Nice to hear that there are cats at Keowee SC. I was a member in, oh, 1985 or so. Sailed a Windmill. Also a Contender and a very strange windsurfer-hulled catamaran. Left the area to teach for Offshore and then run the St. Pete YC program.
Incidently, we sail a Hunter 47 from Duck Cay, about 7 miles east of Marathon to Key West for Live-aboard class at Offshore Sailing School. Total sailing time is about 10 hours in a floating palace. If the breeze is the usual broad reach for you from Marathon to Key West you may not have to pack much of a lunch!