Watch Sailing & Boating Adventures Around the World – Page 2 of 43
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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For the past several months, many of you have been asking about our yacht build and wondering why we suddenly stoppe...
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Some yachts earn a reputation… and some become legends.
Today we're stepping aboard the Fleming 65, a yacht that many experienced cruisers consider the benchmark for long-range luxury cruising. The...
A year after selling our last boat, we finally tied up one of the last loose ends... Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to
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🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
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They definitely don't build them like this anymore! Today, we're stepping aboard a 1989 Hatteras 65 Motor Yacht, and this classic cruiser has a lot more to offer than you might expect. The fi...
Sailing from Antarctica to Argentina across the infamous Drake Passage. ⛵️🌊 Struggling with sleep? Try Dream and shop Beam’s Memorial Day sale—use + code WYNNS for up to 40% off!
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🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
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This yacht means business! Today we’re stepping aboard the Elling E6, a Dutch-built self-righting offshore cruiser that’s clearly designed for people who actually want to go places. Right away, you noti...
Leopard seals, questionable decisions, and possibly the worst place in Antarctica to park a dinghy. Stay Salty! Get your free LMNT Sample Pack with any purchase at
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🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
⛵️More about sailing Antarctic...
M/Y ONE Info:
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This yacht feels incredibly refined! Today we’re stepping aboard M/Y ONE, a beautifully designed superyacht from Van der Valk, and this one really impressed us with its balance of elegance, comfort, and modern s...
Exploring the world on a small boat vs a cruise ship always opens up a whole other side to a place. But that feeling is intensified here.
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🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
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This thing looks FAST just sitting still. Today we’re stepping aboard the brand-new Saxdor 460 GTC, and this yacht definitely makes an impression the moment you see it. The Ultimate Versatile Boat - ...
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This is what a Real Explorer Yacht looks like! Today we’re stepping aboard the Selene 60 Classic, a yacht built for serious long-range cruising and life on the water. Right away, you can feel the differ...
Steaming beaches, penguins and an ending none of us saw coming! Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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Riviera 5600 Contact & Info:
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This is what a premium sport yacht should feel like. Today, we’re stepping aboard the Riviera 5600 Sport Yacht Platinum Edition, and right away, you can tell this one is a step above. The fit ...
Welcome aboard our home in Antarctica! Head to to get an AG1 Flavor Sampler and a bottle of Vitamin D3+K2 FREE in your Welcome Kit with your first AG1 subscription (a $72 value!)
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Struggling with sleep? Dream changed the game for me. Visit and use code NAUTISTYLES for up to 35% off—limited time only!
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This is what a classic trawler is all about. Today we’re stepping aboard the 20...
⚓ Hauling Our Dinghy Like Pros… (or at least pretending to) 😅
In this short clip from Unanchored Life, we use the crane on our Kadey Krogen 55 to haul our dinghy out of the water — and then attempt to put it back without turning it into an unintentional submarine.
It looks simple… until wind, curr...
It really is about the journey as much as the destination. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to
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This is what a proper modern trawler yacht looks like. This is what we were looking for many years ago while looking to upgrade!
Today, we’re stepping aboard the North Pacific 590, a lo...
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Welcome back to the Affordable Series! Today we’re stepping aboard the Sea Ray 560, and this one really surprised us with how much space and comfort it offers for the price. The first thing you notice i...
It's time to go...but the boat isn't ready! Struggling with sleep? Dream changed the game for me. Visit and use code WYNNS for up to 40% off—limited time only!
☝Behind the Scenes, Gear Guides & More
🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
⚓️ Our Explorer Yacht ⚓️...
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This is what long-range luxury looks like. Today we’re stepping aboard the Sirena 88, a yacht that really blends explorer capability with modern comfort in a way that just works. The first thing you not...
Struggling with sleep? Dream changed the game for me. Visit and use code NAUTISTYLES for up to 40% off—limited time only!
Prestige M7 Info & Contact:
Costa Rica Nimbu Vida Villa:
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This is what Space on the Water really lo...
Our first time breaking ice with a boat! 🌎 Get an exclusive 15% discount on Saily data plans!
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☝Behind the Scenes, Gear Guides & More
🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn
⚓️ Our Explorer Yacht UN...
Northman Info & Contact:
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This one really caught our attention! Today we’re stepping aboard the Northman 1300, a modern European yacht that blends the comfort of a cruising trawler with sleek contemporary design. The first ...
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