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Love the Caribbean (around 50 trips, + or -), and include in that the Florida Keys and the islands close by that don't technically fall under that description. So I had to have some login name, and this sounded as good as any! Its naming style inspiration came from James Taylor's song "Carolina on my Mind".
I guess the ultimate experience for me in late fall/winter/early spring would be sitting at a bar very close to the sea without hi-rise hotels anywhere, overlooking multi-hue'd blue turquoise waters with 'island' music playing, preferably a live band. And drinking of course. It occurs to me that with this description, I could make some good friends!!!