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Restless Natives
Private sailing charters in the Florida Keys and beyond, with two catamarans and customizable itineraries.
About
Restless Natives operates private luxury sailing charters from Holmes Beach, offering guided trips throughout the Florida Keys and to Dry Tortugas and the Bahamas. The company runs two vessels: the 42-foot ARIA and the 60-foot Zodiac, both sailing catamarans that accommodate up to 6 guests per charter. Captains Brad and Maddy lead the trips, with Captain Maddy handling meals and beverages onboard. Charter options range from half-day sails to overnight expeditions and full-day adventures, with services including guided snorkeling, eco-tours, sailing lessons, and E-foil instruction. Itineraries and menus are customizable to match what you're looking for on the water.