Florida Keys
#3
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Unless my search info is incorrect, you're actually asking about two drastically different geographic locations. Hawks Cay is in "the Keys" south of Miami - a sort of subtropical atmosphere and somewhere on the way down towards Key West. The Longboat Key Club that I'm aware of is on Longboat Key in the Gulf of Mexico just offshore from the Bradenton/Sarasota area. Also a very nice area but very much different than "the Keys" and not nearly as warm in January because it's many hours further north.
#5
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If you tell us the ages of the kids, what type of activities you're looking for, and whether you want to be in the Florida Keys (which extend 110 miles southwest of Miami) or on Longboat Key (off Sarasota on the west coast of Florida), we'll probably be able to help you a lot more.