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.

Showing 1-6 of 6 results
Our Dinghy SANK?! Sailing to Martinique
Sailing Big Lost

Our Dinghy SANK?! Sailing to Martinique

What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet. As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
We Left in the Wrong Weather… Then Ripped Our Sail!
Sailing Big Lost

We Left in the Wrong Weather… Then Ripped Our Sail!

What started as a simple passage from Saint Kitts to Guadeloupe quickly turned into one of our more stressful sails. With winds stronger and angles tighter than forecasted, we made the mistake of flying our Code 55—and paid the price. A loud snap, a torn sail, and a lot of lessons learned. After th...
Finally Sailing Again! Night Passage from St Martin to Guadeloupe
Travel Sketch

Finally Sailing Again! Night Passage from St Martin to Guadeloupe

As the Caribbean hurricane season approaches it's time to start heading south! The episode begins with a surprise storm slamming the St Martin anchorage; high winds, rough seas, dragging boats - not good for someone who went out the night before! 😳 It's a quick insight into how unexpecte...
Gorgeous Les Saintes EP 92 #sailing #travel
Sailing AWEN

Gorgeous Les Saintes EP 92 #sailing #travel

We enjoy sailing in the Iles des Saintes, the beautiful islands off the southern coast of Guadeloupe. We work through a few problems on our boat and enjoy our first local celebration of for carnival! ============== 🔔Subscribe now and join us on a life-changing adventure. Don't wait - hit subsc...
Should we sail around the world?! [🎥22🌏]
The Sailing Family

Should we sail around the world?! [🎥22🌏]

Despite all the sailing we've done in the past year, this is really our first day sailing around the world. Day 1 will be in Guadaloupe, which will mark the furthest East we sail. From now on we'll be heading West, and the next time we arrive in Guadaloupe we will still be sailing West - w...
The Green Flash(er) [🎥21🚊🇦🇬]
The Sailing Family

The Green Flash(er) [🎥21🚊🇦🇬]

Living on a boat has its ups and downs (but mostly ups!). Seasickness, homesickness, where to shop, where to recycle, where to put your trash? But then you see the fabled "green flash(er)," or you go on a scramble up a mountain river into a rainforest and suddenly it all seems worth it. Ye...
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