Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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You Just Licked That. What’s Wrong With You?! | Sailing Wisdom: S3 Ep20
Rigging Doctor

You Just Licked That. What’s Wrong With You?! | Sailing Wisdom: S3 Ep20

Herby and Maddie suffer from the confusing effects of jet lag after returning to Terceira, Azores, to work on the boat. While on the island, they are given a tour of the sights and scenes of the land in the middle of the Atlantic. Panic ensues when they lose all of their memory cards, but thankfully...
Sail to Terceira | Sailing Wisdom: S3 Ep16
Rigging Doctor

Sail to Terceira | Sailing Wisdom: S3 Ep16

Herby and Maddie leave Horta, Faial, and set sail for Angra do Heroísmo, Terceira. The winds were more favorable than predicted and we managed to sail the distance in 22 hours instead of the predicted 30 to 36 hours! Upon arriving in Terceira, they prepare Wisdom for being hauled out as they prepare...
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