Watch Sailing & Boating Adventures Around the World – Page 2 of 2

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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Season 3 Finale: Arrival in St. John’s, Newfoundland   | #45 | DrakeParagon Sailing Season 3
DrakeParagon

Season 3 Finale: Arrival in St. John’s, Newfoundland | #45 | DrakeParagon Sailing Season 3

Land Ho! After nearly a week at sea, Paragon arrives at her last destination on the North American continent. Of course it's not all smooth sailing as a thick fog descends just as we near the harbour. But a fantastic group welcomes us (with not one pod, but two!) and raises everyone's spir...
The Preventer Lady  | #44 | DrakeParagon Sailing Season 3
DrakeParagon

The Preventer Lady | #44 | DrakeParagon Sailing Season 3

There's a buzz in the air, and this time it's not a plane. Land! We can smell it and, despite being a day away, the entire crew is excited! There's still much to do as Mo gets a lesson in setting the sails just as a heavy fog envelops the boat. Will the mist put a damper on the crew&#...
What’s For Dinner?  | #41 | DrakeParagon Sailing Season 3
DrakeParagon

What’s For Dinner? | #41 | DrakeParagon Sailing Season 3

Light and variable winds? A rolling boat? A whisker pole that just won't cooperate? It's all made good when the captain cooks up somthing fabulous! Let's check out the galley and see how well you can eat at sea...at least when Drake is the cook! Stay with us! If you enjoyed this vide...
Human Error | #29 | DrakeParagon Season 3
DrakeParagon

Human Error | #29 | DrakeParagon Season 3

Is it possible to have enough shakedown sails to prevent breakdowns at sea? A key system stops working and, with help far away, the crew must puzzle their way through this issue. Is this the end of the problems or just the beginning? Stay with us! Check out the new DrakeParagon SHOP with original a...
The Atlantic Crossing Promo (Sailing – Chase the Story)
Chase the Story

The Atlantic Crossing Promo (Sailing – Chase the Story)

Sailing Adventure: The crew of Cheeky Monkey - now three Americans, two French and a Brit - head out across the Atlantic for one hell of a ride. Leaving Morocco and heading to the Caribbean, with just one stop in the Canary Islands, the crew encounter beautiful downwind sailing, a wind hole due to a...
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