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Our crewed Florida Keys sailing charters set sail from Key Largo with ports of call in Islamorada, Little Palm Island and ending in Key West. Whether you sport fish, scuba dive or snorkel, the Florida Keys are spectacular. Islamorada holds more fishing World Records than any other place on the planet. And for those that wish to indulge themselves on our sailing charters, Little Palm Island is rated one of the world's 10 best spas and only a few minutes from Looe Key Underwater National Park.