The problem with keel boats in Florida is, it's too damned shallow getting into/out of most bays. Great for up nawth, where the water is deep (and cold, even in August!), but not so good in Florida, certainly not in the Naples area where Jay lives.

When I was living in Miami, crewing for Ed Cabassa on his black J24 named "Sambo"(1985-6), we would sometimes run aground in the middle of Biscayne Bay on a low tide!

Yes, it was usually on the berms at the edge of the channel, but still, less than 4' of water, in the middle of the bay??!! I think the entire bay is only about 10' deep, or less in most spots.