Stella Overboardvideo
Sailing With Parents Was Harder Than We Expected
21 December 2025 · 23 min · 11K views · Gunnison County, United States
Sail unfurling on boat under overcast sky
What this video covers
Camille and Jesse sail with Jesse's parents, Michael and Siska, for the first time aboard Stella in the waters around Langkawi, Malaysia, en route to Thailand.▶ 0:54 Michael and Siska are experienced world travelers — they cycled the globe for over 12 years and run a blog with more than 3 million readers — but switching from land to sea proves a different challenge.▶ 2:36 The week includes a multi-boat anchorage barbecue, a cave exploration by tender, and downwind sailing at 15–20 knots with a goosewing pole setup.▶ 7:41 The headsail furler jams again while sailing downwind — the same recurring problem that struck while rounding Langkawi previously, where the jib halyard slipped through the clutch, releasing tension on the furling halyard and allowing the top bracket bearing to spin and lock.▶ 14:36 Jesse masts up using a Petzl harness, Camille tensions the furling halyard from deck, and the sail furls cleanly.▶ 19:23 The fix confirms the issue is halyard tension slipping the clutch, not a mechanical failure.▶ 19:22 Between repairs, the crew visits the Langkawi sky bridge to view the surrounding islands and Thailand from above.▶ 19:41 The episode closes with a preview of a six-person, six-week passage to Thailand with Jesse's extended family.▶ 22:57
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