Hey Nick........
I've got a friend who's been in Punta Gorda for years now - born and raised in Centerport, L.I.She says it's real nice there, but re: sailing: often light winds, blinding thunderstorms, SHALLOW water outside channels, narrow channels, sea grass, the occasional alligator (?!) in Port Charlotte harbor, and expensive dockage. If you can look past those minor issues, she's got some great places to cruise to within a day or two of sailing.You know, except for the alligators, it kinda sounds like home, doesn't it? In fact, she wishes she could afford to move back. If you want, I can put you in touch with her by e-mail. If we only had blue water and no winter, L.I. would be great......