Actually, I have maintained contact with Naples Hotel & Beach club, and it does look like they have the facilities/parking/amenities that make for a good regatta.
I was hoping to gather some hard data (hotel nights, etc) from F18NA to take to their management and present my "evil master plan" of having a beachcat/light sportboat regatta. I think that there may even be some funding opportunities if I petition the right groups here... Obviously this would be a 2012or 2013 timeframe