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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Is This Place For Real? | Sailing & Exploring Africa With Sailor Girl Wendy | Season 6 | Episode 66
Winded Voyage Sailing

Is This Place For Real? | Sailing & Exploring Africa With Sailor Girl Wendy | Season 6 | Episode 66

Wendy and I sail back to home base. Later, I’m looking for a swimming hole near by. I had been here before the pandemic with my Canadian friends and dove off this cliff into this blue hole. When walking back I noticed something strange. Although they looked like small sand dunes, on closer look, I’m...
Testing The Boat And A Little Dutch Girl Crew Member | Winded Voyage 5 | Episode 3
Winded Voyage Sailing

Testing The Boat And A Little Dutch Girl Crew Member | Winded Voyage 5 | Episode 3

After several weeks of waiting, we're going back out to sea! I'm accompanied by a new crew member who was looking to hitch a ride on a sailboat. As well I was testing the boat and new crew. So me and Peter took our boats out for the weekend with our friends to test things out before going ...
Discovering Sao Vicente Hidden Treasure | Pools Of Pure Pleasure | Winded Voyage 4 | Episode 84
Winded Voyage Sailing

Discovering Sao Vicente Hidden Treasure | Pools Of Pure Pleasure | Winded Voyage 4 | Episode 84

In light of recent events, I have spoken out in support of Black Lives Matter in this episode. I am in Africa and a minority. I have been treated with respect by the wonderful people here in Cape Verde. And it's with absolute pleasure that I share what I have with friends I have made here. For ...
Winded Voyage 3 | Episode 62 | Will The Sailor Stay Afloat?
Winded Voyage Sailing

Winded Voyage 3 | Episode 62 | Will The Sailor Stay Afloat?

It's a been a long night for us trying to get around the north end of La Palma island. But eventually we see the light of day and sail down wind to finish our adventure boldly. Then the festivities begin on land. Our Colombian friends embark us to swim in ocean pools and the Fiesta de La Moren...
Winded Voyage 3 | Episode 25 | Tenerife, A Mini Continent
Winded Voyage Sailing

Winded Voyage 3 | Episode 25 | Tenerife, A Mini Continent

Tenerife is the biggest of the Canary Islands and the most varied in landscape. Beaches, mountains, forests, deserts and of course volcanos. Me and my cousin go forth and discover as much as we can while he's visiting me and Galopin. This island is truly a mini continent. Please make your voic...
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