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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We Thought It Was Seasickness… It Was Dengue
Finding Our Isla Sailing

We Thought It Was Seasickness… It Was Dengue

Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
Is This the Most Beautiful Place in the Caribbean? – Episode 21
Sailing One Life

Is This the Most Beautiful Place in the Caribbean? – Episode 21

In this episode we rent a car and explore St Lucia by land. We visit Dennery Falls, the Sulphur Springs and see some incredible volcanic activity. We swing by Tet Paul Nature Trail for an amazing view of the Pitons. We decide to hike Gros Piton and see some amazing views. We hope you follow along as...
Our Autopilot Fails… Again! Night Sail to St. Lucia –  Episode 20
Sailing One Life

Our Autopilot Fails… Again! Night Sail to St. Lucia – Episode 20

In this episode, we sail overnight from Bequia to St. Lucia. Although only a 15 hour sail, it was a salty one. We have some issues with our autopilot and arrive in St. Lucia exhausted. After spending all day trying to get checked into Customs and Immigration, we are finally able to roam free. We ch...
Caribbean Sailing Tour Part2
Captain Rick Moore

Caribbean Sailing Tour Part2

Part 2 of our sailing adventure through the Windward and Leeward Islands of the Caribbean... this part features the section of video of the volcano of Montserrat erupting as we sailed passed! Filmed and produced by CaptainRick of S/V 'Sophisticated Lady' www.WindInMySails.com
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