Watch Sailing & Boating Adventures Around the World – Page 2 of 52
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 Wanted a Different Life… This Is Where It Took Us
We left Idaho looking for a different life. We had no idea that decision would eventually take our family across the Caribbean, through the Panama Canal, across the Pacific Ocean and all the way to French Polynesia. This week, the weather kept us sitting still in Tahiti—and for once, that gave us a...
That’s the REALITY of LIFE OFFSHORE. Sometimes IT SUCKS! | Sailing St Helena to BRAZIL!! Ep 454
To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 Life at sea is always about finding a balance. The balance between survival and enjoyment. Between speed and comfort. Between pushing the boat forward and knowing when to simply slow things down. It i...
Hidden Hot Springs & Sailing life of a family in Guadeloupe E396
Sailing Guadeloupe with the family ⛵ Another beautiful stretch of Caribbean cruising! We start out anchored in Malendure, where it’s time to tackle one of the less glamorous parts of boat life — the grocery run! With the boat stocked up, we jump into the clear Caribbean water for another incredible...
Leaving Africa Behind | 11 Days Across the Atlantic | S6 E01
Season 6 starts here! 🌊⛵ After an incredible season in South Africa, it’s time to point Happy Days west and head out into the South Atlantic. Our next stop: the tiny, remote island of St Helena — 1,650 nautical miles and 11 days at sea. And this passage gives us a little bit of everything… a foggy ...
6 years of sailing…we should have done this sooner!
After six years of sailing our 38ft sailboat, it was finally time for me to learn how to take control of her myself. When we bought AWRY, Kieran and I always planned to learn together. But a year later we started our family, and without really deciding it, we naturally fell into our roles — Kieran ...
First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6
We’re finally setting sail on our new floating home—and our very first fish aboard is a beautiful mahi-mahi! 🎣⛵️ After six exhausting days of moving aboard, organizing, provisioning, and preparing our Leopard 50 catamaran, it’s finally time to leave the dock and begin our next chapter as a full-tim...
Whoopsie #sailing #donttell #shorts #shortvideo
I surprised Easton during our q&a session with a question of my own😂
We Almost Quit Sailing
What was supposed to be a manageable overnight sail from the USVIs to St. Martin turned into one of the hardest passages we’ve experienced as a sailing family. The forecast said one thing. The ocean gave us something completely different. We found ourselves beating directly into the wind and waves...
Some Problems Follow You Across Oceans
We inherited our alternator problems when we bought Big Lost in Florida—and somehow, they've traveled with us through the Caribbean, across the Panama Canal, over the Pacific, and all the way to French Polynesia. We've fixed things. Broken things. Learned things. Taken steps forward and a...
Offshore Sailing Will TEST YOU in Ways You NEVER Imagined | Sailing St Helena to Brazil… Ep 453
To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 There is lots to think about to sea…. When the weather is calm and Nandji 2 is happily eating up the miles, there really is not a whole lot to do on watch. We live so much in the moment when sailing, A...
New episode is up on our channel! ⛵️ #sailing #sailingadventures #funny
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.
Our 4-Year-Old Started DIVING in the Caribbean! E395
Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊 We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
We found a simple way to make boat life easier
Living on a boat sounds pretty idyllic… until you need to do a grocery shop😅 We’ve been spending the last two weeks exploring the Keppel Islands, but with our next move coming up, it’s time to seriously restock the boat. The problem? We don’t have a car. That means anchoring close enough to a sup...
Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5
We bought a Leopard 50 catamaran, moved our family of six aboard—and immediately discovered our new home wouldn’t even fit at the dock. This is the chaotic reality of becoming a full-time sailing family. After saying goodbye to everything familiar and catching a one-way flight to Florida, it was fi...
BABY SHOWER! | From Our family to Your’s ~THANK YOU!
In preperation for our second child, we decided to create an online baby register for you guys and Bonita. Bonita has never had a baby shower so we thought lets have one online! And WOW! Thank you to everyone who has helped out and bought something from the register. This is a special THANK YOU fro...
REALITY of Living in Paradise
Come with us to explore FIJI by sailboat. This week we are seeing some of the most beautiful anchorages, resorts and underwater views in Fiji. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #s...
We Thought Leaving Would Be Easy — We Were Wrong | S5 E32
We thought leaving South Africa would be easy. We were wrong. Our last stop before checking out was Langebaan — and if we're honest, it might just be one of our favourite spots on the entire South African coastline. Kite surfers everywhere, wing foiling from the boat, sunsets and sunrises we w...
There’s No Going Back Now Episode 4
We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394
One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
A Military Closure Forced Us To Stop
Five weeks after leaving the dock in Brisbane, we're finally starting to find our rhythm as a family of four living aboard our sailboat. This week, an unexpected military closure means we're stuck in the stunning Keppel Islands for two weeks. At first, we weren't sure what we'd ...
The Greatest Gift My Parents Gave Us Wasn’t a Thing
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 Leave… But the Weather Had Other Plans
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...
We Had to Dodge Whales All the Way to Langebaan | S5 E31
We left Hout Bay after weeks of boat work and paperwork, ready to see a little more of South Africa before saying goodbye to it for good. First stop: anchoring beneath Table Mountain in Cape Town — a view we didn't need to go ashore to appreciate. From there, we sailed to Dassen Island, a prote...