Watch Sailing & Boating Adventures Around the World

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Mast Stepped, Boom Installed | We’re So Close to Launch Ep.68 #boatrefit
Sailing Roam

Mast Stepped, Boom Installed | We’re So Close to Launch Ep.68 #boatrefit

After nearly two years without a mast, this is the moment everything finally starts to come back together—we step the mast AND reinstall the boom, and for the first time in quite awhile… it actually looks like a sailboat again. In this episode of our sailboat refit, we complete one of the biggest m...
Sailing My New Boat to Port Townsend
Sailing With Phoenix | Oliver

Sailing My New Boat to Port Townsend

Huge thanks to Jerome Rand and my brother for joining me on the maiden voyage to Port Townsend. Check out Jerome's channel here if you haven't already - @SailingIntoOblivion We also did an in-person podcast which you can listen to here: As always, thank you for watching. Let the next s...
The Story Kristin Was Telling.
Harbors Unknown

The Story Kristin Was Telling.

This is the story Kristin was working on before everything changed. We fix what's broken, set sail once more, and follow the route she dreamed of sailing to Lady Musgrave and the Whitsundays.
Haul-out day (end of a chapter) | Sailing Sitka Ep 186
Sailing Sitka

Haul-out day (end of a chapter) | Sailing Sitka Ep 186

That’s it, that’s all. We hauled out our sailboat in Linton Bay, Panama. Watching 25,000 pounds of fiberglass, rigging, wood and belongings lifted slowly from the water is a strange mix of awe and anxiety. Boats are meant to float, not hang suspended in the air, yet here she is, cradled by straps an...
Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
Sailing Sitka

Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185

As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of stepping away. But it’s all part of what keeps th...
We Found the BEST ANCHOR CHAIN!
Harbors Unknown

We Found the BEST ANCHOR CHAIN!

After almost 5 years living and sailing on our catamaran Wanderlust and 2 previous anchor chains we've discovered the best stainless steel anchor chain from @cromox.chains They use extremely high quality stainless, 316 or above and ours is 318, making it more corrosion resistant. The electroly...
The End of an Incredible Chapter | Sailing Sitka Ep 181
Sailing Sitka

The End of an Incredible Chapter | Sailing Sitka Ep 181

And just like that, Kenna and Jay reach their final stop in the San Blas, savoring every last drop of paradise. Between lazy island days and exploring a beachside shipwreck on a neighboring isle, they make the most of their tropical farewell. With the season’s end in sight, they ready the boat for o...
Navigating LEAKS + SQUALLS Sailing New Zealand to Australia
Harbors Unknown

Navigating LEAKS + SQUALLS Sailing New Zealand to Australia

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! Navigating LEAKS + SQUALLS Sailing New Zealand to Australia Sailing from New Zealand to Australia across the Tasman Sea is ne...
How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD
Harbors Unknown

How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD We planned to haul our sailing catamaran Wanderlust for 2 days just to c...
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Sailing Sitka

Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176

Jay and Kenna set sail from the sheltered anchorage of Chicheme, continuing their journey through the San Blas Islands to a remote and desolate new spot—though, unsurprisingly, not without a few hiccups along the way.
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Sailing Sitka

3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've finally tracked down the culprit. It’s be...
What SAILING LIFE LOOKS LIKE When No One’s Watching
Harbors Unknown

What SAILING LIFE LOOKS LIKE When No One’s Watching

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! What SAILING LIFE LOOKS LIKE When No One's Watching This is a story about the work beneath the dream. The part that does...
Our New Plan REVEALED! Did you guess right? [Ep. 191]
Sailing Sweet Ruca

Our New Plan REVEALED! Did you guess right? [Ep. 191]

We reveal the next destination of our journey! But first we must finish this amazing passage from Rongelap to Majuro in the Marshall Islands! Don't miss out on some more sailing fun :) #sailing #marshallislands #travelvlog Don’t forget to subscribe to follow our journey across the Pacific and...
Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
Sailing Sitka

Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173

Anchored in the San Blas Islands, Jay and Kenna are still deep in engine repairs, chasing down a stubborn mystery air leak in their Racor fuel filters. Amidst the stress, a 50-foot charter boat loses its anchor hold and slams into Sitka’s bow—leaving behind damage. The ocean may be everyone’s playgr...
One SIMPLE BOAT PROJECT Done the WRONG WAY
Harbors Unknown

One SIMPLE BOAT PROJECT Done the WRONG WAY

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! One SIMPLE BOAT PROJECT Done the WRONG WAY We did this wrong, and they say it’s best to learn from other people’s mistakes so...
This BOAT PROJECT was SUPPOSED to be EASY…
Harbors Unknown

This BOAT PROJECT was SUPPOSED to be EASY…

This BOAT PROJECT was SUPPOSED to be EASY... It was supposed to be simple… but it never is, is it? We’re finally in one spot long enough to tackle the small-but-important fixes on Wanderlust, like securing the rudder, replacing a ripped-out cleat, and giving our davits a sleek new look. But when a...
We TRADED OUR $1,000,000 SAILING YACHT for a $20k CAMPERVAN in New Zealand
Harbors Unknown

We TRADED OUR $1,000,000 SAILING YACHT for a $20k CAMPERVAN in New Zealand

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! We traded our sailing catamaran for a camper to put van life to the test in New Zealand. How do power, water, and waste stack ...
THIS FIX May SAVE Our SAILING Season in New Zealand
Harbors Unknown

THIS FIX May SAVE Our SAILING Season in New Zealand

A HUGE thank you to VETUS Maxwell for partnering with us on this project! Watch when our anchor windlass gypsy stripped in French Polynesia: and when we replaced the gypsy in Nuku Hiva: and when we knew we needed to replace the windlass in Fiji: THIS FIX May SAVE Our SAILING Season in New Zea...
Trouble in Paradise… | Sailing Sitka Ep 165
Sailing Sitka

Trouble in Paradise… | Sailing Sitka Ep 165

Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes for a chaotic situation. Thanks for watching ...
SAILING Adventure GONE WRONG in New Zealand [ with WEsail ]
Harbors Unknown

SAILING Adventure GONE WRONG in New Zealand [ with WEsail ]

Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! SAILING Adventure GONE WRONG in New Zealand [ with WEsail ] We thought we were hosting the perfect sailing getaway. But it didn...
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
Sailing Sitka

Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164

In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventure, wind and good times. Check it out and su...
TESTED & TRANSFORMED: SAILING in New Zealand
Harbors Unknown

TESTED & TRANSFORMED: SAILING in New Zealand

Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! TESTED and TRANSFORMED: SAILING in New Zealand They call Auckland, New Zealand the City of Sails, and after a month here, we ca...
After SAILING PANAMA TO NEW ZEALAND, Everything Got MORE COMPLICATED
Harbors Unknown

After SAILING PANAMA TO NEW ZEALAND, Everything Got MORE COMPLICATED

After SAILING PANAMA TO NEW ZEALAND, Everything Got MORE COMPLICATED After sailing nearly 9,000 nautical miles over the past 18 months — from Panama, west across the vast Pacific Ocean — we’ve made landfall in New Zealand. For many cruisers, this is the finish line. They sell the boat, head back to...
“50 years of history GONE in a second…” | Sailing Sitka Ep 162
Sailing Sitka

“50 years of history GONE in a second…” | Sailing Sitka Ep 162

Jay and Kenna are in Shelter Bay Marina, fixing some minor and major problems they've encountered while transiting the Panama Canal, on top of that they do some routine and periodic maintenance to make sure their 50 year old sailboat is ready to sail her way toward the desolate and world-renown...
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