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A novice sailor purchases a Catalina 27 at an online auction for $2,500 and attempts to sail it from Baltimore, Maryland, to Florida with no prior experience.2:07 After grounding the vessel in the Chesapeake Bay and losing a dinghy, the crew secures a tow to Annapolis.7:12 The owner eventually completes the transit to Miami by motoring through the Intracoastal Waterway, avoiding bridge openings.19:53 While based in Boot Key Harbor, the sailor supports himself by cleaning boat bottoms using scuba gear and hookah compressors.32:45 He frequently anchors at desolate islands in the Florida Keys, supplementing his diet by spearfishing for lobster and stone crabs.26:14 The account details the logistical challenges of living aboard a small sailboat, including managing ventilation with hatch-mounted fans and navigating the legalities of dinghy access and local fishing regulations in the Florida Keys.59:09

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