Watch Sailing & Boating Adventures Around the World – Page 2 of 44
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I Quit My 9-5 to Sail the World… This Is My New Normal – E182
I quit my 9-5 job, sold everything , and sailed across the open ocean to find remote places most people will only ever see in pictures. No more cubicle. No more deadlines. Just me, my boat, crystal-clear turquoise water, empty white sand beaches, and total off-grid bliss with zero other boats in si...
We Sailed Into an Active Volcano…in Antarctica!
Steaming beaches, penguins and an ending none of us saw coming! Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ⛵️More about sailing with Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our...
Living on a Sailboat in Antarctica (Full Tour)
Welcome aboard our home in Antarctica! Head to to get an AG1 Flavor Sampler and a bottle of Vitamin D3+K2 FREE in your Welcome Kit with your first AG1 subscription (a $72 value!) ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jas...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discover...
This Wasn’t How Antarctica Was Supposed to Start
It really is about the journey as much as the destination. Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ⛵️More about Icebird Expeditions ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki...
Did I Say My Boat Life Sucks Right Now? – Things Won’t Stop Breaking! E.179
Did I just say my Boat Life sucks right now? No, but I SHOULD HAVE... because everything on my sailboat keeps breaking! 😤⚓ One expensive repair after another, this is the raw, unfiltered reality of liveaboard sailing life in 2026. If you're dreaming of boat life or already living it, you have s...
We have to leave 😬 (but let the upgrades begin!)
It's time to go...but the boat isn't ready! Struggling with sleep? Dream changed the game for me. Visit and use code WYNNS for up to 40% off—limited time only! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️...
Is This Boat Ice Proof? We’re About to Find Out!
Our first time breaking ice with a boat! 🌎 Get an exclusive 15% discount on Saily data plans! Use Our Code "WYNNS" at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht UN...
The Scariest Test On Our Boat Yet
It’s the invisible killer of boats.⚡️ 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: 🎨 Creative Assets for Vids (...
Our Off-Grid Sailboat Need More Power… So We Did This ⚡⛵ | Sailing Life EP.173
Living off-grid on a sailboat means every amp counts — and lately, we just didn’t have enough. Between navigation, lights, refrigeration, and the daily essentials of life aboard, our sailboat power system was working overtime. So it was time for an upgrade. Don't miss our adventures and if you...
Our Boat is Stuck in Maritime Purgatory
We’ve been keeping a secret… sort of. 🌊 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: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Ass...
Boat Life Below Freezing
Our first taste of winter boat life! If you’re struggling, consider therapy with our sponsor. Click for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2...
Robbed…And It Forced Us To Simplify
A BIG shift in how we travel and film. Head to to get FREE AG1 & AGZ Travel Packs, Vitamin D3+K2, and an AG1 Welcome Kit when you first subscribe. 📷 Photo & Video Gear 📷 ☝Behind the Scenes, Gear Guides & More 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids...
Refreshing Our Sailboat with DIY Yacht Cushions!
The original saloon cushions sucked — hard foam and worn-out covers that really didn't make for a comfortable home. So much of this hardstand stay has been about finally doing the projects we couldn't while warranty was happening around us, and now, it's time for the cushions. This vi...
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!
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)
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: -------...
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🍦 ...
Tables Are Ready for Hinges But There’s a Problem!
Over the past few weeks we've been sharing the process of building custom carbon fiber tables for our sailing home. Our Leopard 45 hasn't had a rear cockpit table in over a year, thanks to yet another warranty fail from Leopard Catamarans, who sent out a totally new one from the boat build...
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
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!
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...
Our Tiny Home on Water: THE LAST SAIL | St. Marys, Georgia Vlog: 299
We have been living aboard for 7 years, sailing half way around the world over 40,000nm and this week we head off shore for our final passage with our tiny home sailing into St. Marys, Georgia, USA to meet the (potential) new owners! But, before anything’s “official,” we arrive and explore the stree...