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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This Boat Sat for 2 Years… Does It Even Work?
Gone with the Wynns

This Boat Sat for 2 Years… Does It Even Work?

We Finally Found Out If Our Auction Boat Actually Works. 🎁 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 ...
The Most Dangerous Ride of Our Lives: Baja 1000
Gone with the Wynns

The Most Dangerous Ride of Our Lives: Baja 1000

The Baja 1000 is approximately 1000 miles of endless possibilities for bad decisions. 🏎️ AG1 has their best offer EVER - subscribe with my link and you’ll unlock 7 free gifts worth $126 ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: ...
ROBBED! How We Were Targeted by Thieves
Gone with the Wynns

ROBBED! How We Were Targeted by Thieves

We’ve traveled for over a decade without anything like this ever happening… until now. Robbed in Amsterdam. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months...
We Won A $2M Boat At Auction
Gone with the Wynns

We Won A $2M Boat At Auction

We bought an Explorer Yacht on AUCTION! Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. ...
New Boat, Baja 1000 & Sailing Antarctica!
Gone with the Wynns

New Boat, Baja 1000 & Sailing Antarctica!

BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: (limited time only!). No code needed - discount will auto apply at checkout! Sailing Antarctica! More about Captain Cathrine and our Expedition to Antarctica: Baja 1000 If you want to see the schedule and race m...
IT’S DECISION TIME! Choosing Our Explorer Yacht
Gone with the Wynns

IT’S DECISION TIME! Choosing Our Explorer Yacht

After six months, countless miles, and what feels like a hundred boats later… 🌊 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you ...
Owning a 103 Year Old Vessel: Dream or Madness?
Gone with the Wynns

Owning a 103 Year Old Vessel: Dream or Madness?

Buying a 100-Year-Old Wooden Boat! Head to to get a free AG1 welcome kit when you first subscribe! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months Free: ...
The Ultimate Explorer Yacht Test
Gone with the Wynns

The Ultimate Explorer Yacht Test

The final test is here, and Mother Nature decided to show up.🌊 Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUS...
What It’s ACTUALLY Like, at Sea, on an Explorer Yacht
Gone with the Wynns

What It’s ACTUALLY Like, at Sea, on an Explorer Yacht

Life Aboard a Trawler. Want better sleep? Try our favorite sleep aid, Dream! Click and use code WYNNS for up to 35% off. Limited time only! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vi...
Our First Passage on an Explorer Yacht
Gone with the Wynns

Our First Passage on an Explorer Yacht

Alaska to Washington, Our First Adventure on a Trawler. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶...
Million Dollar Yacht or Affordable Explorer?
Gone with the Wynns

Million Dollar Yacht or Affordable Explorer?

We check out two serious explorer yachts that actually make sense for what we're planning (high latitude). One is practically brand new (and way beyond what we can spend) and another that's older but feels like something we could actually make work. ☝Behind the Scenes, Gear Guides &...
Reality Check: Could This 1965 Classic Be Our Next Boat?
Gone with the Wynns

Reality Check: Could This 1965 Classic Be Our Next Boat?

Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Flavor Lemonade Salt...it's "lemon squeezy" ☺️ Full Specs & Listing Information The Swan, a 1965 Feadship may not be our next boat but if it is perfect for you, the full specs and listings can be f...
Are We Buying Another Boat? (Life Update + What’s Next)
Gone with the Wynns

Are We Buying Another Boat? (Life Update + What’s Next)

The short answer is yes. We're sharing what’s been happening behind the scenes, the types of boats we’re considering (and why), and what this next chapter of our journey could look like. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK...
We Tried Taking Ourselves On Safari (no guides)
Gone with the Wynns

We Tried Taking Ourselves On Safari (no guides)

We thought, how hard could it be to take ourselves on an African safari? Turns out, when the trip starts with a dead battery, black smoke, and zero professional guidance, the answer is: pretty wild. From lions and giraffes to hippos and crocs, and even one very elusive leopard, we explored what fel...
INSIDE A LOCAL COMMUNITY IN UGANDA
Gone with the Wynns

INSIDE A LOCAL COMMUNITY IN UGANDA

We're back with part two of our Uganda series, and this one takes us even deeper into the country. Our destination? Teddy's home village in the Mindi district. A place where school happens under trees, bricks are made by hand, and everyone knows everyone. It felt like we were exploring t...
A Farm, A Friend, A Cup of Something UNEXPECTED
Gone with the Wynns

A Farm, A Friend, A Cup of Something UNEXPECTED

With skepticism in our mugs and curiosity on our tongues...🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦...
This Village Has No Roads – Only Canals and Boats
Gone with the Wynns

This Village Has No Roads – Only Canals and Boats

Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new Limited-Time Flavor Lemonade Salt. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids....
THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]
Sailing Sweet Ruca

THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]

We hit speeds of up to 12 knots, battle isolation, and embrace the beauty and challenges of true remote sailing. 🌴⛵ From wild ocean passages to anchoring in untouched paradise, this is the sailing adventure you've been waiting for. Don’t miss the epic journey, breathtaking drone shots, and rea...
Better off Naked?! Rash ending to final days of Boat Life in Paradise – Ep 236
Sailing Jibsea

Better off Naked?! Rash ending to final days of Boat Life in Paradise – Ep 236

Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to Sailing the British Virgin Islands as our last stop in the Caribbean before we set sail for the high latitudes for our next big adventure on our new to us custom aluminum sailboat. In this ...
NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232
Sailing Jibsea

NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232

Thank you to everyone who sent in their questions. This was so much fun :) Join us for a full day in the life as full-time world travellers, sailors, and liveaboard cruisers! We're answering your biggest questions about what it’s really like to live off the grid, travel the world by sailboat, ...
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...
This has NEVER happened! [Ep169 RED SEAS]
Sailing Red Seas

This has NEVER happened! [Ep169 RED SEAS]

🌊 We Had This World-Class Dive Site ALL TO OURSELVES! 🦈 | Sailing French Polynesia After nearly 2 years of exploring the remote atolls of French Polynesia, we never expected to have one of the most famous dive sites in the South Pacific completely to ourselves! 🤯 No dive boats, no crowds—just us, o...
BOAT FAIL: we ran out of FUEL! (after sailing 1000 miles) [Ep168 RED SEAS]
Sailing Red Seas

BOAT FAIL: we ran out of FUEL! (after sailing 1000 miles) [Ep168 RED SEAS]

We are sailing 1000 miles from one end of French Polynesia to the other, and we don't have long to do it. We have loved our time exploring the remote islands of the Gambiers in the south but now it's time to get moving again and we need to be in Tikehau in the far north of the country in j...
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