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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I Put These Pants on for Nothing – The Other Side of Sailing Life (Panama City)
Gone with the Wynns

I Put These Pants on for Nothing – The Other Side of Sailing Life (Panama City)

A little taste of the other side of sailing. Join our crew on Patreon and become a BIGGER part of the adventure: Get all the Details of our trip here: Subscribe and Keep in touch: We're anchored outside of Panama City with chandleries within walking distance. We have the pull of the cit...
Chocolate Dreams – A Willy Wonka Jungle
Gone with the Wynns

Chocolate Dreams – A Willy Wonka Jungle

It's all edible: From the plants, to the cacao, of course the fruit and even the bees! Join our crew on Patreon and become a BIGGER part of the adventure: Get all the Details of our trip here: Subscribe and Keep in touch: We've come to this little farm to see how chocolate is made...
Miami by Sailboat – Big Brews and Smooth Coffee (Sailing Curiosity)
Gone with the Wynns

Miami by Sailboat – Big Brews and Smooth Coffee (Sailing Curiosity)

A free anchorage and dinghy dock outside of Miami means we can spend more money on the good things in life: Beer and Beans! Join our crew on Patreon: Get all the Details on our site here: Our Sailboat Shakedown trip is coming to an end so we figured we might as well do a little partying in the b...
Sailing Schooled Ep. 3 – Storms, Tests & Tacos
Gone with the Wynns

Sailing Schooled Ep. 3 – Storms, Tests & Tacos

Read the Full Story and Get the Details on our Site: Today Mother Nature throws us a rainy curve ball and we do our best to knock it out of the park! Nothing's more exciting than crazy wind patterns, drenching rain and lightning ground strikes when you're trying to learn how to sail! Be...
Sailing Schooled Ep. 1 – Miami, The Crew & Scarface
Gone with the Wynns

Sailing Schooled Ep. 1 – Miami, The Crew & Scarface

Sailing School Begins! Join us as we document the week of adventure and learning. Today it's an easy sail to Miami before we really dive into the hands-on schooling. Subscribe here: Read the full post, see our photos & get the details here: Join the Crew on Patreon What's cool...
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