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.
There's something about sailing singlehanded, I can't say I really like it, but some aspects are good, I certainly wouldn't be up for a single handed around the world race like the GGR or even a cruising circumnavigation like our friend Barry has done.
It's not that anything beco...
In episode 71 of Secondhand Sailors, Turner & Renee try sailing on the 4th of July weekend. Our relaxing sailing trip turned into a major sailing breakdown when the engine failed. Watch how we handled a broken boat engine at sea.
This video documents the reality of unexpected boat engine troub...
After 41 hours at sea and 264 nautical miles from Sicily, we wake up in Argostoli, Kefalonia — finally back in Greece.
This episode is about settling back into life at anchor after a winter in Marina di Ragusa. We do the usual boat jobs, go ashore for our first Greek dinner, move to a beach anchora...
In this video we are chartering a Sunsail 46' monohull out of English Harbor and sailing the beautiful Caribbean islands of Antigua and Barbuda.
We'll bring you along as we hit all of the hot spots and show you the best anchorages and things to do on the islands. With stops like Green Is...
We sailed alot of miles in 2025! In this video we’re recapping it all and sharing what’s next for 2026. From unforgettable Caribbean sailing adventures to big lessons learned, this year helped shape the future of our channel — and 2026 is going to be even better.
In 2025, we sailed through Puerto ...
Join Brian and the crew as they sail a Bali catamaran through the USVI and SVI, taking on high seas, remote islands, and one of the most adventurous routes in the Caribbean. This isn’t your typical charter itinerary—it's rougher, wilder, and absolutely unforgettable.
From offshore fishing (we ...
In this video we dive into the question: Are mooring balls safe in the BVI? We take a close look at the incident involving The Wandering Hillbilly, when his boat broke free from a mooring ball and ended up drifting and grounding — a dramatic reminder that mooring balls aren’t automatically “safe.”
...
This week was crazy
We can't keep sailing till this is fixed
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This is the training you need to become a commercial sailor
Where we took our STCW training that you see in this video (they were amazing!)
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Everything that is going to break has broken, including the crew!
We need a hospital and a mechanic stat!!!
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👍 Like the video if you love sailing! (or if you just love Coconut 🐈)...
We had a short time to make this 900 mile sail.
The weather was supposed to be great!
And for once the forecast was close to being right.
But we still found some big problems with the boat and we need to fix them ASAP
[email protected]
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The storm came early
The wind came from the wrong direction
We couldn't just watch, we had to help!
along with 2 other people we did everything we could to save the boat!
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We were just trying to be nice...
And then we got the best offer ever!
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👍 Like the video if you love sailing! (or if you just love Coconut 🐈)
💬 Drop a comment - we love to hear fr...
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2 hours before our guests arrive our motor blew up, we had to scramble to find another motor
or their trip would have been ruined! but in true supernova fashion we got it figured out and had a great week... someone even popped the question!!!
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#boatfoolssailing #SailingMaine #Gunkholing #sailinglife #Morgan382 #CruisingSailboat #coastalcruising
5 Days Gunkholing The Maine Coast! 5 Sailboats, 85 NM, and the Sturgeon Moon!
Join Green Mountain Josh and me as we take our Morgan 382 on an unforgettable 4-night, 5-day gunkholing cruise from...
It was a wall of solid water!
When it hit us the boat was slammed sideways.
the weather was supposed to be good, but the waves started building, the wind started building, but it was nothing we had not seen before. Until a wall of water just hammered the boat. Yvette was up on the flybridge and ha...
After a crazy shake down sail where everything went wrong,
we pick up some new crew and start fixing everything!
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👍 Like the video if you love sailing! (or if you just love Coconut 🐈)
💬 Drop a comment - we lo...
We were not expecting this to break.
It just happened out of nowhere.
We knew lots of things could go wrong, we just didn't think it would be everything all at once.
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We thought we had everything fixed.
We were very wrong
This is part two of our first sail ever on our new boat, we were really hoping it would turn out better then this, but this is why we did it, we want to find out what we can trust on this boat and what we need to work on, and the best way to d...
We’re finally leaving San Diego! After months of boat projects, delays, and anchor life, our engine is fixed and we’re ready to set sail for Mexico. In this episode, we run our final errands and prepare the boat for offshore sailing. We depart in the early morning darkness and make our first interna...
losing a motor, bilge pumps failing, to much water coming in the boat
This is not how we wanted to start off sailing in our new boat
This is part one of our first sail ever on our new boat, we were really hoping it would turn out better then this.
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After the hardest crash yet we have to cut the vinyl to see if there is any damage to the hull.
We also need to leave!
Just a couple more things need to fall into place and we can leave.
Portugal has been amazing and we will be back for sure, and it will be some much better when we get to explor...
This is the 3rd time we have been hit in 3 months
And this was the hardest one yet!
We would have left the wall but of boat is not yet safe to be at sea, we are counting down the days till we can leave!
✅ A huge thanks to IYT for giving us this opportunity. Check them out if you are interested in ...
A really tough week of sleepless nights, long hours of tuition and heaps of stress as the week of theory ends with a heart wrenching result. Watch Darcy's attempt at becoming a commercial captain and don't forget this is real-time that we are filming and editing and taking you along for th...
This is really the start of a dream
But the start of a dream doesn't look and feel like you think it should
A huge thanks to IYT for giving us this opportunity. Check them out if you are interested in going pro, or if you just want to learn the basics and get a great start to your world saili...
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