Watch Sailing & Boating Adventures Around the World – Page 5 of 84

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 97-120 of 2013 results
Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269
Sailing Zephyr

Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269

Join us as we leave the boatyard behind in North Carolina and make our way down the Intracoastal Waterway (ICW) to Charleston, SC. After dealing with a frustrating bridge delay, we finally head out into the Atlantic Ocean, aiming for Fernandina Beach, Florida. Along the way, we enjoy perfect wing-on...
HAULING OUT a 48′ CAT on a TRAILER | SailAway 303
SailAway World Sailing

HAULING OUT a 48′ CAT on a TRAILER | SailAway 303

NO MORE TRAVEL LIFT! Our CATAMARAN gets a RIDE on a CUSTOM TRAILER designed specifically for HAUL OUT. It's a pretty ingenious device and unlike anything we've ever personally seen. Now if I can just drive the cat onto it without damage! Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT...
How Far Can Our Electric Boat Really Go?
Gone with the Wynns

How Far Can Our Electric Boat Really Go?

Got Stamina? Until now, we honestly didn't know. I guess we just haven't been playing with our dinghy enough! 😉 ⚡More About Zero Jet Propulsion: 🚣🏼More About OC Tenders: The Full Scoop: tender, propulsion, ground tackle, safety equipment & more: 📷 Photo & Video Gear 📷 📱...
Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268
Sailing Zephyr

Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268

In this week´s video, we are at the Zimmermans Boatyard in NC for an emergency haul-out! Our mission? To replace Zephyr´s coupling and shaft seal as quickly as possible to stop our saltwater leak that held us back on our journey south. We are joined by the lead marine mechanic who walks us through t...
Ready Or Not The BOAT WORK BEGINS | SailAway 302
SailAway World Sailing

Ready Or Not The BOAT WORK BEGINS | SailAway 302

We NARROWLY made it to Trinidad IN ONE PIECE. But our FIX-IT LIST won't wait. Our BROKEN STEERING CABLE is top of the list, because our haul-out is fast approaching. And then it's full speed ahead - BOAT YARD BLITZ! Enjoy!! And be sure to SUBSCRIBE for WEEKLY CONTENT EVERY SUNDAY! Cheers...
Our Accidental Guide In The Philippines
Gone with the Wynns

Our Accidental Guide In The Philippines

The Best Wrong Turn: Samal Island, Mindanao. Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (In paid partnership with BetterHelp) ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo &a...
Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267
Sailing Zephyr

Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267

This episode is jam-packed! Not only do we leave beautiful New Bern, where we spent the hurricane season, but we also run into the worst problem we’ve ever had on Zephyr. As you can probably guess from the thumbnail, we take on saltwater in the engine compartment. We spend a couple of days bailing w...
Steering Cable FAILURE at the WORST TIME | SailAway 301
SailAway World Sailing

Steering Cable FAILURE at the WORST TIME | SailAway 301

Our STEERING FAILED and we were MINUTES from being BASHED UPON THE ROCKS. With a HUGE FOLLOWING SEA and STRONG WINDS, we had mere minutes to save EVERYTHING we have. It was literally the scariest thing we've ever endured. See what steps we took with only seconds to spare to avert true disaster....
⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?
Gone with the Wynns

⚡️HYBRID & ELECTRIC SAILING: Is It Still Too Early?

The marine industry is experiencing a significant shift. 🦈Go to for 4 extra months of Surfshark ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 ...
Preparing To Sail In PIRATE Territory | SailAway 300
SailAway World Sailing

Preparing To Sail In PIRATE Territory | SailAway 300

ACTS of PIRACY have been reported for YEARS near VENEZUELA. We sail for TRINIDAD in a FEW DAYS, only a few miles from the VENEZUELAN COAST. But all we can do for now is prepare like usual and try to plan the safest route possible. Is it a realistic concern? We don't know and we hope we don'...
The locals get super serious when big money’s involved! – EPISODE 300!!
Sailing Parlay Revival

The locals get super serious when big money’s involved! – EPISODE 300!!

In this episode we sail from Papua New Guinea to Indonesia, via the Ninigo islands, where we happen to arrive on the biggest day of the year! A wooden sailing canoe regatta, where the winner gets 10,000 Kina, which is around $2500 USD. Therefore the locals obviously take this race very seriously, as...
Prepping Our Sailboat To Go NOWHERE
Gone with the Wynns

Prepping Our Sailboat To Go NOWHERE

Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) www.gonewiththewynns.com/sailboat-to-nowhere/ ☝More on our FOIL BOARDS ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials ...
Building a wooden sailboat in a very remote village! 😲 (Episode 299)
Sailing Parlay Revival

Building a wooden sailboat in a very remote village! 😲 (Episode 299)

In this episode we join Robert on his mission to build his first ever wooden sailboat canoe, in the remote atoll in the hermit islands. We also get onto some fiberglass work as we repair the transom of his skiff which is his main mode of transport between the islands. It was a week that we will neve...
Our life in limbo.
Gone with the Wynns

Our life in limbo.

Sometimes the best stories come from the unplanned chapters. At least that's what we keep telling ourselves as we fumble about trying to find our way forward. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAI...
We’re Building Something New (and it’s personal)
Gone with the Wynns

We’re Building Something New (and it’s personal)

So, we're building something new. It's a project we've been working on behind the scenes for a while. We're on the ground floor and we've decided it's time to let you in on it. Mineralogie: ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo &am...
ONE Engine Is Better Than NONE! | SailAway 299
SailAway World Sailing

ONE Engine Is Better Than NONE! | SailAway 299

We have some BIG NEWS that has gotten our WHEELS TURNING AGAIN! We've been a bit inactive on YouTube lately as we sit in holding pattern, simply working for a living as we wait on news of our NEW (to us) ENGINE. Now it suddenly time to get this boat ready for some major work. Enjoy!! And be ...
A SURPRISING INTERIOR on a 40′ Bluewater Boat to go ANYWHERE [4K Tour] Learning the Lines
Learning the Lines

A SURPRISING INTERIOR on a 40′ Bluewater Boat to go ANYWHERE [4K Tour] Learning the Lines

Check out our marketplace to buy, sell or browse for your unique cruising yacht for free: Highly recommend checking out @SailLife for a whole Warrior 38 refit. Designed by Bill Dixon, the Warrior 40 is meant to cruise oceans comfortably with a couple or family onboard. This particular W40 was on...
Top Electric Outboards: What’s New and Worth Buying
Gone with the Wynns

Top Electric Outboards: What’s New and Worth Buying

Are Electric Motors Finally Better Than Gas? Subscribe and save $20 off your first subscription of AG1 visit ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSI...
How Sailing Is Changing!
Gone with the Wynns

How Sailing Is Changing!

Feeling stuck? BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) We're at the METS show in Amsterdam and we're sharing the top tech we've found for 2025. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 ...
New Year, New Plans (sort of)
Gone with the Wynns

New Year, New Plans (sort of)

We're spilling the beans on where we are right now, some thoughts on 2024, what's next for us and what we "think" we are doing in 2025. ☝Behind the Scenes, Gear Guides & More ⛵Our Catamaran 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notific...
NOTHING’S CHANGED – Except Our Minds | SailAway 298
SailAway World Sailing

NOTHING’S CHANGED – Except Our Minds | SailAway 298

If there's anything the SAILING LIFE has taught us, it's how to PIVOT. We've made a lot of BIG DECISIONS through the years, but likely none AS BIG as THIS ONE. We can only hope it's the RIGHT decision and plow forward FULL STEAM. Enjoy!! And be sure to SUBSCRIBE for WEEKLY CO...
Youtube removed this episode – Living off the ocean in remote Australia – Ep 115
The Cruising Kiwis

Youtube removed this episode – Living off the ocean in remote Australia – Ep 115

For reasons unknown, Youtube deleted nearly all the comments and views on this episode. It was also made private, so we've made it public again. Free Range Sailing teach us to live off the ocean in remote Australia When Finn suddenly arrived on the boat several episodes ago we jumped forward...
Here’s To HOPIN’ Our Boat’s Still FLOATIN’! | SailAway 297
SailAway World Sailing

Here’s To HOPIN’ Our Boat’s Still FLOATIN’! | SailAway 297

A MONTH! By far the longest we've ever left Ophelia AND IN THE WATER to boot. Even with good friends keeping an eye out, there's no telling what issues may have developed while we were gone. After a LAST GASP of fun with our families and friends, it's time to make the long journey ...
WE GET AN UNEXPECTED SURPRISE IN BED!! 🙀 (Episode 291)
Sailing Parlay Revival

WE GET AN UNEXPECTED SURPRISE IN BED!! 🙀 (Episode 291)

In this episode we sail to Ratua private resort in Vanuatu, where because of the bankruptcy of the airlines, not a single person is able to visit the island. Therefore, we get the entire resort to ourselves, and have a few days of incredible adventures at this epic spot, including swimming with hors...
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