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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Could YOU Escape Hurricane Mitch? — Be The Captain LIVE | Be The Captain Podcast Ep. 2
Sailing Zingaro

Could YOU Escape Hurricane Mitch? — Be The Captain LIVE | Be The Captain Podcast Ep. 2

📖 English ("Be The Captain"): 🇪🇸 Español ("Sé el Capitán"): Tonight, you sit in the captain's chair. October 26th, 1998. You command the S/V Fantome. 282 feet of riveted steel, 31 crew, 7 knots on her best day, drawing 13 feet. A Category 5 hurricane is stalled over the ...
My Final Video as Sailing Zingaro
Sailing Zingaro

My Final Video as Sailing Zingaro

After 10 years and 90,000 nautical miles, this is the last video under the Sailing Zingaro name. In 2016 I bought a catamaran, pointed a camera at myself, and made a promise: I'll go, and I'll take you with me. The good, the bad, the ugly. You watched me sail to Ecuador, Easter Island, an...
A Near-New Catamaran for €100K. I’d Still Walk Away. | Sailing Truth Show
Sailing Zingaro

A Near-New Catamaran for €100K. I’d Still Walk Away. | 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 → She's a 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
DEAL or DISASTER: YachtWorld’s Wildest Listings | Sailing Truth Show
Sailing Zingaro

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...
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...
Nigel Calder: The Truth About Philosophy, Gunboats, and Marine Engineering
Sailing Zingaro

Nigel Calder: The Truth About Philosophy, Gunboats, and Marine Engineering

Nigel Calder has kept more sailors safe than perhaps anyone alive. But his path to becoming the world's foremost marine engineering expert was anything but standard. Get my book Be The Captain: Support the journey on Patreon: In this interview, we dive into the stories you won't find i...
sailors, don’t miss out on this!
WhiteSpotPirates

sailors, don’t miss out on this!

On this inland adventure, we leave the anchorage in Valle Gran Rey and dive deep into La Gomera travel. As much as we love sailing the world, there’s so much beauty hiding inland — and this time, we explore it properly. We set off on a road trip Gomera, winding up the dramatic ridges toward the famo...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
Pardey Time at the Whitsunday Sailing Club!
The Sailing Adventures of Brilliant II

Pardey Time at the Whitsunday Sailing Club!

As soon I discovered that the inimitable Lin Pardey would be sharing her story at our local Whitsunday Sailing Club, the first thing I did was ensure my whole family and I were booked in. Like many cruising sailors, I'm a Pardey fan, so the chance to see one of my long-term idols in person, a...
Back Onboard! – Living With The Tide
Living With The Tide

Back Onboard! – Living With The Tide

Welcome aboard! After a couple of years away, we're back on YouTube with a new boat, a new camera – but the same silly crew. Our previous adventures followed the restoration of Morna, our beautiful 100-year-old gaff ketch. Sadly, after many experienced boat builders came to take a look, it bec...
One Year in Japan and Never Anchored!   #anchor #japan #bluezone
Japan Solo

One Year in Japan and Never Anchored! #anchor #japan #bluezone

This is Leg 2 of my Journey Beyond the Blue Zone. I visit Ama Island in Shimane Prefecture — a Longevity Hotspot with Japan’s highest number of centenarians — and reunite with my friends Tyler and Julia. One year ago, Tyler and Julia sailed their Ingrid 38, Ramona Rae, from California to Hawaii and...
Sailing South, Then North?! A Change of Plans in the Exumas
Sailing Big Lost

Sailing South, Then North?! A Change of Plans in the Exumas

Sailing plans don't always go as expected! In this episode, we set sail for Georgetown, excited to soak up cruiser life at the famous Chat 'n' Chill. Along the way, we navigate four different cuts, enjoy time with incredible boat friends, and make the most of our time in the Exumas. B...
We bought a derelict boat and sailed 1000 miles : Timelapse
Sailing Melody

We bought a derelict boat and sailed 1000 miles : Timelapse

We bought a derelict boat and sailed 1000 miles : Timelapse In this incredible journey, we take you through the transformation of our 1974 classic Bluewater yacht, Ocean Melody. Abandoned for over 12 years and purchased on eBay for just £17,000, she was in desperate need of restoration. From her ne...
Brilliant Sailing! 11+ Knots on a 45-year-old Kelly Peterson 44
The Sailing Adventures of Brilliant II

Brilliant Sailing! 11+ Knots on a 45-year-old Kelly Peterson 44

Some sails are worth the wait, and this was one of them. Ironically, it was a passage we’d been dreading. If you’re cruising down the Queensland coast, the leg from Magnetic Island south to the Whitsundays faces practically dead southeast – straight into the prevailing tradewinds. In the summer ...
Rain Check! Monsoon Season Sailing for Dummies 🤪
The Sailing Adventures of Brilliant II

Rain Check! Monsoon Season Sailing for Dummies 🤪

One of the questions we’re often asked is: “what’s the worst weather you’ve sailed in?” This wasn’t the worst (by far), but it was definitely some of the wettest. The passage this video features was also made more challenging by the fact that our destination was into the wind, and we were racing ...
EP#152 Sailing Conversation with Kenzi
Sailing Into Oblivion

EP#152 Sailing Conversation with Kenzi

On this episode Kenzi and I talk about the anxiety of setting sail, working round it and some great sailing stories along the way. Big thanks to Kenzi for spending some time on the show. Support the Sailing Into Oblivion Channel on Patreon: Merch Store: Donations Via Paypal and Venmo:
Ep 4 Sailing Through Sharky Storms part 2
Sailing Isara

Ep 4 Sailing Through Sharky Storms part 2

Hey all! In this episode we go over how it was like with Amber and Sharky, some of the sailing and relationship challenges back in the day, and I tell the story of my biggest storm on Sharky - a black flag event in the San Francisco Bay. I'm here to tell the tale, but a lot of stuff happened in...
Adventure Is Out There | Sailing to a piece of paradise on Australia’s east coast
The Sailing Adventures of Brilliant II

Adventure Is Out There | Sailing to a piece of paradise on Australia’s east coast

Sixteen years ago, we dropped anchor in West Bay at Middle Percy Island on Australia’s east coast and left a piece of memorabilia behind. We were far from alone. This anchorage is a sailing Mecca, visited by hundreds of cruising sailors each year, all of whom contribute in some way to the décor ...
How To Finish A Mid-Refit Sail In Style | Boat Refit Documentary Part 12
The Sailing Adventures of Brilliant II

How To Finish A Mid-Refit Sail In Style | Boat Refit Documentary Part 12

They say 'absence makes the heart grow fonder' and perhaps that's true of sailing too. Although there is still a lot of work to be done on our 43-year-old Kelly Peterson 44, getting out on her again after so long on the dock has been a poignant lesson in gratitude during these challe...
How to winterize a boat, Magic Carpet style
Sailing Magic Carpet

How to winterize a boat, Magic Carpet style

These videos are made possible by you. Check out our Patreon account for exclusive weekly articles, early access to the videos, unseen footage, and the chance to meet us in person! Alternatively, if patreon isn't your thing, you can always help us prepare Magic Carpet for more cruising! We ...
Shipwreck on a Sandbar [Ep 24]
Sailing Magic Carpet

Shipwreck on a Sandbar [Ep 24]

These videos are made possible by you. Check out our Patreon account for exclusive weekly articles, early access to the videos, unseen footage, and the chance to meet us in person! Alternatively, if patreon isn't your thing, you can always help us prepare Magic Carpet for more cruising! We ...
Living on a boat in Barcelona [Ep 22]
Sailing Magic Carpet

Living on a boat in Barcelona [Ep 22]

These videos are made possible by you. Check out our Patreon account for exclusive weekly articles, early access to the videos, unseen footage, and the chance to meet us in person! If you want to help us get our boat ready for more adventures, please check out our Amazon Wish List! We've lis...
What happened to my $1 boat?
Sailing Magic Carpet

What happened to my $1 boat?

These videos are made possible by you. Check out our Patreon account for exclusive weekly articles, early access to the videos, unseen footage, and the chance to meet us in person! Alternatively, if patreon isn't your thing, you can always help us prepare Magic Carpet for more cruising! We ...
Aladino Fixes Things in Barcelona [Ep 21]
Sailing Magic Carpet

Aladino Fixes Things in Barcelona [Ep 21]

These videos are made possible by you. Check out our Patreon account for exclusive weekly articles, early access to the videos, unseen footage, and the chance to meet us in person! Check out our website to learn more about us: Thank you so much for watching, liking, subscribing, and leaving tho...
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