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.
Join us aboard Sailing Catalpa as we continue our voyage through the remote Tuamotu Archipelago in French Polynesia! In this episode, we navigate tricky passes, anchor among coral bombies, provision on an isolated atoll, and attempt to run a notoriously fast 12-knot tidal pass to chase the surf.
We...
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The Ultimate Sailboat for the Rest of Us | Pearson 36 Pilothouse | $62,500 | Tour
Only about 30 of these were ever built. And after spending some time aboard this 1980 Pearson 36 Pilothouse, we're wondering why!
Canadian Ken is ba...
A lightning storm rolled over Charleston—and around 1 a.m., Easton snuck out to fish in his underwear and caught a shark! That was only the beginning of our Charleston adventure.
We explored the city, visited the aquarium, and braved a ghost and dungeon tour after walking more than 10 miles. Along ...
Our Last Ever Sail on Rúna?
We’re Ruth and Andrew, two thirty-somethings who quit our corporate office jobs to chase a shared dream of sailing the world. Follow along as we share the highs, lows and everything in between of liveaboard life on a catamaran.
This could be our last ever sail on board...
Living in paradise sounds like a dream… until it's time to get your boat ready to actually enjoy it! 😂⛵
After spending the summer back in Idaho, our family is finally back in Grenada and ready to kick off Season 2 aboard our Lagoon 450 catamaran, Isla!
But before we can return to the beautifu...
Surfing remote atolls looks like paradise from the outside—but the reality of hunting waves in the Tuamotus is wild, unpredictable, and rarely easy.
After navigating a narrow, churning pass into a remote atoll in French Polynesia, we found ourselves sitting out howling 40-knot winds and heavy 3.5m ...
After our devastating lightning strike ⚡, we’re cutting into SV CUBA’s hull to uncover the hidden damage. Has the lightning burned everything from the inside? 😱 The rebuild continues as we investigate just how bad things really are. Can we bring our 46ft sailboat back to life?
Join us for another r...
Ep. 226 ~ Leaving Greece 🇬🇷 isn't quite as simple as sailing away!
Life aboard a sailboat in the Mediterranean looks amazing... but there's another side to living on a boat that doesn't always make it into the travel photos.
In this episode of Sailing Okaliptüs, we're exploring...
We're leaving the beautiful Whitsunday Islands behind and beginning the long sail south towards Hervey Bay, Queensland! ⛵️
With plenty of miles to cover, overnight sailing with two little kids, and stops at some of our favourite places along the Queensland coast, this leg of our family sailing...
We Hiked an ACTIVE Volcano at Night to Watch It Erupt 🌋 | Sailing Stromboli & the Aeolian Islands
After months sailing Sicily’s northern coast, we’re heading for the crown of the Aeolian Islands: Stromboli, one of the most active volcanoes in the world. The goal? Hike up in the pitch black and ...
After spending our first season sailing the Caribbean as a family, we returned home to Idaho... and suddenly, going back to boat life didn't feel quite as simple as we thought it would.
Being home meant family, friends, mountains, camping, birthdays, Yellowstone, and everything we had left beh...
We’ve had some incredible experiences since moving aboard Big Lost, but this day in Moorea was one we’ll never forget.
We headed offshore hoping to find humpback whales—and what followed became one of the most extraordinary days we’ve had together as a family.
But while we were soaking in our fina...
This episode we are in a atoll sitting out some strong winds and big swell we hear whales and swim in the clearest water we may have ever seen.
Cheers everyone for watching!!
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Join us for a day on the water as we continue sailing north up the coast of Norway, enjoy some home-made sushi and explore historic Norwegian villages
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Join us as we wake up on our sail boat in the Aeolian Islands ☀️
Join us a we share a glimpse into our daily habits as a sailing couple navigating the Mediterranean. From brewing coffee while anchored under a volcano to paddle boarding beneath Volcanic Spines made of ancient magma and snorkeling in...
After our first year of sailing the Caribbean as a family, we sailed our Lagoon 450 south to Grenada to haul her out for hurricane season. But as we prepared to leave our floating home behind, we honestly didn’t know if we’d ever come back.
Our final sail takes us from Martinique past the incredibl...
📍Bocas del Toro, Panama sailing adventure!
Before setting off for San Blas, we head 7NM into Bocas Town for a civilisation fix and to pickup our replacement navigation gear destroyed by a lightning strike.
From tropical Starfish Beach to boat jobs and mast climbs, beach party vibes, skurfing, an...
🍕 It’s not really about the pizza.
Friday night pizza has become a tradition aboard Sea Moon — but somewhere along the way, it became about much more than what we were having for dinner.
In this Coffee with Sandy, I’m making our homemade pizza from scratch while sharing how this simple Friday-nigh...
This video we sail to the biggest archipelago in the world the Tuamotus.
Cheers everyone for watching!!
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Join as we continue sailing the iconic Norwegian fjords and show what happens behind the scenes in running a YouTube channel while cruising.
NEW VIDEOS EVERY SUNDAY!
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- every bit of support is much appreciated, keeps our journey going and the content coming!
I...
Are we pushing our sailing season too far by sailing until the end of October?
As we sail northern Sicily and the Aeolian Islands, the conditions are shifting rapidly. Thunder, rain, and building swells are becoming daily occurrences, forcing us to constantly rethink our plans. This video captures ...
We thought we knew what Caribbean adventure looked like… then we got to Dominica.
This island completely blew us away. We chased waterfalls through the rainforest, swam beneath one of them, explored the famous Indian River, stepped into a filming location from Pirates of the Caribbean, and somehow ...
This episode we are in the Marquesas in French Polynesia we swim with mantas and deliver some things to a village on a very remote island.
Cheers everyone for watching!!
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A smooth sea never made a skilled sailor. 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 ⚓️
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