My family is looking to vacation in the keys for the week between Christmas and New Years. Any suggestions on where to stay where I can get some good open water swimming in (2-3 miles per day) within walking distance of our house/hotel? We have two children, so we need a place that will be okay for kids.
Search for the swim around key west, and contact Lori Bosco. She coaches at the community college in the keys. She will have the answers your are looking for.
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Islamorada is a great area...mile marker 80 or so. Good restaurants and places to stay. Hotels: Chica Lodge, The Moorings, Turtle Inn, La Siesta, La Jolla Motel. If you want a lot more activity, then I suggest Key West...mile marker 0...lots a great B&Bs, loads of restaurants and bars, nightlife, water sports, etc.