Watch Sailing & Boating Adventures Around the World – Page 16 of 144
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.
A long sail from Bennetts Harbour, Cat Island to Rock Sound Eleuthera. We even get a nice catch along the way. Filmed May 2024.
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From Catalina to San Diego: Calm Seas, Good Sleep & a New Anchorage
In this episode, we leave Catalina Island in the dark of night for a peaceful offshore sail to Mission Bay, San Diego. After weeks of bouncing at anchor, we finally find what we’ve been craving: calm water, warm weather, and uni...
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We kept hearing rumors about this sailing community in the Bahamas and it sounded a little too perfect.🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN!
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This sail from the Greek mainland to Skiathos wasn't supposed to work.
The wind was wrong. The forecasts were off. But with enough experience, intuition, and faith in the process — you learn how to dance with reality instead of fight it.
In this episode, I single-hand through shifting winds, re...
This BOAT PROJECT was SUPPOSED to be EASY...
It was supposed to be simple… but it never is, is it?
We’re finally in one spot long enough to tackle the small-but-important fixes on Wanderlust, like securing the rudder, replacing a ripped-out cleat, and giving our davits a sleek new look. But when a...
Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no.
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This island is absolutely spectacular. There is just too much to do and see. We sail our way North along Cat Island in little hops. Ben's Bluff, Bennett's Harbour and Orange Creek all are highlights.
Filmed April 2024.
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This episode we sail to Barra de Navidad, we share our story on the TV in Australia and we show you around Barra.
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🚽 Both Our Heads Broke?! | Exploring Catalina Island by Foot, Fixing Boat Drama, & the Famous Buffalo Milk 🍹
Welcome to Episode 10! Things get real right away as we kick off our time in Catalina with not one, but two clogged heads. That’s right, both toilets broke at the same time. Ah, the glamo...
***If you're interested in buying Adventureborne. She is for sale at $58,000 USD. The boat is in Oriental North Carolina. Email me at [email protected] Stay tuned for a more detailed listing.***
WELCOME!!! To this updated 2025 full in-depth tour of my beautiful 1984 Beneteau Idylle ...
Fernandez Bay in Cat Island, Bahamas was beautiful. Great snorkeling with an underwater arch, mangrove dinghy ride, nice little beach and great protection from strong winds. We even caught a huge crab and a Spanish lobster.
Filmed April 2024.
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After 6.5 months of not moving, my sailboat’s propeller was nearly useless—forcing me to dive in and clean it by breath-hold. In this video, I take you through the challenges of underwater maintenance, the unpredictable wind of Greece, and deeper thoughts on why most modern sail...
We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE.
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GRENADA is FULL of SURPRISES! Even when we've LIVED HERE on and off for nearly 6 YEARS. This is a very SAILBOAT LIFE video, but we pack in a lot of unexpected tasks and past times. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY SUNDAY! Cheers!!
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Rainy season has arrived in Japan, and that means humid days, provisioning missions, and rowing a few hundred meters to shore. Life on a boat, currently in the middles of remote Bay, isn’t glamorous, but it’s rich in rhythm, reflection, and a good work out going ashore for groceries. It’s never t...
This episode we try and leave to sail south but things keep breaking 🫣
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We flew to Florida and spent the first half of our Spring Break sailboat shopping. The second half of our trip was all about fun for the kids. In this episode, we took them to Miami! They spent the morning skateboarding at Haulover Skatepark, and then we walked along the bay before getting lunch. We...
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After 6.5 months locked down in Oreoi, Greece, I finally set sail again — solo. This episode follows the nerves, the boat prep (rigging, anchor, propeller issues), the tough upwind beating to Skiathos, and the mindset lessons of overcoming challenges at sea. Watch as I shake off...
I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving
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🎥 EPISODE 8: Our First 3 Weeks Living on Anchor in Santa Barbara ⛵🌴
After discovering a saltwater leak in our bilge the moment we dropped anchor (shoutout to Episode 7 🙃), we settled into our very first month of living full-time off-grid on our sailboat in beautiful Santa Barbara. Lots of lessons le...
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