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.
Showing 1-24 of 569 results
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...
Why Does It Feel Like Mantus Threw Up All Over Our Catamaran?
Ep. 221 ~ In Part 2 of getting Oka ready for Season 4, we're still working our way through the ever-growing list of jobs before we can leave Greece and head to Italy. The main project in this episode is our new catamaran bridle, including our upgraded Mantus chain hook. We build the new setup,...
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:
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:
HOT TAKE – Stupid Anchoring Mistakes
Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
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:
Leaving Greece for Land Life in Türkiye | Winterizing Our Catamaran ⛵
Ep. 218 ~ Living aboard full-time means there's a lot more to leaving your boat than simply locking the door and walking away! In this episode, we are in Preveza, Greece, where we prepare Oka for several months in a marina while we are on land in Türkiye. From replacing our old anchor chain an...
The BEST Ionian Anchorages We Keep Coming Back To | Sailing Greece 🇬🇷
Ep. 217 ~ Looking for the best Ionian anchorages in Greece? Join us as we revisit some of our favorite places while sailing our catamaran through the beautiful Ionian Islands. In this episode, we leave Ithaca and head to the tiny island of Kastos, where we compare the peaceful Easter season to the ...
SAILING VIRGINS. The best sailing courses on the planet!
Charter Chat – Episode #6: James Kell, Founder & CEO of Sailing Virgins In Episode #6 of Charter Chat, we sit down with James Kell, Founder and CEO of Sailing Virgins, to discuss his journey of building one of the world's leading sailing education and adventure companies. James shares how...
Sailing Greece’s Ionian Islands with My Best Friend from Mexico ~ 🇲🇽 to 🇬🇷
Ep. 216 ~ What happens when your best friend from Mexico comes to experience your life aboard a catamaran in the Mediterranean? Join us as we explore some of our favorite places in Greece, from the ancient wonders of Athens and the Acropolis to the crystal-clear waters of the Ionian Islands. We wan...
Sailing Greece: Katabatic Winds, Dragging Boats & A Bad Docking Day 🇬🇷
Ep. 215 ~ This week we're sailing through the beautiful Ionian Islands of Greece, welcoming friends aboard Oka before unexpected katabatic winds turn a peaceful anchorage into a stressful day for a few skippers. Watch as sailors work together to help a dragging boat, explore the protected anch...
Sailing Greece: Stern-Tying to the Rocks | Meganisi & Lefkada, Ionian Islands 🇬🇷
Ep. 214 ~ This week we're sailing through some of our favorite cruising grounds in the Ionian Islands of Greece! After crossing the Lefkada Canal, we head to the beautiful island of Meganisi, where we show exactly how we stern-tie our catamaran to the rocks—a technique you'll see througho...
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...
Sailing To Greece’s Ionian Islands | Stern-Tying To Rocks | Our Favorite Bays | Boat Repairs 🇬🇷
Ep. 213 ~ Join us as we continue sailing through Greece's stunning Ionian Islands aboard our Fountaine Pajot Helia 44 catamaran, Okaliptus! This episode is packed with beautiful anchorages, boat repairs and plenty of sailing as we visit Two Rocks Bay, Igoumenitsa, Sivota, Parga, Vonitsa and Me...
Sailing Greece: We Had ONE Chance to Make the Lefkada Bridge Opening 🇬🇷
Ep. 212 ~ After exploring Zakynthos and anchoring in the protected National Marine Park, we continue north through the Ionian Islands with a mission: make it through the Lefkada floating bridge before it closes. Along the way, we stop in the charming harbor town of Poros on the island of Kefalonia,...
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
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...