Charlotte Harbor is a great place for a home port. You have good
water depths between Punta Gorda and Boca Grande inlet and mostly good depths south to Ft Meyers.
The northern section has wide open
water and is great for daysailing. South of Boca Grande is an
ICW with good depths, but you need to stay in the channel. Our favortie destinations are Pelican Bay (south of Boca inlet), Cabbage Key (great restaurant), Sanibel Island and St James City. You have easy access to
Gulf of Mexico through Boca Grande inlet or via Sanibel Island bridge (at least 70ft clearance).
Bob and Annies marina is located in St James City (southern end of Pine Island) has a
marine railroad that hauls out many cats. I believe that can handle 25' + beam.
I think Charlotte harbor and Tampa Bay (our home port) are the nicest sailing locations on Fl west coast. They both have quick access to daysailing in large bodies of sheltered water with good depths. Most other locations are along the intracoastal waterway and there is often a long run out to the
Gulf of Mexico before you can raise "the
laundry."