Watch Sailing & Boating Adventures Around the World – Page 2 of 2

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 25-34 of 34 results
The Start of Our Next Chapter
Gone with the Wynns

The Start of Our Next Chapter

New boat, new chapter, and all the nerves that come with it. 🛥️ Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨...
First Sea Trial After 2 Years at the Dock!
Gone with the Wynns

First Sea Trial After 2 Years at the Dock!

After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gea...
Our First Christmas Market (& A Thank You)
Gone with the Wynns

Our First Christmas Market (& A Thank You)

Merry Christmas and Happy Holidays! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Assets for Vids (SFX, Templates & Presets): - 🎽GET YOUR SWAG ON: -------...
We Survived our First Hurricane (raw edit) | Expedition Evans 54
Expedition Evans

We Survived our First Hurricane (raw edit) | Expedition Evans 54

This is part two of our first hurricane on our sailboat. And, we survive! All is well in the Evans boat home.
Fleeing a HURRICANE on a Sailboat – But We Went The Wrong Way 😧🤮 | Expedition Evans 53
Expedition Evans

Fleeing a HURRICANE on a Sailboat – But We Went The Wrong Way 😧🤮 | Expedition Evans 53

We have the sail of a lifetime zigging and zagging between boats all fleeing from Martha’s Vineyard, and drop the hook just inside of the Newport bridge.
I Quit My Dream Job For Youtube. | Expedition Evans 52
Expedition Evans

I Quit My Dream Job For Youtube. | Expedition Evans 52

Well here we are, we've set off and have started sailing the world. It took getting my dream job as a pilot, and now leaving it behind.
We LITERALLY Built Our Dream Life: Full-Time Sailing YouTubers in ONE YEAR | Expedition Evans 51
Expedition Evans

We LITERALLY Built Our Dream Life: Full-Time Sailing YouTubers in ONE YEAR | Expedition Evans 51

We are sailing nearly every day now, resting only long enough to edit videos and eat some food. And often not stopping for either of those reasons!
$8,900,000 ALLSEAS 92 EXPEDITION Explorer SuperYacht Tour Liveaboard AROUND THE WORLD Yacht PART II
NautiStyles

$8,900,000 ALLSEAS 92 EXPEDITION Explorer SuperYacht Tour Liveaboard AROUND THE WORLD Yacht PART II

WATCH PART I This Yacht is for sale: MUST WATCH NEXT: Huge Thank you to NEAL EASTERLY and FRASER YACHTS for setting this up. Join us on this Private and Extra Special Treat of a Tour with The ALLSEAS YACHTS Builder himself - Tim Alls. This Tour was waaaay too cool to chop it up into a short vid...
We Buy a SALVAGE SAILBOAT at Auction!? | Expedition Evans 1
Expedition Evans

We Buy a SALVAGE SAILBOAT at Auction!? | Expedition Evans 1

Battered, Beaten, Bashed and Broken....Bought. We bought our dream boat, broken and wrecked from an insurance salvage auction.
Living on A Self-Built and Off-Grid Expedition Sailboat (full tour)
Gone with the Wynns

Living on A Self-Built and Off-Grid Expedition Sailboat (full tour)

We’ve moved aboard an incredible self-built and completely off-the-grid 66ft expedition yacht!  ☝Full Scoop On The Blog ❤ Support our work on Patreon! ❤ Millennium is for sale! If this hunk of steel is your dream expedition boat, check out the full listing here: 📷 Photo & Video Gear 📷 ...
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