Watch Sailing & Boating Adventures Around the World tagged “Sailing buddies”

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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RACE CHAOS: Man Overboard in the Heat of Competition!! EP-146
Leading the Escapade

RACE CHAOS: Man Overboard in the Heat of Competition!! EP-146

Sailing the British Virgin Islands in Leg 2 and Leg 3 of the Chasing Bubbles Regatta was an unforgettable adventure! From broaching and nearly shredding our sail in a sudden squall to Jason falling overboard, this week had it all. We capped off the chaos w...
Buddy Sailing Galopin In Cape Verde | 2 Yachts Sailing 160nm Together | Winded Voyage S5 | Episode13
Winded Voyage Sailing

Buddy Sailing Galopin In Cape Verde | 2 Yachts Sailing 160nm Together | Winded Voyage S5 | Episode13

Peter and I sail to Santiago island accompanied by Lily on his boat and Wendy on mine. We're buddy sailing in Cape Verde Africa, two yachts sailing together 140NM. After a short delay we are off down the Sao Vicente canal and it's glorious. We catch up and...
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