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.
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...
This was NOT the Caribbean we expected.
Sailing south through the Eastern Caribbean brought us to Guadeloupe—and what we found completely surprised us.
After leaving St. Kitts and Nevis and making a quick stop in Montserrat, we sailed Isla into Deshaies, Guadeloupe, ready to get off the boat and e...
We just sailed four days to reach this huge catamaran in search of our new floating home! We had previously put an offer in to buy this boat, sight unseen and only now are we discovering what we may have agreed to buy…
Once the survey is complete, we continue our journey delivering our old boat wit...
One of the questions we get all the time: where do you put all your food?! A little look inside our galley, how we organize food, and where we manage to fit everything when your kitchen also has to survive life at sea.
Sometimes the greatest gifts aren't things—they're the lessons and memories that stay with you forever. ❤️
This week aboard Isla, Nana and Gogo join our family to celebrate my 40th birthday, and what started as a family visit became one of our favorite weeks of boat life.
We waste no tim...
We needed to get Big Lost to Tahiti.
After dealing with alternator problems off and on since Saint Martin, there’s an alternator specialist in Tahiti who can finally help us figure out what’s going on. But sometimes the smartest decision you can make while cruising is deciding not to go.
With 25–3...
Family Sailing Adventure Wasn't Supposed To End Like This
After safely sailing our damaged catamaran south from Antigua to Guadeloupe, we make one final stop in the breathtaking archipelago of Les Saintes, home to one of the Caribbean's most beautiful natural harbours and the best baguett...
We crossed an ocean chasing paradise.
What we found was something even more valuable.
For months, our family had been working toward this moment. Crossing the Pacific meant weather windows, long passages, constant planning, and the relentless pursuit of the next destination. Every mile brought us ...
We crossed an ocean dreaming about places like Fakarava. World-famous dives, crystal-clear lagoons, black pearls, and remote islands were everything we had imagined.
But somewhere along the way, we realized this journey was changing more than our location. It was quietly changing the way we measured...
Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected.
As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
The Tuamotus are some of the most beautiful islands we've ever visited—but living this far from everything comes with challenges most people never see.
In this episode, we explore life in the remote atolls of French Polynesia. From provisioning and planning an overnight passage, difficult ancho...
After crossing the Pacific Ocean and spending weeks in the Marquesas, we finally arrived at one of the places we've dreamed about for years: the Tuamotus.
In this episode, we leave Nuku Hiva behind and make the 500 nautical mile passage to Raroia Atoll. After carefully timing our arrival throu...
SAYING GOODBYE - Sailing the Caribbean
Sooner or later, every voyage reaches it's destination, and this week is all about goodbyes.
While I farewell my beautiful brother Angus, Rob, the boys and our patron Diane continue sailing south through the Caribbean Leeward Islands, Making their way fr...
This week we're sharing our life living on a sailboat in the Bahamas! We're enjoying beach days with the family and Jackson our dog, celebrating a beautiful wedding with our friends, spotting dolphins and sharing another week of life aboard our sailboat. Thanks for coming along for the adv...
After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land."
And then we spent $12,870.66. 😳
In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
After crossing more than 3,000 miles of Pacific Ocean, we finally had a chance to slow down and enjoy life in the Marquesas Islands.
But life after landfall isn't just tropical anchorages and waterfalls. There were still boat projects to finish, new places to explore, and old friends to reunite...
I Was Fine... Till I Wasn't - Sailing the Caribbean
Welcome back aboard for another Caribbean sailing adventure.
This week our patrons our patrons Greg and Gideon experience their very first offshore sailing passage, on our live aboard catamaran, departing Saint Martin for Saint Barts.
Its a...
Eventually, life in the Pacific started to feel normal.
After more than a week at sea crossing the Pacific Ocean, the routines of offshore life slowly began to settle in. Night watches, sail changes, repairs, fishing, cooking, exhaustion, and family life all became part of our everyday rhythm somew...
We left everything behind to cross the Pacific Ocean with our kids.
After weeks of waiting in Panama, we finally set sail — but the reality of life offshore hit fast. From losing wind and navigating shifting conditions, to gear failures and constant decision-making, this passage tested us in ways we...
We’ve been living this life for 7 years now…
Sailing, travelling, exploring — it looks like a dream.
But behind the scenes, there are parts no one really talks about.
In this episode, we open up about one of the hardest challenges we’ve faced as a family — something that made us stop and question ev...
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET.
In this episode aboard Sailing Big Lost, we finally trade the noseeums of Snug Harbor for sunshine, clear water, and one of the most iconic...
SOLO SAILING THE BRAZIL COAST
Welcome back aboard our floating home.
After an unforgettable family reunion in Lucerne, Switzerland, where Finn and and Ben brought home silver for New Zealand at the rowing World Cup, Rob returns to Brazil for a solo sailing mission aboard our boat in the stunning m...
We've crossed oceans...... Survived storms…... Robbed in Africa..... but nothing’s scarier than U.S. medical bills 😬
This week we sailed from the Bahamas back to the USA but this “routine crossing” turned as we arrived in USA. Between running from stormy tropical weather in the middle of hurri...
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The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
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