Watch Sailing & Boating Adventures Around the World – Page 15 of 83
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.
Undertaking a HUGE project in a very *small* space!
Go to to get started on your first purchase and receive a FREE 1-year supply of Vitamin D3+K2 and 5 travel packs. Thanks to AG1 for sponsoring today’s video!
You guys, we found the PERFECT PLACE to do our project. It's going to be EPIC. S-G...
In this weeks episode we continue to look back at our adventures of 2023! Where will we end up in 2024?
(S5 E19)
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Collisions at sea are a real risk and something we take seriously on Sailing Zephyr. Small power boats, sailboats and cargo ships are constantly on the move and it takes just a momentary lapse in concentration for your sailboat/home to sink to the bottom of the sea.
We have a very real moment on Ze...
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In this video we're breaking down the systems and technologies we've built up over the course of 14 years of fu...
#sailing #livingfree #sailinglifestyle
This professional sailor came to my boat and asked me if I really lived on my boat. He has been following me on YouTube, as well as others, and discovered that some sailing YouTubers don’t actually live on their boats. He’s been a long time follower of Winded V...
Does the perfect sailing passage exist? The right wind, boat is balanced and fast, seas are following and there are no hazards to worry about.
Our ongoing passage south starts out perfectly , but soon we find that we lose our wind and we cross paths with a cargo ship who’s captain is unclear on hi...
Get ready for some hilarity on the high seas! Instead of our normal episode today, we've got something a little different that we hope you will LOVE 💕 We put together a compilation of some of our silliest moments from the last couple seasons, featuring cameos from Hannah, Conor, Jordan, Taylor...
Part 99 of a series: Sailing Tampa Bay to Key West. Cruising the Peace River near Punta Gorda FL, our shallow draft, trailer sailer runs aground in alligator infested waters near the Nav-a-gator Bar and Grill.
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#sailing #familyholiday #sailinglifestyle
This is Winded Voyage's Christmas special video. It just seemed right to be in the holiday spirit and show you what Christmas is like here in Cabo Verde. Which means saying good bye and helloI'll be giving away my secret recipe to the World's ...
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Our Very First Houseboat Tour! Talking about affordable Waterfront Living! Join us on a self-guided tour of not 1, but 2 Houseboats built right here in South Florida, USA by Modern Struktures. What an ...
Sometimes sailing just isn't fun! It's cold, nasty, uncomfortable and you feel an immense tidal wave of suffering overtaking your body and mind. You continue to push the boat forward, hoping things will get better, but the suffering continues or gets worse. So why do it?
If you sail long ...
Life at anchor while reparing a wrecked sailboat is easier said than done. However, it is the reality of our journey around the world. It is broken and we are gonna fix it!
Our tiny house is a Beneteau Oceanis, fully prepared for off grid living. Follow us every week in our real life sailing advent...
Every boat is a compromise, no one boat is perfect. But IF you have the money, THIS is the absolute dream to live on, and sail around the world! Welcome to S/V Monoceros! A 2008 48' Fountaine Pajot. After several years of living, sailing, and working on this gorgeous catamaran. It's no gre...
#sailing #offgrid #sailinglifestyle
How have I stayed in Cabo Verde so long? By getting my visa renewed. But have I been here too long? Immigration police want to talk to me about that. On the way, I visit a museum with an amazing work of art. The multicolored building facade is actually a musical s...
Go to to get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase. Thanks to AG1 for sponsoring this video!
It's been a looong time since we made a mistake like this 🙈 Boat life always keeps you on your toes, and after more than a decade of living full time on...
Part 98 of a series: Sailing Tampa Bay to Key West. Traveling from Punta Gorda, FL, the Charlotte Harbor, and up the Peace River, adventure awaits with a beautiful beach. Anchoring close to shore is possible thanks to our shallow draft sail boat.
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This is a truly incredible floating hotel could easily be my next tiny home. Only a quick dinghy right to the beach. And located just outside Le Marin Martinique in a beautiful bay in front of Sainte-Anne. This place is paradise with the crystal clear Caribbean water below and gorgeous beaches aroun...
#sailing #livingfree #sailboatlifestyle
Them wicked winches. I need to service them regularly, or they start whining and refuse to work properly. It's a chore but I must do it. Luckily my friend Jose has a bar nearby where I can drink and sometimes eat some of his devilish cooking
Some say it’...
Use code DELOS for $50 OFF during Kamikoto's Holiday Sale. Go to and get your Christmas gifts at a discounted price while supporting our project.
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#sailing #dentist #sailinglifestyle
Life in Cabo Verde, West Africa has been treating me pretty well. I live on my boat in the bay, basically in the city center. I have access to most of my needs. I even had hernia surgery here recently. I learned its very unique language and because of that made lo...
Life on the road has it's ups and downs, and this week was one of the rougher weeks. Van life is so romanticised, it's important to share the lows as well as the highs. Sometimes, everything can pile on top of everything else and you just want to step off the ride for a moment. Except, you...
Our CRUISING/SAILING Life Resumes...And it FEELS So GOOD. Sailing the world aboard our Beneteau 43 never gets old. We have spent 5 years exploring the world and having taken some time to enjoy some land lubber life for a few months, it's incredible to experience the wind and salt air once again...
Part 97 of a series: Sailing Tampa Bay to Key West. After launching our shallow draft, trailer sailer (using our truck camper) Ashley and Mike shake down the sail boat in the Charlotte Harbor, Punta Gorda, Florida. A sail boat with a ripped head sail on a mooring ball catches our attention, and we a...
#sailing #offgrid #livingfree #sailboatlifestyle
What's it like living aboard a sailboat in Mindelo Bay Cabo Verde, West Africa? It's a whole different lifestyle than living on land. Sure there are many benefits and less conveniences, which makes it interesting.
Some say it’s The Best Sai...
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