Watch Sailing & Boating Adventures Around the World – Page 2 of 121
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 Invited a Family to Live on Our Boat for a Month
Two of us became six. Here's how that actually went. Head to to get a FREE AG1 Flavor Sampler and a FREE bottle of Vitamin D3+K2 in your Welcome Kit with your first AG1 subscription order ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓...
Will Repair Work Ever Stop on Our Aluminium Catamaran??
Dawn Hunters documents full-time life at sea, offshore cruising, vessel systems, refits, engineering, and the realities of operating sailing catamarans beyond conventional cruising routes. After years of living aboard, modifying, testing, and operating different vessels, we are now applying that ex...
I finally discovered what makes me sea sick | Family of 4 living aboard
Some days on the water remind us exactly why we chose this life. This week, we set off before sunrise on a 70-nautical-mile sail to our next destination. With calm weather, a beautiful day ahead, and 13 hours on the water, we settle in for another family adventure. Like any journey, there are a fe...
Why We AREN’T Afraid of Sharks!
Go to or use code ZATARA at checkout to get 4 extra months of Surfshark VPN! Learn More About Zatara’s Highfield Sport 420 expedition dinghy: Want to cruise but not sure where to start? Keith breaks it all down here: This is the stuff we use every day—on and off the boat. Zatara merch, camer...
We Didn’t Know If We Could Keep Going… | EP144 HD 1080P
For the past few weeks, we’ve questioned everything. After disappointment, uncertainty, and wondering if Motherload Sailing had reached its end, we honestly weren’t sure what came next. Sometimes life doesn’t give you a clear course—it simply asks you to keep moving forward. Then something unexpecte...
Boat Owners Nightmare
The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 You can follow the full roadmap and see exactly what we are doing here: 👉 Support the project / partner with us If you are a brand that wants to be part of this build o...
Why We Chose Boat Life (And What It Really Costs)
Why did we choose a boat over a house? And what does it really cost to live on a sailboat? These are two of the questions we get asked the most, so in this week's episode we're sharing the honest answers. When we first bought our sailboat back in 2019, it was all about adventure. But ove...
Inside Our 50ft Aluminum Explorer Yacht
Tour of our new Explorer Yacht. Stay Salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧J...
We QUIT Our Office Jobs To Buy A Boat! – Here’s What It’s Really Like | S2 – EP8
*Learn more about our Orca Chart Plotter: If you've ever wondered what the everyday looks like when you quit your job and live on a sailboat, this is it 😀 We quit our office jobs in 2025 to chase a dream of sailing the world. Now we live, work remotely, and adventure full-time aboard Rúna, o...
We (almost) Bought an Island! 🏝️
Learn More About Zatara's Highfield Sport 420 expedition dinghy: Want to cruise but not sure where to start? Keith breaks it all down here: This is the stuff we use every day—on and off the boat. Zatara merch, camera gear, Keith’s favorite tools, and boat life essentials! 👇 Happy Sailin...
Showering in the Rain 🌧️ The Unexpected Perks of Boat Life | EP.190
In this Episode I experience one of the simple pleasures that makes full-time sailing so rewarding. Fresh rainwater becomes the perfect shower as I embrace the unexpected perks of living off-grid on a sailboat. It's moments like these that remind me why I chose this incredible lifestyle. *Want...
We’ve Reached Our Breaking Point… What Happens Next..? | EP143 HD 1080P
Friends arrive in paradise, the waves are firing, and it’s Mom’s birthday—a recipe for unforgettable memories. But behind every smile is a reality we’ve struggled to hide. Living aboard with five growing boys isn’t always sunsets and anchorages. The pressure of parenting, maintaining a boat, creatin...
Crossing the World’s Busiest Ocean Highway
The first true test of our new-to-us explorer yacht. 🌊 Beam Dream changed our sleep! Get up to 48% off sitewide right now with our exclusive code: WYNNS ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo &...
Same Beach 10 years Later
5% Discount Code: SAILINGMISSLONESTAR 👉 The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we are working on right now We are rebuilding Houdini into a safer, more capable offshore boat with a focus on structural int...
FINALLY – BIG NEWS – Announcement from Dawn Hunters!
Dawn Hunters documents full-time life at sea, offshore cruising, vessel systems, refits, engineering, and the realities of operating sailing catamarans beyond conventional cruising routes. After years of living aboard, modifying, testing, and operating different vessels, we are now applying that ex...
We dreamed of this life but its harder than we expected
Life on a sailboat isn't always sunshine and perfect anchorages. This week we're anchored at Pancake Creek, where we set off on a family walk to the lighthouse before the weather has other plans. After a few days stuck onboard with two young kids, we start questioning whether this lifesty...
A Different Kind of Boat Life
Our first miles on the North Sea and a new chapter ahead.🌊 Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ ...
SSL775 ~ Pablo Escobar’s ABANDONED MANSION..?
SSL775 ~ Pablo Escobar's ABANDONED MANSION..? Hidden in the turquoise waters of Colombia’s Rosario Islands sits a crumbling white mansion slowly being swallowed by the jungle. Locals have whispered for decades that it once belonged to Pablo Escobar — his secret Caribbean hideaway. We took the d...
No car… No Costco… No Problem!
Traveling soon? 📶 Get an exclusive 15% discount on Saily data plans! Use code SAILINGZATARA at checkout. Download Saily app or go to 🛒 Looking for that handy dandy rolling grocery cart? How about the portable treadmill? Find all our favorite tools, gadgets, and boat gear here: Want to cruise but...
Boat Projects Never End… But Neither Do The Adventures | EP142 HD 720p
Boat life is never just one thing. Over the last couple of weeks aboard Motherload, we’ve been balancing the never-ending maintenance with everything that makes this lifestyle so rewarding. From scrubbing the hull and getting a stubborn carburetor back to life to celebrating another birthday aboard,...
The Last Thing Standing Between Us and Open Water
The one test that had to work before we could finally leave the dock. 🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn More Gyro Specs: 🧰 Anchor, Chain, Tools and all the other gear 🛠️ ⚓️ Our Explorer Yacht ...
SSL776 ~ it FINALLY Arrived!
After months of waiting, a big shipment of upgrades for Sophisticated Lady has finally arrived — including one very special delivery we’ve been dreaming about for years. In this video we unbox new Seaview pods for our Raymarine chart plotters, a clever pivoting base for the new Seaview tower, and a ...
A week aboard our floating off-grid home
After leaving Bundaberg, we continue our journey north, making our way towards Pancake Creek. Life aboard isn't always picture-perfect. Some days are long, the motor runs more than we'd like, and the swell reminds us who's really in charge. But along the way, we managed to land a cou...