Watch Sailing & Boating Adventures Around the World – Page 4 of 11

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.

Showing 73-96 of 249 results
We Survived the Roughest Sailing Passage Ever!
Sailing Paradise Falls

We Survived the Roughest Sailing Passage Ever!

We Survived the Roughest Sailing Passage Ever! Join us as we survive the roughest sailing passage ever! From ocean crossing to sailing through the fastest winds, this journey was not for the faint-hearted. Watch as we battle seasickness and rough waves in this epic adventure at sea. After exploring...
Fiji Life EXPOSED We’re Leaving After 8 Weeks of Paradise
Sailing Paradise Falls

Fiji Life EXPOSED We’re Leaving After 8 Weeks of Paradise

Fiji Life exposed we're leaving after 8 weeks of paradise In this episode, we make final preparations for our next long passage to country #10! Boat projects, meal prep, provisioning, hull cleaning are all just part of getting a boat ready to cross oceans. Where do you think we will travel next...
This is what travel should feel like
Gone with the Wynns

This is what travel should feel like

Belgian Canal Boat Life continues and we saved the best for last. Go to for 4 extra months of Surfshark at an unbeatable price! www.gonewiththewynns.com/gent-belgium-by-boat/ ☝Best Belgian Beers, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL not...
The Only Country Where Beer is a UNESCO World Treasure
Gone with the Wynns

The Only Country Where Beer is a UNESCO World Treasure

For Belgian’s, beer is so engrained in their culture it’s protected like the Taj Mahal.  And we are sipping our way through it. If you’re struggling, consider therapy with our sponsor: for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Ph...
Ultimate Canal Boat Cruising (36 hours in Bruges)
Gone with the Wynns

Ultimate Canal Boat Cruising (36 hours in Bruges)

Boating into Bruges is unreal! One of the most beautiful places we've ever been. Go to for 4 extra months of Surfshark at an unbeatable price! ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notificatio...
What Makes FIJI’S Blue Lagoon SO SPECIAL?
Sailing Paradise Falls

What Makes FIJI’S Blue Lagoon SO SPECIAL?

What Makes FIJI's Blue Lagoon SO SPECIAL? Part two of the Yasawa Island Chain of FIJI. This week we visit the beautiful BLUE LAGOON and find Paradise where Brooke Shields filmed the famous movie and got in a good bit of snorkeling. #sailingfamily #familyvlog #sailingaroundtheworld #familytrav...
Kava Corruption EXPOSED in Paradise!
Sailing Paradise Falls

Kava Corruption EXPOSED in Paradise!

The DARK TRUTH of cruising the world Kava Corruption EXPOSED in Paradise Join our sailing family as we explore the Yasawa Islands in Fiji and uncover the truth about kava corruption in paradise. Travel with us and learn about the challenges we face as we navigate through this stunning destination. ...
Cruising Belgium On A Canal Boat (full tour)
Gone with the Wynns

Cruising Belgium On A Canal Boat (full tour)

We're not cruising the vast open ocean but we are moving aboard a canal boat! Right now, AG1 is offering a surprise, bonus limited edition gift on top of the Welcome Kit when you first subscribe — it won't last long so head to to check it out, while supplies last. ☝Behind the Scenes, Ge...
We Had to Leave our Boat…Here’s Why
Gone with the Wynns

We Had to Leave our Boat…Here’s Why

When we took delivery of CURIOSITY and set sail nine months ago, we had no idea our journey would take such an unexpected turn. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: ⚓Join The Crew! 🎶 MUSIC We Use: 2 Mon...
Why Sailing Families Can’t Get Enough of Cruising with Buddy Boats
Sailing Paradise Falls

Why Sailing Families Can’t Get Enough of Cruising with Buddy Boats

After 5 months of sailing together, we must finally part ways with our buddy boat Warrior. We prep the boat to sail to Fiji and Rob finally repairs the lazy jacks. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We are a subur...
Life At Sea, Never A Dull Moment
Gone with the Wynns

Life At Sea, Never A Dull Moment

It wouldn't be boat life if there wasn't something to fix. Get a bottle of vitamin D3+K2 & 5 travel packs FREE with your first purchase: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notificati...
Tragic Mistakes That Will Leave You Stranded at Sea!
Gone with the Wynns

Tragic Mistakes That Will Leave You Stranded at Sea!

Meet our friend Coop. He's a USCG Search And Rescue Veteran who shares some cautionary tales, busts some myths, and gives us a couple of invaluable resources for world cruisers. ☝Resources, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBO...
Is Tonga the Most UNDERATED Sailing Destination?
Sailing Paradise Falls

Is Tonga the Most UNDERATED Sailing Destination?

Is TONGA the MOST UNDERATED Sailing Destination? After four short days, we leave Niue to sail to the Ha'apai group in Tonga. We were concerned that we were not going to be able to swim with Humpback whales as all the tours in Niue and the Vava'u group were completely booked. A small eco re...
Can You Believe These Hidden Gems Are All on One Island?
Sailing Paradise Falls

Can You Believe These Hidden Gems Are All on One Island?

This is part TWO of the four days that we spent on a tiny island in the middle of the Pacific Ocean called Niue. One of the friendliest and honest places we have ever been. In this episode, we explore Matapa Chasm, Anapala chasm, Avaiki cave, Palaha Cave & Limu pools before we unexpectedly have ...
Is Living On A Boat Worth It?
Gone with the Wynns

Is Living On A Boat Worth It?

Are the rewards of sailing around the world worth all the work? Our new crew is about to find out. Get a bottle of vitamin D3+K2 & 5 travel packs FREE with your first purchase: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: ...
Teaching Coasties To Be Cruisers
Gone with the Wynns

Teaching Coasties To Be Cruisers

We're taking seasoned Coast Guard veterans on their first ocean passage as cruisers. Secure your privacy with Surfshark! Enter code WYNNS for an extra 4 months free at ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK...
The Most Incredible REMOTE ISLAND in the Middle of the Pacific Ocean
Sailing Paradise Falls

The Most Incredible REMOTE ISLAND in the Middle of the Pacific Ocean

The MOST Incredible REMOTE ISLAND in the Middle of the Pacific Ocean After a long 9 days at sea, we landed on the tiny island of Niue in the middle of the Pacific Ocean. We did not expect much for this rock but wow, it certainly surprised us! In this episode, we explore one of the islands most iconi...
What Happened To Our New Catamaran?
Gone with the Wynns

What Happened To Our New Catamaran?

We’re in Cebu, Philippines at the HH Catamarans factory for our first round of warranty repairs.  Sadly, things didn’t go as expected. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never ...
Is Sailing the Pacific West Passage REALLY Worth the Risk?
Sailing Paradise Falls

Is Sailing the Pacific West Passage REALLY Worth the Risk?

Is sailing the pacific west passage really worth the risk? After almost 3 months of exploring French Polynesia, we set sail west on our longest sail in months. Forecasts are wrong and we find ourselves in some challenging conditions. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlo...
Let The Warranty Work Begin…
Gone with the Wynns

Let The Warranty Work Begin…

Sailing into Cebu for Warranty Work. If you’re struggling, consider therapy with our sponsor. Click for a discount on your first month of therapy. If you have questions about the brand relating to how the therapists are licensed, their privacy policy, or therapist compensation, here is an overview...
The Mental Game Is Hard, Sailing Is Easy
Gone with the Wynns

The Mental Game Is Hard, Sailing Is Easy

Sailing is all about the journey…even the frustrating bits. Get a bottle of vitamin D3+K2 & 5 travel packs FREE with your first purchase: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so y...
Sailing In Pirate Territory (midnight boarding)
Gone with the Wynns

Sailing In Pirate Territory (midnight boarding)

Armed Men Try to Board our Sailboat at Midnight! Secure your privacy with Surfshark! Enter code WYNNS for an extra 4 months free at ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never m...
Our Wildest Adventure Yet in Tahiti!
Sailing Paradise Falls

Our Wildest Adventure Yet in Tahiti!

We are back in Tahiti but this time we get to explore. We nearly circumnavigate the island during our 2 day car rental. The highlight was exploring Teahupo, the site of the 2024 Olympic surf competition. Our parasailor and inverter make it back to the boat and we even finish a few other boat projec...
Sailing When We Never Thought We Could
Gone with the Wynns

Sailing When We Never Thought We Could

Join Gone with the Wynns as they transform their sailing journey by upgrading to a high-performance sailboat. Even with minimal wind, see how they've turned every passage into an opportunity for sailing. Uncover the advanced technology and superior materials that give their sails strength and r...
WeBoating
Logo
Shopping cart