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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Keeping Whales From Sinking Us – 700 NM to a New Country
Sailing Machete

Keeping Whales From Sinking Us – 700 NM to a New Country

Daniel and Jenna Brown sail 700 nautical miles from Fiji to New Caledonia aboard SV Machete, implementing rigorous whale strike mitigation and offshore seamanship.
We Went Back to the Life We Left Behind… But It Felt Different
Sailing Big Lost

We Went Back to the Life We Left Behind… But It Felt Different

After months aboard catamaran Big Lost in French Polynesia, Kelly and Connor returned to Idaho to inspect their 400-acre shared ranch and reunite with family.
You Asked About the Beneteau 51.1. At That Exact Moment, One Was Sinking  | LIVE
Sailing Zingaro

You Asked About the Beneteau 51.1. At That Exact Moment, One Was Sinking | LIVE

James of Sailing Zingaro examines the offshore sinking of the Beneteau Oceanis 51.1 Taitam after a whale strike north of Norfolk Island en route to New Zealand.
The Crossing That Tested Everything (700 Miles Fiji to New Caledonia) | FROM THE VAULT FLASHBACK
The Sailing Brothers

The Crossing That Tested Everything (700 Miles Fiji to New Caledonia) | FROM THE VAULT FLASHBACK

The Sailing Brothers navigate a demanding 700-nautical-mile ocean passage aboard SV Checkers from Fiji to New Caledonia, confronting beam-sea gales, rigging failures, and tricky night reef pilotage.
How to Set a Stern Anchor Solo WHS190
Wind Hippie Sailing

How to Set a Stern Anchor Solo WHS190

Discover the technical seamanship of deploying a stern anchor solo with Holly Martin aboard SV Gecko, navigating narrow anchorages and ocean swells.
Our worst nightmare happened and we weren’t as prepared as we thought.
Holly and Ray

Our worst nightmare happened and we weren’t as prepared as we thought.

Between the two of us, we’ve been sailing for a long time. We know the theory. We know where every piece of distress equipment on this boat is. We don’t skimp on insurance policies. But when an emergency actually happened, none of that seemed to matter. What we had was a pounding heart, a serious ...
The Emergency We Weren’t Ready For
Holly and Ray

The Emergency We Weren’t Ready For

Between the two of us, we’ve been sailing for a long time. We know the theory. We know what a MAYDAY call sounds like. We know where every piece of distress equipment on this boat lives. But when an emergency actually happened, none of that seemed to matter. What we had was a pounding heart, a seri...
We Never Expected to Find Family Here
Sailing Big Lost

We Never Expected to Find Family Here

When we left home to sail around the world, we thought the hardest part would be leaving our family behind. What we never expected was finding another family halfway around the world. After arriving in Moorea, we finally slow down enough to enjoy everything this incredible island has to offer—from...
What was your first serious boating-related injury, and did you struggle mentally afterward?🤕
Holly and Ray

What was your first serious boating-related injury, and did you struggle mentally afterward?🤕

I’m surprised by how difficult the emotional part of my recovery has been. Even though I’m back on the boat, one month later, I can’t seem to shake the bad dreams and catch myself hesitating over movements that used to feel completely natural. I’m determined to rebuild my confidence and get back to...
How We Get Paid to Sail in Paradise (Full-Time Boat Life)
Untide

How We Get Paid to Sail in Paradise (Full-Time Boat Life)

Take my sailor type quiz! - Hey Friends, It feels amazing to have finally arrived in Fiji! There are a countless number of islands to explore, and the Fijians have to be the friendliest and most welcoming people we have met on this voyage. Hope you enjoy! Join the Patreon here, for sailing opp...
I Should Be With Her: A Medical Emergency Sailing Fiji
Holly and Ray

I Should Be With Her: A Medical Emergency Sailing Fiji

What starts as a perfect day in paradise quickly turns into every cruiser's worst nightmare. We make a short hop to a beautiful mooring in Fiji, explore the local fresh market, and settle in to enjoy the sunset. Then Holly suffers a medical emergency that changes everything. With the local ho...
We Came for the Sailing… We Stayed for the Friendships
Sailing Big Lost

We Came for the Sailing… We Stayed for the Friendships

We thought sailing around the world would be all about the destinations. The turquoise lagoons. The remote islands. The adventure. But somewhere along the way, we realized the places weren't what changed us the most. It was the people. In this episode, we spend our final days in beautiful T...
We Thought Success Looked Like This    We Were Wrong
Sailing Big Lost

We Thought Success Looked Like This We Were Wrong

We crossed an ocean dreaming about places like Fakarava. World-famous dives, crystal-clear lagoons, black pearls, and remote islands were everything we had imagined. But somewhere along the way, we realized this journey was changing more than our location. It was quietly changing the way we measured...
This Is Why We Crossed The Pacific
Sailing Big Lost

This Is Why We Crossed The Pacific

After crossing the Pacific Ocean and spending weeks in the Marquesas, we finally arrived at one of the places we've dreamed about for years: the Tuamotus. In this episode, we leave Nuku Hiva behind and make the 500 nautical mile passage to Raroia Atoll. After carefully timing our arrival throu...
We Weren’t Ready to Leave Yet | Life in the Marquesas
Sailing Big Lost

We Weren’t Ready to Leave Yet | Life in the Marquesas

After returning to Taiohae Bay on Nuku Hiva, we thought we'd only be staying a few more days before continuing west toward the Tuamotus Islands. The route was planned. The boat was nearly ready. All we needed was the right weather window. What started as an unexpected delay quickly turned into ...
We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show
Sailing Zingaro

We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show

Most boats never make it to Mai'O. You can't just sail in... the island decides who comes ashore. Years ago, my girlfriend and I were anchored in Moorea when we met a man whose friend was from Mai'O. He asked if we could bring his friend home. We said yes — and what happened next was...
1500 Miles to Fiji through the ITCZ – Sailing Sweet Ruca [Ep. 192]
Sailing Sweet Ruca

1500 Miles to Fiji through the ITCZ – Sailing Sweet Ruca [Ep. 192]

Battling through the ITCZ (Inter Tropical Convergence Zone), we sail 1500+ miles from the Marshall Islands to beautiful Fiji. This is part one of our 12 day bluewater sailing voyage through some of the most remote parts of the pacific ocean. #sailing #storm #vlog #yachtlife #reallife
Sailing 1,300 Nautical Miles to TONGA⛵️
Holly and Ray

Sailing 1,300 Nautical Miles to TONGA⛵️

Join us as we complete a 10-day, 1,300 nautical mile voyage from French Polynesia to Tonga! We carefully navigate a reef pass into a peaceful anchorage, where we check into the country with ease—no dodgy docks, just smiles. After a brief rest, we lift anchor for a bumpy overnight sail to Vava’u, eag...
10 DAYS AT SEA⛵️Next Stop: Tonga!
Holly and Ray

10 DAYS AT SEA⛵️Next Stop: Tonga!

Let’s get the heck out of here‼️ Join us for a 10 day sail from French Polynesia to Tonga— a passage we’ve been looking forward to for quite some time… 😍 The journey begins with a beautiful overnight trip from Tahiti to Bora Bora, where we tackle some chores in preparation for our departure and soak...
Sailing SOLO Tonga to Fiji, Navigational Nightmare Even Pros Get Wrong! (CSS, Ep 257)
Calico Skies Sailing

Sailing SOLO Tonga to Fiji, Navigational Nightmare Even Pros Get Wrong! (CSS, Ep 257)

Enjoying our channel? Consider joining the Calico Skies Patreon Crew for as little as $2 a month to get lots of extra goodies :) 0:00 Intro 0:10 Passage Planning to Fiji 2:42 Cleared out of Tonga 5:37 Day 2 - Setting Boat up for Wing on Wing 9:47 Day 3 - Time for a Jibe 16:50 Day 4 - Course Chan...
Ocean to Table: Sailing New Zealand for Seafood – Episode 146
Sailing One Life

Ocean to Table: Sailing New Zealand for Seafood – Episode 146

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: In New Zealand? Check out our mate's fishing charter for the ultimate fishing experience: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watc...
Sailing Back to Tahiti: Preparing for Our Next Adventure
Holly and Ray

Sailing Back to Tahiti: Preparing for Our Next Adventure

We’re on the move! ⛵️ After an overnight sail from Tahuata to Nuku Hiva, we said goodbye to our family and restocked the boat with food and fuel before the World ARC arrived. Then, it was off on a six-day offshore passage back to Tahiti, the first leg of our journey toward New Zealand. Along the way...
LIGHTNING STRIKE over the boat! [Ep171 RED SEAS]
Sailing Red Seas

LIGHTNING STRIKE over the boat! [Ep171 RED SEAS]

A Massive Storm Caught Us Off Guard ⚡️🌊 We set out to visit Makatea Island, but huge waves forced us to change course, sailing an extra day to the nearest safe anchorage. Just as we started to relax, a terrifying lightning storm rolled in, passing directly over us! The thunder was deafening, the sk...
FINAL SAILING ATTEMPT: Will we ever reach this LOST WORLD? [Ep170 RED SEAS]
Sailing Red Seas

FINAL SAILING ATTEMPT: Will we ever reach this LOST WORLD? [Ep170 RED SEAS]

🌊 EPIC Night Sailing Adventure to a Hidden Paradise! 🏝️⛵ After nearly two years exploring French Polynesia, we’re taking on one of our biggest challenges yet—a treacherous night passage through the remote Tuamotus! 😱 With zero moonlight, strong currents, and an anchor stuck on coral, we navigate bl...
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