Watch Sailing & Boating Adventures Around the World – Page 2 of 84
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Showing 25-48 of 2013 results
We Finally Fixed the Worst-Looking Part of Our Boat Ep. 277
After months of projects, upgrades, and hard work, Zephyr 2.0 is finally starting to become the boat we’ve always dreamed of. This episode takes us to the Bahamas where James tackles one of the biggest transformation projects yet. Out goes the tired old lazy bag and in comes a beautiful new custom ...
We Somehow Made It To The Bahamas…Then The Boat Work Started – Ep.276
In our last episode we splashed the boat and moved her to a new marina… and now somehow we’re already in the Bahamas?! Things moved fast after that. My dad flew out to help James bring our new catamaran all the way from a freezing North Carolina down to the Bahamas. Unfortunately the cameras didn’t...
We Thought We’d Never See These Again
A year after selling our last boat, we finally tied up one of the last loose ends... Get an exclusive 15% discount on Saily data plans! Use code WYNNS at checkout. Download Saily app or go to ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn If ...
Our New Boat Finally Hits The Water – Ep. 275
After weeks of preparation, stress, and problem-solving, our new Fountaine Pajot Venezia 42 finally goes back in the water for the very first time. In this episode, James prepares the boat for launch day, checks the systems once she splashes, and attempts the first proper move to a new marina… even...
The Reality of Getting This Boat Ready – Ep. 274
After 13 months away from sailing, stepping back into boat life has been a lot more intense than expected. In the last episode, we shared our return to YouTube after selling our Beneteau Oceanis 43 and buying an older boat in hopes of building a more sustainable future on the water. But the realit...
We Didn’t Expect This in Antarctica
Leopard seals, questionable decisions, and possibly the worst place in Antarctica to park a dinghy. Stay Salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⛵️More about sailing Antarctic...
We Disappeared For 13 Months…Then This Happened – Sailing Zephyr – Ep. 273
After 13 months away from Youtube and life at sea, we are finally back.....and heaps has changed. We didn't plan to be gone this long, yet stepping away from sailing has turned into a much bigger pause than expected. Over the past year we sold out Beneteau Oceanis 43, stepped back from life...
End of Long Island Sound Sailing: Fishers Island from Port Jeff (Ep.203) | ⛵ The Foster Journey
Sailing the Length of Long Island Sound: Port Jeff to Fishers Island (Ep.203) Join us on SV Cadence, our Catalina 387, as we tackle a 55nm trek across the Long Island Sound! We’re wrapping up our time in Port Jefferson and heading East toward the beautiful Fishers Island. In this episode: Anchoring...
We Bought a Campervan 🚐 (Off-Grid, Real, Van Life Adventure)
Get an exclusive 15% discount on Saily eSIM data plans! Download Saily app and use code KRISTINASTRAVELS at the checkout 👉 🤗 Become a Patreon for a copy of our curated Google Pins (and extra behind the scenes content): INSTAGRAM: 💃Kristina Costalos: 👨✈️John Tilley: CHAPTERS 0:00 Van Life 1:...
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 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...
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🍦 ...
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: ...
We Swapped Island Life for New York City | Sailing Sunday vlog 302
After 7 years living on our sailboat and sailing remote islands, we visit New York City for the first time and the culture shock is real. From walking the Brooklyn Bridge and getting lost in Little Italy to staring up, and down at the Empire State Building like total tourists and visiting the famous...
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...
Trinidad Yacht Life: Navigating Geopolitical Tension while Upgrading Our Sailboat
Despite the backdrop of geopolitical tension, boat life goes on with the continuing construction of our custom carbon fiber yacht tables. Now that they've been painted with gel coat, it's time for me to get sanding, shaping the gel coat. As always though, nothing on a sailing boat is simpl...