Watch Sailing & Boating Adventures Around the World – Page 3 of 50
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 49-72 of 1196 results
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...
Crossing the Pacific Changed Our Family
After months of preparation and 24 days at sea since leaving Panama, we finally crossed the Pacific Ocean and arrived in Nuku Hiva in the Marquesas Islands of French Polynesia. This crossing pushed our family physically and mentally in ways difficult to explain. Interrupted sleep, endless sail chang...
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 ...
I was Fine…till I Wasn’t!! Tough times Sailing the Caribbean
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...
Ep 109 sailing back to lovely Elba and a maybe to exiting sail 4K
This episode is mostly a sailing feel good video with calm river excursions and smooth sailing but not without a little bit of drama as we return to lovely Elba and sail around the Island so stick around to the end. We also share some anchoring tip for soft mud.. We are a middle aged couple that ha...
CREW CHANGE – A Caribbean sailing adventure
CREW CHANGE - A Caribbean sailing adventure Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit. Welcome back aboard in Sint Maarten,...
This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check
#boatfoolssailing #sailing #nautorswan #sailboattour #bluewatersailing #swan42 This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check | Ron Holland Offshore Legend for $90K | TOUR Welcome aboard, BoatFools Nation! ⚓ Today Canadian Ken and I step aboard a true offshore thoroug...
Our WORST EVER Day Passage! I Gear failure & Heart break
Our WORST Day Passage! I Gear failure & Heart break Three quarters of the way sailing around the world, and one of our toughest day passages happens in the Caribbean. This week, Rob and the boys sail north through the Lesser Antilles, battling rough conditions, shifting winds, strong current, ...
Stocking Our Boat Like We’ll Never See Land Again! Ep-213
If we’re going to cross the Pacific… we need to be ready for weeks without seeing land 🌊 In this episode, we take provisioning seriously (maybe a little too seriously 😅). We start by building a master shopping list for everything we think we’ll need to survive the crossing—then head out to stock up...
This Is It. We’re Crossing the Pacific
We’re finally doing it. After months of preparation, we’re leaving the Galápagos and setting sail across the Pacific Ocean — 3,000 nautical miles to the Marquesas. This is the moment everything has been building toward. What started as a dream is now reality. With no turning back, we begin one of t...
Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!
Caribbean sailing life | Together, apart This week's episode takes us across oceans from the Caribbean Islands to England, as life on and off the boat unfolds in very different ways. While Rob and the boys sail north, along the west coast of Guadeloupe, they are treated to an unforgettable en...
SHE’S LEAVING
SHE'S LEAVING This week set sail we continue our sailing adventure, sailing north from Martinique to Dominica, but what began as a simple passage quickly became something very different and everything changed. This episode is a reminder that while sailing is about freedom and adventure, life ...
This Could’ve Brought Our Mast Down… So We Fixed It! Ep-211
We finally took on one of the biggest and most important upgrades you can do on a sailboat… replacing all of our standing rigging. With our rigging over 14 years old and a Pacific crossing ahead of us, this wasn’t something we were willing to risk pushing any further. Even with regular inspections,...
The Cruising Kiwis (TCK) is live
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
A Day in The Life of Live-aboard Sailors
Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...