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.

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STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail
WE|Sail

STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail

Welcome back to another episode of WE|Sail. EPISODE 338 I'm Warren, this is Erica, and over the last seven years we've slowly been working on a circumnavigation that we promised family would only take two. Lately we find ourselves in Fiji, and we chose to do something very few other cruis...
Living Aboard During Cyclone Season in Fiji | Why No One Sails Here
WE|Sail

Living Aboard During Cyclone Season in Fiji | Why No One Sails Here

Welcome back to another episode of WE|Sail. EPISODE 337 Seven years. Over 30,000 nautical miles. We've sailed to some incredible places, and Fiji is definitely one of them. Our days have a rhythm: sail, anchor, explore, maintain the boat, edit. The flow is pretty much the same. But somehow, e...
High Seas Adventure in the North Atlantic 2022, Westsail 32 Mighty Sparrow
Sailing Into Oblivion

High Seas Adventure in the North Atlantic 2022, Westsail 32 Mighty Sparrow

The high seas adventure of 2022 was difficult and did not go according to plan, but I was able to learn some valuable lessons and also truly see what I was made of when the world gets out of control. The ocean is a great teacher of so many lessons, and I am grateful to everyone that helped get me o...
Cape Cod to Florida, North Atlantic in November 2025 Westsail, 32 Mighty Sparrow
Sailing Into Oblivion

Cape Cod to Florida, North Atlantic in November 2025 Westsail, 32 Mighty Sparrow

This trip started November 14th 2025 from Cape Cod with a destination of Florida, it took 17 days and the first half was in a bit of heavy weather. The video covers the first 5 days of the trip. The boat is a Westsail 32, Mighty Sparrow Help Support this podcast with the following links, Thanks for...
Sailing In a Gale, Westsail 32, North Atlantic Ocean
Sailing Into Oblivion

Sailing In a Gale, Westsail 32, North Atlantic Ocean

This is a short clip of a recent Gale in the North Atlantic halfway between Cape Cod and Bermuda. Wind speed at this point were in the mid 30's and seas were still building. This system lasted 48 hours and during the peak I had to hand steer for about 6 hours as the windvane couldn't keep ...
How We Built and Installed a Staysail on Our Old Boat | Full Build & Offshore Techniques
Sailing Maalie

How We Built and Installed a Staysail on Our Old Boat | Full Build & Offshore Techniques

Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ / It's finally here! Our first video since April. It has been a tough year for us – please see the post on our channel about where we have been. In this video, we take you through the full build and install...
Contessa 32 AND Rival 32 Sailing Offshore in Heavy Seas
Sailing Maalie

Contessa 32 AND Rival 32 Sailing Offshore in Heavy Seas

Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ We have just sailed down from Norway to western Europe, on our wee ship. In this episode - big autumn winds arrive on the Portuguese coast, and we spend a long night on anchor watch with 40 knots of breeze. We get...
Nine Days Alone- The Final Push to Australia WHSE 142
Wind Hippie Sailing

Nine Days Alone- The Final Push to Australia WHSE 142

Holly documents her grueling yet rewarding nine-day solo sailing journey from the Solomon Islands to Vanuatu before arriving in Australia. The video discusses her experiences with difficult weather conditions, sleep deprivation, and the anticipation of cultural adjustments as she enters a new countr...
Sailing into a Gale: Solomons to Australia WHSE140
Wind Hippie Sailing

Sailing into a Gale: Solomons to Australia WHSE140

Do I wait in the Louisades with barely a connection to the outside world, or brave a gale to get to Australia? In this episode of bluewater sailing, I get waves crashing over the whole boat and filling the cockpit, get stuck in a shipping lane, and almost hit a ship. It's a rough crossing! Th...
Upwind Battle Down The Beagle Channel 💪[Ep. 116]
Sailing Sweet Ruca

Upwind Battle Down The Beagle Channel 💪[Ep. 116]

They say we're going the wrong way around, and that's because no one likes going up wind (as much as we do!) Watch as we tack back and forth in strong headwinds on our first day out into the wilderness and arrive at our first anchorage. #sailing #adventure #epic Now enjoy a sailing vide...
Goodbye Civilization! Taking Off For The Patagonian Fjords In Our Sailboat [Ep. 115]
Sailing Sweet Ruca

Goodbye Civilization! Taking Off For The Patagonian Fjords In Our Sailboat [Ep. 115]

You haven't seen YouTube sailing HERE! It's time to take off for the Patagonian fjords - some of the most remote sailing, but surrounded by majestic mountains that can sometimes cause treacherous williwaws and challenging sailing. Our first day in the fjords does not disappoint as the wi...
Sailing The Beagle Channel to Ushuaia Argentina [Ep. 111]
Sailing Sweet Ruca

Sailing The Beagle Channel to Ushuaia Argentina [Ep. 111]

After making some sail repairs in Puerto Williams, Chile, we once again hoist the sails on a Patagonian adventure to Argentina's southernmost city, Ushuaia in Tierra del Fuego! #sailing #adventure #tierradelfuego Want to support our content, get behind the scenes information, real time updat...
The Deadly Southern Ocean Takes Its Toll [Ep. 104]
Sailing Sweet Ruca

The Deadly Southern Ocean Takes Its Toll [Ep. 104]

The cameras keep rolling and capture our costliest day sailing aboard our yacht. The Southern Ocean's Furious Fifties bring fury as we round the dangerous Le Maire Strait at the tip of Tierra del Fuego in South America and experience a big loss on board. #SailingAdventure #SouthernOcean #Extre...
Sailing The Treacherous Furious 50s! [Ep. 103]
Sailing Sweet Ruca

Sailing The Treacherous Furious 50s! [Ep. 103]

Get ready to witness the most insane sailing adventure of our lives! We took on the worlds most treacherous waters in the Furious Fifties and captured every heart-stopping moment on camera. The furious 50s live up to their name! We go where few YouTubers have gone before as we sail around the world...
Examining a few Sailing Clips
Sailing Into Oblivion

Examining a few Sailing Clips

Just taking a deep dive into a few clips that could use a little more of a back story and explanation. Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo:
Sailing In The Roaring 40s: The Epic Adventure We Never Expected! Part 2 [Ep. 102]
Sailing Sweet Ruca

Sailing In The Roaring 40s: The Epic Adventure We Never Expected! Part 2 [Ep. 102]

The roaring 40s finally start to roar is we sail our way deeper into the southern ocean. You won't believe the conditions we face double-handed with our sailing dog! Join us for a fantastic challenge out at sea! #sailing #sailingaroundtheworld #southernocean About Us: We are two young racin...
The Shocking Truth About Sailing in the ROARING 40s! [Ep. 101]
Sailing Sweet Ruca

The Shocking Truth About Sailing in the ROARING 40s! [Ep. 101]

We are now sailing offshore deep into the roaring 40's on our way to Cape Horn and the waves and breeze are picking up, but not quite as forecasted. Fog and rain make the conditions colder. Can work work together as a team to make our weather window? About Us: We are two young racing sailors ...
Preparing for Heavy Weather Sailing @ 40° South [Ep. 100]
Sailing Sweet Ruca

Preparing for Heavy Weather Sailing @ 40° South [Ep. 100]

We are pushing hard during the night, sailing deep into the dark and stormy void of the roaring forties and the South Atlantic Ocean, setting our 4th reef as we prepare for heavy weather and charge offshore toward International Waters and the pirate laden grounds of the Chinese fishing fleet. All th...
Storm Sailing Westsail
Sailing Into Oblivion

Storm Sailing Westsail

The start of a nasty bit of weather north of Bermuda. It was going to be a long night ahead.
Escape from the Gulf of Maine EP#1
Sailing Into Oblivion

Escape from the Gulf of Maine EP#1

This is the first of the series of videos from this last adventure. It took a while to get away from the Gulf of Maine but after 5 long days we did it. The weather was up and down but old Sparrow kept me safe and we continued on into the open ocean. More to come... Support the Channel by joining ...
A VERY SAD STORY – SwT 107 WHAT HAPPENED TO ANDREAS SIPSAKAS? IS HE A VICTIM OF BRUTAL PIRACY?
Sailing with Thomas

A VERY SAD STORY – SwT 107 WHAT HAPPENED TO ANDREAS SIPSAKAS? IS HE A VICTIM OF BRUTAL PIRACY?

This is a very sad story that needed to be told, and to shine some lights about Andreas Sipsakas that vanished at sea en route to San Andres. I dont have the blueprint nor do I try to solve this mystery. But with the information I have tried to share what I belive and from my perspective what could ...
SAILING FAST TO SAN ANDRES – SwT 106 WHY DID I NOT CROSS THE PANAMA CANAL YET?
Sailing with Thomas

SAILING FAST TO SAN ANDRES – SwT 106 WHY DID I NOT CROSS THE PANAMA CANAL YET?

Join me on this fast sail from Panama to San Andres. The Columbian island outside of Nicaragua that also was the dream of a solo sailor friend still missing after 3 years. Im meeting up with my friends Rick and Maddy from Sailing Sophisticated Lady, and experience the easiest and friendliest check i...
LEAVING PIRATES & THUNDERS – SwT 104 – SAILING TO SAN ANDRES
Sailing with Thomas

LEAVING PIRATES & THUNDERS – SwT 104 – SAILING TO SAN ANDRES

Leaving Pirates and thunders behind for now. Piracy in Panama is nothing new and it's pretty naive to belive anything else. However this time my experience is the piracy have come down a bit from last time I was here but the corruption is worse than ever. Guess this is just how Panama is and al...
THE  WORLDS BUSIEST SHIPPING LANE, AT NIGHT! – SwT 104 – BACK IN PANAMA AFTER 2 YEARS OF WAITING
Sailing with Thomas

THE WORLDS BUSIEST SHIPPING LANE, AT NIGHT! – SwT 104 – BACK IN PANAMA AFTER 2 YEARS OF WAITING

Sailing solo into the Worlds second busiest shipping lane at night, after a 1300 nautical miles nonstop solo sail from Martinique to Panama. After 2 years of waiting, I'm back in Shelter Bay Marina again. I'm sharing the last hours of my sail and also some of the things around entering bus...
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