Watch Sailing & Boating Adventures Around the World – Page 3 of 51
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Our Family Sailing Adventure Wasn’t Supposed to End Like This
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...
S1E54. The REAL Cost of DIY Restoring a 57ft Sailboat… ($7,000 Mistake!)
⚓ Welcome back to Sailing UV! This week you're coming to work with us. From installing electronics on brand-new fishing boats, working on massive yacht refits, checking out beautiful wooden classics at Spalding Boat Works, chasing Violet around the dog park, and finally bringing home a $7,000...
We CRASHED our SAILBOAT….NOW WHAT?
We CRASHED our SAILBOAT....NOW WHAT? What do you do after crashing your sailboat into rocks? With holes in our catamaran and only temporary repairs completed, we set sail from Antigua to Guadeloupe, in the Caribbean, hoping our temporary fixes will hold. abut this episode isn't just about re...
Broken Rudders, Sunken Boats: The Orcas Are Winning | Sailing Truth Show
Orcas have been ramming rudders and sinking sailboats off Spain, Portugal, and Gibraltar — and tonight we roll the tape. This is a Captain's Breakdown: I pause the footage, judge the crew's decisions in real time, and give the verdict — seamanship, panic, or pure luck. Then I'll tell ...
Can We Repair our Sailboat After Crashing into Rocks?
Can We Repair our Sailboat After Crashing into Rocks? Welcome back aboard, you join us this week in Antigua where we are assessing the damage to our sailboat, after accidentally crashing her into rocks at 6 knots. We are repairing what we can, and hoping to get our floating home seaworthy enough to...
We hit Rocks at six knots! Distracted by phone!!
Captain Checked his Phone then We Crashed into Rocks What should have been a short, routine sail between two anchorages in Antigua turned into one of our most expensive mistakes. A moment of distraction, the captain checking his phone, saw Javelot ran onto rocks, causing damage to both hulls and ca...
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...
NEARLY KILLED OUR ENGINE! Sailing the Caribbean
The Rookie Mistake That Nearly Cost Us an Engine Every sailor likes to think they're beyond rookie mistakes...until they make one. Join us this week, on the leeward coast of Guadeloupe, in the town of Bouillante, famous for it's natural thermal river, heated by the volcanic activity bene...
The Best Canadian Sailboat You’ve Never Heard Of | 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 1996 Gozzard 44, built by one family in a small Ontario shop th...
Everything Has Changed
Everything Has Changed For the first time in more than two months, our family is about to be reunited aboard our sailing catamaran Javelot. While I've been in England, following the loss of my brother Angus, Rob, Declan and Ivan have continued exploring the Caribbean without me. But now, with...
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...
SAYING GOODBYE – Sailing the Caribbean
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...
Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275
Join us as we continue to sail north through Scotland and make our way to Norway for the cruising season. We show the reality of moving our sailboat, adjusting to conditions, changing plans, fuel concerns and simply making miles north. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos ...
DEAL or DISASTER: YachtWorld’s Wildest Listings | 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 → Every week the brokerage sites are full of boats wearing a price tag that has...
Selling It All To Live On A Sailboat| Episode 3 Season 2
Join Our Banana Crew Follow the Satterlee boys at www.youtube.com/@UCKZtIu4ylFXnKkBrf161RFg We just bought our dream boat… Now we have to sell everything we own. After months of searching, countless debates, and a lot of prayers, we officially became the owners of a 2021 Leopard 50 catamaran. ...
DRUG SEARCHED in Netherlands ‘highest’ kingdom
DRUG SEARCHED in Netherlands 'highest' Kingdom This forgotten corner of the Caribbean is just five square miles making the Island of Saba one of the smallest special municipalities in the Dutch Caribbean. This week the crew have departed Sint Maarten to sail to this tiny volcanic island,...
The REAL PIRATES of the Caribbean
The REAL PIRATES of the Caribbean Do you know who the real pirates of the Caribbean are? It's not people sailing around on boats. When we were sailing in Martinique, we bought three little copper washers. When we inquired why they cost $64 we were told it's because they have holes in them...
They Did Everything Right… And Still Had to Abandon Ship
When Sailing Barking Cat left Australia aboard their cruising catamaran La Vita, the plan was simple: sail offshore toward Fiji, cross the Pacific with their crew and dogs, and begin the next chapter of the cruising dream. But a dream passage can turn into a Mayday shockingly fast. After delaying fo...
LAND at Last – Arriving in COLOMBIA After a WILD Passage | Day 15
The final stretch to Colombia… and after everything this passage threw at us, the wind completely disappears. After battling storms, big seas, a shredded headsail, and days offshore, we spend the entire night drifting slowly toward Cartagena at just 2–3 knots. If we’d had enough fuel, we could have...
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...
The Raw Reality of Offshore Sailing – Torn Sail, No Fuel & Wild Weather | Day 12
Day 12 of our sail from the USA to South America… and this is where the crossing starts to get rough. After finally reaching stronger winds out in the Caribbean Sea, the conditions quickly deteriorate and our headsail completely shreds offshore. With over 30 knots of wind, building swell, and no fu...
The Last Glimpse of Land Before South America | Day 11
Day 11 of our sail from the USA to South America… and today feels like a real turning point. The last glimpse of land disappears behind us as we head further offshore with nothing but ocean ahead. After barely any wind and carefully watching our fuel levels, we finally start to feel the conditions ...