S1E27. Sailing Dreams vs Reality: Boat Work Beatdown + One Big Idea Changes Everything
Back aboard the boat and back in the grind! In today’s episode I dive into another long day of DIY boat work, battling heat, busted knuckles, and a seriously gnarly mess in the aft cabin rebuild. Between fixing a mysterious bilge system, fighting a floor squeak from hell, and reworking some frustrating design choices from the previous owner, this refit gets real — fast.
I also tear into the anchor windlass to see if this beast still works (spoiler: it surprised me), test a new layout idea that might save my skull from more head injuries, and talk through future plans like lowering the cockpit floor and making room for fuel expansion. Oh — and somewhere in there I rant about parking lot circus music, hunt down a missing zip tie, and try to keep Violet safe from falling overboard. Just another day on the journey to Mexico…
If you're into boat restoration, sailing struggles, real life liveaboard projects, and seeing this dream slowly come together—stick around. It isn’t always pretty, but it’s always honest.
⛵ Welcome to Sailing UV — the refit continues.
👇 Drop a comment and tell me — would YOU cut that cockpit wall like I’m planning?
💬 Chapters / Highlights
0:45 Back at the boat — chaos continues
2:15 Windlass
6:15 Dry bilge victory!
8:40 Rebuilding the aft cabin
13:10 Floor squeak problem solved (finally)
24:30 Cockpit redesign idea — genius or dumb?
29:15 Beautiful tall ship sighting
30:55 Future cockpit plans
31:40 Violet conquers the ladder!
⚓ Join the Crew
Subscribe for more boat work, offshore prep, and the sail south to Mexico .
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Sailing UV ( UltraViolet )
Jonathan sold everything in Ohio to purchase a neglected 1996 Henry Morgan 57 in the Northern California. Operating under the channel Sailing UV, he and his 100lb Doberman, Violet, are currently executing a massive technical refit near Sausalito. As of 2026, the project focuses on heavy electrical diagnostics and advanced gyro stabilization before attempting a global circumnavigation.
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