Dunedin Fl. Sail from the Causeway. You can sail inside or out in the Gulf. You sail south to Clearwater beach or north to Three Rooker sand bar or a bit further to Anclote Island.

You can purchase a overnight parking sticker for the boat.

If sailing is what you want to do this is the right place.

Sailing in the Atlantic gets boring after a half hour and then there's the surf to deal with.

Dunedin also has a nice little downtown and some very good restaurants and atmosphere.

Check it out. PM me with any questions.