Watch Sailing & Boating Adventures Around the World – Page 5 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.
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SAILING FROM EAST AFRICA TO AMERICAS CHRISTMAS 2025
EAST AFRICA TO AMERICAS - SAILING CHRISTMAS 2025 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.th...
Ep 102 The Italien cruising season begins 4K
In this episode we leave Cagliari on Sardinia and start a New Sailing Season cruising in Italy but before we can let go of the lines we need to do a trip back to Gotland and finish off our solarpanelproject. We left Cagliari a sunny day and got a great sail to Porto Corallo on the east coast of Sard...
What Went Wrong — Lessons from S/V Escape
This video took me three years to make. Two sailors lost their lives aboard S/V Escape, and this is a careful, experience-based breakdown of what went wrong to understand the seamanship lessons that matter. Captain’s Locker — FREE DOWNLOAD Gear, checklists, watch schedules, night-reef cards, emerge...
SHIPWRECKED. ROBBED. THEN CHASED BY DRUG RUNNERS
SHIPWRECKED. ROBBED. THEN CHASED BY PIRATES 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] Sailing the remote w...
Sailing Truth Show: Why Balance Beats Strength on a Sailboat
Most people think surviving storms offshore is about having a strong boat. Heavier. Tougher. Overbuilt. It’s not. Offshore seamanship is the art of keeping a boat in balance—aerodynamically, structurally, and mentally. When a boat is balanced, energy stays manageable. When it’s not, energy builds ...
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...
SHIPWRECKED & STRANDED : ESCAPE from REMOTE NORTH BRAZIL ISLAND
SHIPWRECKED & STRANDED : ESCAPE from REMOTE NORTH BRAZIL ISLAND 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]...
SHIP WRECKED CREW JOINS US IN THE AMAZON – Not What We Expected!
SHIP WRECKED CREW JOINS US IN THE AMAZON - Not What We Expected! 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] ...
Rained Out in San Blas
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’ve had rain off and on since arriving in Panama, and as we begin exploring the San Blas—now learning their true name, the Guna Yala Isla...
WORLD’S GREATEST SAILOR was killed in the AMAZON DELTA
SAILING THE AMAZON DELTA where WORLD"S GREATEST SAILOR was killed 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 thecruisingkiwis@gmai...
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...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tue...
ATTACKED AT ANCHOR IN REMOTE BRAZIL – Sailing Ilha dos Lençois
ATTACKED AT ANCHOR IN REMOTE BRAZIL - Sailing Ilha dos Lençois 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] ...
Sailing Cartagena to Panama (Rosario Islands Stop!)
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After a month in Colombia—soaking in the historic charm of Cartagena and cooling off in the lush mountains of Minca—we finally had the boat...
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...
Making SAILORS OF OUR KIDS – HAND STEERING BRAZIL’S RUGGED COAST
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 MAKING SAILORS OF OUR KIDS - HAND STEERING BRAZIL'S RUGGED COAST After two long days of hand steering through la...
Why I’m Sailing Solo Nonstop Around the World
I’ve bought a new boat and I’m getting ready to sail solo, non-stop, around the world. It’s without a doubt the hardest thing I’ve ever set out to do, but maybe the most meaningful. In this video, I try to unpack why I’m taking on something this extreme and what’s really driving the decision. Curiou...
Where to Find REAL Sailing Information
Sailing knowledge isn’t centralized — it’s tribal. You learn from old salts, obscure blogs, long-out-of-print manuals, and the people who’ve actually done the miles. But with so much noise online, where do you find information you can actually trust? In this video, I’ll share the best places to lea...
11 YEARS & 50,000 MILES SAILING AROUND THE WORLD
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] 11 YEARS & 50,000 MILES SAILING AROUND THE WORLD After 11 yea...
My Final Sail Aboard Phoenix (and Losing the Drone)
Well, my last voyage with her was bound to happen eventually. I’m glad we ended things on such a high note. The sailing conditions were perfect, magical, even (aside from losing the drone 😅). The Molokai sea cliffs at sunset were absolutely breathtaking, and she brought us home safely one last time....
THEY’RE BACK ON THE BOAT! Sailing Brazil
THEY'RE BACKON THE BOAT! Sailing Brazil This week marks the return the boys, Declan and Ivan back to our floating home. We're anchored of the hidden paradise that is Galinhos, a remote fishing village on Brazil's north coast. It's the kind of place sailors dream about, unspoilt ...
CAUGHT AT SEA! SHORT-HAND SAILING THE COAST OF BRAZIL
CAUGHT AT SEA! SHORT HAND SAILING THE COAST OF BRAZIL Join us as we continue our sailing adventure along the northeast coast of Brazil, short-handed, just the two of us aboard our cruising catamaran. With Declan and Ivan still back in England, Rob and I share the Night watches and face whatever the...