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.
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My Catamaran Broke Apart 100 Miles From Hawaii
About 100 miles off Kona, pounding waves broke my catamaran’s rear main beam, leaving the starboard hull hanging from the deck. Keeping the boat together meant repeated trips into the black water beneath it, using rope and winches to lash a broken home back together. Full Catamaran Video: Excerpt...
Two days at Sea…..Then the storm hit! sailing Croatia to Greece
After an incredible summer cruising Croatia, it was time for Sea Moon to point south and begin our passage from Dubrovnik, Croatia to Corfu, Greece. Before leaving, we had one last day exploring Dubrovnik, including a walk around those spectacular city walls and a final look at one of Croatia’s mos...
Why Is the Rudder in Front of the Propeller?
Moving the engines aft creates more interior space, but it also places the rudders ahead of the propellers. I would test low-speed maneuvering on each engine separately because two engines are not true redundancy if one failure leaves the boat circling. Full Stream: 📗 Get My Book:
When Grenada Stopped Being Safe
For decades, cruisers gathered in Grenada because it sat just below the hurricane box that shaped many marine insurance policies. In July 2024, Hurricane Beryl flattened Carriacou and turned Tyrell Bay into a boat graveyard, shattering the industry's faith in that safe zone. Full Video: 📗 Ge...
Can a Wave Snap a Ship in Half?
A ship's hull behaves like one enormous beam, bending through hogging and sagging as wave crests and troughs support different sections. Push that steel beyond what it can bear and the hull can fracture, a failure that overwhelmingly strikes long, heavily loaded tankers and freighters. Full Vi...
The 282-Foot Yacht With an Incredible Past
Finished in an Italian warship yard in 1927, this 282-foot yacht began as "Flying Cloud". She then passed from an English duke, to a Guinness heir, and Aristotle Onassis before Windjammer finally made her its flagship in 1969. Full Video: 📗 Get My Book:
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...
The Hurricane You Cannot Dodge
A hurricane does not steer itself; larger wind patterns high above it, called steering currents, carry it like a cork in a river. When those currents weaken, the storm can stall or wander, making its path dangerously unpredictable. Full Video: 📗 Get My Book:
They Had NOWHERE To Run!! | The Tragic Story of SV Fantome
In October of 1998, a 282-foot four-masted schooner called the Fantome sailed into the western Caribbean with 31 crew members aboard and a hurricane building over the horizon. She was a 71-year-old, riveted steel ship with an incredibly gifted 32-year-old captain, Guyan March. When Hurricane Mitch—...
A Great Deal or a $200,000 Disaster?
This 60 year old Sparkman & Stephens yacht has an incredible pedigree, a valuable mast, and a recently reduced asking price. The aluminum hull could still be viable or require a $200,000 replating job, making a complete hull-thickness survey essential before buying it. Full Stream: 📗 Get My B...
The Window Design That Made These Boats Leak
Cooper sailboats can be good performers, but their large acrylic windows were not always engineered with enough frame overlap. Once the adhesive begins to fail, water can quickly enter the boat and damage the surrounding interior. It does not necessarily make the boat a bad purchase, but it creates ...
A Great Bluewater Boat With a Leaky Reputation
This Robert Harris design was built by Ta Yang in Taiwan and earned a reputation as a stout bluewater cruiser. Unfortunately, the original teak decks also earned these boats the nickname “Leaky Tikis.” This example has lost its teak deck and received several interior repairs, but a buyer still needs...
119 Days Lost at Sea – How it Began
John Glennie named the Rose-Noëlle after a young woman he met in Tahiti and lost in a tragic plane crash. Sixteen years later, the boat capsized, beginning an extraordinary 119-day survival story. Full Video: 📗 Get My Book:
How He Survived a Tropical Storm at Sea
How to survive a tropical storm at sea: A true sailing survival story. If you’ve ever wanted to sail offshore, you NEED TO WATCH THIS. It may save your life. For deeper training on how to handle the ocean, get your copy of Be The Captain: Johnny was 20 years old and eager for his first Atlantic c...
He Did Everything Right. His Captain Still Blamed Him.
👉 Shape this book and get the free first chapter: A guy learns to sail, earns his certifications, and signs on to crew a delivery to San Diego with two strangers who talked a big game about their offshore miles. On his watch the autopilot quits. The wind builds, the seas build, and when he calls f...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
Survival Mode at Sea + Monster Fish Caught | Day 2-3
Day 2 & 3 of our sail from the United States to Colombia did not go to plan. What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6
What you didn’t see last summer wasn’t just sunsets and sailing. Behind the beauty of sailing Greece and the Greek Islands were moments of fear, hope, love — and heartbreak. This is our real family sailing story. This sailing Greece family vlog begins in Mytikas, where a simple coffee run turns into...
I Finally Sailed to Maui — Where It All Began
We set sail from Hilo to Maui with light winds 90% of the way, finally catching a chill downwind run. I reflect a little bit on why I love sailing so much and how the hard work does eventually pay off. After arriving in Lāhainā we battle surf breaks to get the dinghy ashore and then hike a wild loca...
A Sporty 350 Mile Sail from Kona to Hilo 🌊
We battle big waves, broken gear, and beating to windward while sailing from Kona to Hilo on Hawaii's Big Island. This one was a doozy for sure. I also chat a bit about buying the new boat. More details on this very soon. And as always thank you for watching! ⛵ Join the Crew + Follow Along: 🌐...
She Left Me… and Now There’s a Hurricane Coming!! Ep-191
Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! After 2.5 years onboard, Janaye has flown back to Australia for some much-needed time with family, friends, and the little luxuries of land life — hot showers, delicious food, and even driving a car again! 🇦🇺✨ But whi...
Sailing The Bahamas – Threading the Needle Through Shallow Coral Reefs! Ep-186
We set sail on an overnight passage from the Exumas to the Abacos, navigating shallow Bahamian waters and dodging coral heads along the way. Our goal? Reach the narrow channel between the islands before sunset. After arriving, we're greeted by a few forecasted storms in the Abacos—just as we’re...
Sailing Into a Storm | Greek Island Adventure to Skyros
🌊 Support the Journey: We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a lightning-laden storm rolled in. On a sailboat, thunderstorms aren’t just...