Do I wake or sleep?

I've never been anywhere more tropically exotic than the Florida Keys (which I suppose are actually temperate, not tropical, but close enough). Jon & Joanne do a Caribbean vacation every year to pursue diving, and from their stories, it sounds wonderful. The simple fact is, though, I'd prefer someplace like Alaska or Iceland in the winter, which is why I've never bothered to visit the islands. Maybe someday upon sufficient enticement. I'd love to go sailing down there.