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Chris moves the trimaran Spirit from Portland Yacht Services in Portland, Maine, to Four Points Marina, also in Portland, for a weekend layover before sailing south to Boston.5:00

Pre-departure work includes retrieving sails from storage, running the outboard for several hours across throttle levels, checking the daggerboard, and rigging the jib.1:07 The main halyard is missing — Chris declined a $500 crane lift to reeve it and plans to climb the rig instead, meaning the short passage runs under jib alone.6:13 A known outboard defect complicates departure: the aluminum bracket hinges up when reverse is applied, lifting the prop clear of the water, so docking requires ferry-glide technique with no reverse available.1:40 The jib foil extrusion has worn joints and broken helicoils that snag the sail during hoisting.6:37 Hull paint is delaminating but left for a future haulout.0:21

The Casco Bay Bridge requires a lift: the mast is approximately 65 feet, the bridge clears 68 feet at the time of transit, and Chris judges that margin too tight to risk.12:18 He calls the bridge on VHF, declares limited maneuverability, and transits after the span opens.10:51 Four Points Marina is contacted on channel 10; the overlapping wave-attenuator entrance, marked by red pennants, is 80 feet wide.14:01 Docking with a wing mast in five knots of breeze requires a slow, controlled turn with dock crew assistance.14:53

Chris also announces upcoming offshore racing berths on Osprey — Caribbean 600 (February), Antigua Race Week (April), and Newport Bermuda Race — and plans to replace Osprey's 15-year-old standing rigging before the 2027 Global Solo Challenge.8:38

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