Watch Sailing & Boating Adventures Around the World – Page 10 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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Life Aboard Mid-Atlantic Before the Seas Turn Rough – Day 6
Six days into our Atlantic crossing, the ocean is finally starting to show its teeth. The crew is back together—Brett, Ayanna, Jade, Dingo, and Penny—and we’re settling into the long middle stretch of life at sea. Days blur together with watches, editing, cooking, small routines, and the constant m...
The sail that took us into the Arctic Circle without knowing it – Ep 259
Join us as we sail the north and east coast of Iceland, cross the Arctic Circle and make our final landfall in Seyðisfjörður. Tight weather windows, 30 knot winds, and late-season conditions make this stretch challenging as we work our way around the northeast point and wait out systems in the fjord...
Episode 7: Harder than I Thought: Sailing Alone on the Pacific after Divorce
This is my new channel where I will continue the story aboard Calico Skies, but with a fresh perspective, new adventures, and the same passion for sailing, discovery, and storytelling that has always been at the heart of my journey. Please Subscribe and continue with the journey of Calico Skies! Ov...
Why You’re Failing at Sailing
BLACK FRIDAY BOOK DEAL: FREE WORLDWIDE SHIPPING: After 90,000 ocean miles, four Pacific crossings, losing a forestay, a knockdown, and a catamaran literally splitting in half… I’ve realized something nobody talks about: Most of the danger offshore doesn’t come from storms or gear. It comes from t...
Boat Work Begins
We’re officially back in refit mode. It’s going to be five solid months of boat work from here on out. Hope you’re ready. In this episode: 00:00 – The Great Hose Saga 06:30 – Battery System Problems 10:00 – Plans for the Day 14:00 – Jib + Staysail Fixes 22:00 – Line Bags & Engine Compartment Ch...
From PARADISE to HOLY SH!T – Sailing Iceland’s WILD north coast – Ep 258
Join us as we sail the rugged north coast of Iceland in our custom aluminum sailboat. From the remote beauty of Norðurfjörður to the lively fishing town of Siglufjörður and the whale-watching capital of Húsavík. We explore hidden hot springs, local swimming pools, and the unique charm of Iceland’s n...
Sailing Liberty E88- How Do We Go On? Discovering Florida Keys
Instagram Facebook Page Sailing Liberty Wish List: SUPPORT US ON PAYPAL: [email protected] Join Sailing Liberty as they tackle crucial boat preparations and exciting upgrades for their upcoming adventure to the Florida Keys and beyond! See them renew essential ship documents, em...
Don’t Buy a Sailboat Until You Watch This – 5 Costly Mistakes New Sailors Make
Quiet Power: Electric and Hybrid Propulsion at Annapolis: Thinking of buying your first offshore sailboat? Before you hand over your life savings, watch this video. In it, we break down the 5 biggest mistakes new sailors make when buying their first cruising boat — and how to avoid them. From fal...
ATLANTIC CROSSING – Sailing 800 miles to CAPE VERDE with Gear Failure
Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ / The first instalment of our series, sailing across the mighty Atlantic Ocean. The trip of a lifetime starts with some hiccups, and we end up diverting offshore to a safe haven in Cape Verde. Multiple gear fail...
ANOTHER BREAKDOWN | Sailing & Fixing our Sailboat in Iceland – Ep 257
Join us as we continue sailing Iceland while exploring the beautiful fjords and towns. We travel to Grundarfjörður and Ísafjörður by sailboat. From biking past waterfalls, Icelandic horses and visiting Kirkjufell Mountain, this episode captures real life cruising the North Atlantic. We share what it...
This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR
#bluewatercruiser #cheoyleecclipper36 #sailboatreview #boatfoolssailing **The thumbnail image is a sister ship! The Clipper 36 Sailboat is a Winner! A SWEET 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR BoatFools Nation! This week, Canadian Ken couldn’t make the trip — so his body do...
We’re FINALLY Doing It⛵️Catamaran Workshop Conversion
We’re FINALLY doing it! After years of dreaming and months of planning, we’re starting the process of converting our port forward cabin into a functional onboard workshop so we can tackle all the future projects boat life will throw at us. In this episode, we start the demolition and rebuild proces...
I Fell Asleep and Crashed Into the Rocks
Get The Book → The True Story Behind the Night I Almost Lost Everything—and What It Taught Me About Command at Sea. Two boats. Two oceans. Two mistakes I’ll never forget. This is the night I fell asleep under full sail and ran my boat straight into the reef—twice. It’s not about drama; it’s about...
Addressing a Serious Safety Issue During Our Catamaran Refit
We’re back on the hard this week, making major progress on our refit and addressing one of the biggest safety concerns for catamarans: escape hatches. In this video, we dive into what makes them so risky, vent a little (okay, a lot 😅), and show the changes we’re making to keep our boat safe. While ...
From Sea to Streets: Sailing into Cartagena & Touring the Walled City
Sailing into Cartagena Colombia, Sailing Big Lost crosses 400 nautical miles from Bonaire, dodges Magdalena River logs, clears a harbor net, and explores the historic Walled City.
BIG CHANGES AHEAD: Refitting our Catamaran in New Zealand
We’ve officially hauled Sabado out of the water at Port Whangarei Marine Center in New Zealand, and the refit has begun! In this video, we take you through a day in our new routine: starting the morning at our rental house, commuting to the boatyard, and diving into our first big boat projects. We ...
DON’T DO WHAT WE DID‼️Sailing Minerva Reef to New Zealand
After waiting out a storm on anchor in Minerva Reef, we set off toward New Zealand — but a drastic shift in the forecast, rough seas, and a vicious counter-current quickly turned this into one of our most challenging passages yet. With another storm closing in, we were pushed to make tough calls und...
Ep 267 | Offshore Sailing Turks & Caicos to the Bahamas
This time on Distant Shores we set sail from the Turks and Caicos Islands heading for the Bahamas, where we explore some of the remote Family Islands on our way to George Town, a crossroad for cruising sailors and home of the National Family Island Regatta. Besides the regatta of traditional Bahamia...
Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!
Sailing from Grenada to Bonaire aboard their Vision 444 catamaran, Sailing Big Lost handles a midnight Code 65 failure, navigates Venezuelan waters, and troubleshoots shore power voltage at Harbour Village Marina.
Haul-out day (end of a chapter) | Sailing Sitka Ep 186
That’s it, that’s all. We hauled out our sailboat in Linton Bay, Panama. Watching 25,000 pounds of fiberglass, rigging, wood and belongings lifted slowly from the water is a strange mix of awe and anxiety. Boats are meant to float, not hang suspended in the air, yet here she is, cradled by straps an...
Scary Moment in a Remote Arctic Fjord – Ep 252
Join us as we cruise Greenland, explore the breathtaking Prince Christian Sound, and discover remote settlements few ever see. Experience the thrill of anchoring in fjords, sailing past towering mountains, waterfalls, and icebergs, and capturing the raw beauty of the Arctic. NEW VIDEOS EVERY SUNDAY...
Our Sail South Begins: Tonga to Minerva Reef
Join us on our journey South to New Zealand! In this video we prepare to leave Tonga: stocking up on provisions, triple checking the weather and saying farewell to the local wildlife…🐋🪼🦑 From there, we set off on a 3-day passage to Minerva Reef, facing rough seas along the way and adding a few new i...
Full Tour of the Bluewater 56 | Kevlar Offshore Yacht
Full in-depth walkthrough of the Bluewater 56 — a Kevlar/Twaron-reinforced offshore sailboat designed for real bluewater passagemaking. This isn’t just a quick deck shot; it’s a detailed 90-minute tour filmed after I spent six weeks commissioning this yacht in Mallorca. 📕 My book: Be The Captain →...