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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Oahu to Kauai and plans for the future
Sam Holmes Sailing

Oahu to Kauai and plans for the future

100 mile sail from Ala Wai to Nuwiliwili harbor on Kauai. Before departing I finish up a long overdue boat project. After some initially good wind I get stuck drifting becalmed for hours. Things pick up eventually and the rest of the passage goes great. If you’re interested in buying my ranger 23 he...
Another Drone Down
Sam Holmes Sailing

Another Drone Down

If you’re interested in contributing, links for patreon, venmo or paypal are below: I meet up with Nick from @ride_the_flow and we capture some aerial photography while sailing. Then things take a sour turn as a leisurely day sail turns into a scuba salvage mission. Ultimately we end up with som...
Molokai to Oahu and Self-steering gear
Sam Holmes Sailing

Molokai to Oahu and Self-steering gear

If you’re interested in contributing, links for patreon or paypal are below: After a quick trip ashore on Molokai I set out on an overnight passage to Oahu. The trip takes a little longer than expected due to light winds but eventually things pick up and cruising past diamond head provides some ...
Cruising Lealea Winter: Alaska vs. Hawaii
Cruising Lealea

Cruising Lealea Winter: Alaska vs. Hawaii

How does winter ashore in Alaska compare to winter in Hawaii? Well, you don't have to shovel rain. For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast" - "Sailing Back ...
Cruising Lealea in Honolulu: The Ala Wai Part 4
Cruising Lealea

Cruising Lealea in Honolulu: The Ala Wai Part 4

Chuck and Laura continue preparing Lealea for sea. Laura runs The Banana Man 5K. To view the complete Cruising Lealea series "Honolulu: The beginning"- For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - ...
Cruising Lealea in Honolulu: The Ala Wai Part 3
Cruising Lealea

Cruising Lealea in Honolulu: The Ala Wai Part 3

Part 3 of our "Prequel". Life on the 800 row in the Ala Wai boat Harbor in Honolulu in 2006. Then skip forward to the haul out in May 2007 for a taste of life in the boat yard. To view the complete Cruising Lealea series "Honolulu: The beginning"- For more sailing adventures ...
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