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Florida Keys Sailing - Sombrero Resort and Marina by Publix Supermarket, 13 Sombrero Blvd.Key West Sailing - Key West , URL: www.saildoubledecker.com , Sailing charters leaving from convenient downtown location. In Key West, a boat is a must, and its even better if you have a friend with a boat!You can obtain one at check-in by taking a boaters safety test for 3 (cash only) or visitingwww.boatus.org/onlinecourse/ Florida.asp. Theres nothing more rewarding than spending a day on the water, and if youre down in the south of Florida looking to head out on the high seas for some fun, there are a number of Key West boat rentals docked in the Old Town harbor, just waiting for you to take them out!newboatrentalskeywest.com/keywestboatrentalspontoon.html Boat Rentals in Key West, Florida with Sunset Watersports, Key West center console , pontoon boats, and deck boats, Lowest prices in Key West. Florida Keys Boat Rentals - Key West, FL | Groupon. 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