Watch Sailing & Boating Adventures Around the World tagged “Sailboat life” – Page 2 of 63

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 25-48 of 1510 results
5 years of sailing the world! #sailing #lifestylechange #boating #travel
Sailing Jibsea
CLOSE Sailing Away!!   (Days 96-101/100 Day Water World Challenge)
Adventureman Dan

CLOSE Sailing Away!! (Days 96-101/100 Day Water World Challenge)

It was hard to do, but we FINALLY sailed away from our most favorite anchorage. Over to a much more popular anchorage filled with other sailboats, locals, and a party to raise money for the local town. Check it out! Underwater Jets!!!: https://waydoo.com/...
Our New Water Tanks Don’t Fit !| Step 457
Sailing Uma

Our New Water Tanks Don’t Fit !| Step 457

Going to therapy is a sign of strength, not weakness. My paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: https://betterhelp.com/sailinguma ▸ JOIN THE UMA NATION from $2/month: https://www.patreon.com...
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 i...
French Grocery Haul with the Burley Travoy Bike Trailer | DrakeParagon Sailing
DrakeParagon

French Grocery Haul with the Burley Travoy Bike Trailer | DrakeParagon Sailing

THE PROBLEM: We need groceries and the store is far away. THE SOLUTION: Our electric bikes and The Burley Travoy bike trailer. Love this trailer so much, and it makes provisioning a breeze while sailing and cruising. Check out our French grocery store haul...
Spearfishing Bounty of Off-Grid Sailboat Living (Days 83 to 95/100 Water World Challenge)
Adventureman Dan

Spearfishing Bounty of Off-Grid Sailboat Living (Days 83 to 95/100 Water World Challenge)

WHAT A HAUL! I can't believe how much lobster and fish there is around here. Truly a paradise! Also, check out these adventures on Nicole's channel: www.youtube.com/@NicoleDemetra ___________________________________________________________________________...
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...
Building the Ultimate Hard Dodger (part 5) | Step 456
Sailing Uma

Building the Ultimate Hard Dodger (part 5) | Step 456

▸ Huge thanks to our friends at Top Windows for helping make this possible with their incredible work: https://www.topwindows.eu ▸ JOIN THE UMA NATION: https://www.patreon.com/sailinguma ▸ BINGE WATCH: https://youtu.be/lAye0mf2A8g ▸ WEBSITE + ME...
Plane Crash Island Survival (Primitive Cave Shelter Challenge) [ASMR Satisfying Build]
Adventureman Dan

Plane Crash Island Survival (Primitive Cave Shelter Challenge) [ASMR Satisfying Build]

This is video all started from a REAL plane crash here in the Bahamas. Obviously, and thankfully, I was not on this mysterious crash. Which detail on are still completely unknow. But what IF, I was on that plane. This video reflects my efforts if I'd been ...
Installing Boat Hardware That Doesn’t Suck! | Step 455
Sailing Uma

Installing Boat Hardware That Doesn’t Suck! | Step 455

▸ JOIN THE UMA NATION: https://www.patreon.com/sailinguma ▸ BINGE WATCH: https://youtu.be/lAye0mf2A8g ▸ WEBSITE + MERCH : http://www.sailinguma.com ▸ INSTAGRAM: https://www.instagram.com/sailinguma ▸ MUSIC : https://open.spotify.com/user/lcddin...
SAILS and TRAILS – EPIC Family REUNION in NEW ZEALAND – BUCKETLIST TRIP –  Episode 79
Sailing Machete

SAILS and TRAILS – EPIC Family REUNION in NEW ZEALAND – BUCKETLIST TRIP – Episode 79

This week Daniel's family makes it to NEW ZEALAND. We've got adventures planned from the moment their plane touches the grounds. We explore some of our favorite spots the North Island has to offer. Then we make it back to the boat to check out the bay of...
We spent thousands on this upgrade! | Sailing Sitka Ep 183
Sailing Sitka

We spent thousands on this upgrade! | Sailing Sitka Ep 183

Jay and Kenna are anchored in Linton Bay on Panama’s mainland, waiting for their haul-out date. In the meantime, they’re busy organizing, decluttering, and giving their boat a deep clean before leaving it for six months. During the process, they also p...
Our Most DANGEROUS & AMBITIOUS Passage Yet (a close call!) – Ep 249
Sailing Jibsea

Our Most DANGEROUS & AMBITIOUS Passage Yet (a close call!) – Ep 249

We finally set sail on one of our most ambitious passages yet, sailing offshore and crossing the Labrador Sea to reach Greenland. Sailing high latitudes is the reason we switched from a fibreglass sailboat to our custom aluminum sailboat. From leaving Newf...
Keeping the ocean out: Portlights & Hatches installation | Step 454
Sailing Uma

Keeping the ocean out: Portlights & Hatches installation | Step 454

▸ JOIN THE UMA NATION: https://www.patreon.com/sailinguma ▸ BINGE WATCH: https://youtu.be/lAye0mf2A8g ▸ WEBSITE + MERCH : http://www.sailinguma.com ▸ INSTAGRAM: https://www.instagram.com/sailinguma ▸ MUSIC : https://open.spotify.com/user/lcddin...
Feral Goat Hunting from a Sailboat [Bow& Arrow + Catch & Cook] — (51-60/100 Water World Challenge)
Adventureman Dan

Feral Goat Hunting from a Sailboat [Bow& Arrow + Catch & Cook] — (51-60/100 Water World Challenge)

A new first for me. Bow hunting wild goats on remote Bahamas islands. It's not going to be easy, but that what makes it worth while at the end! Also, check out these adventures on Nicole's channel: www.youtube.com/@NicoleDemetra __________________________...
Our last sail | Sailing Sitka Ep 182
Sailing Sitka

Our last sail | Sailing Sitka Ep 182

After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. B...
Woke up to Sailboat on Fire! | Step 453
Sailing Uma

Woke up to Sailboat on Fire! | Step 453

▸ JOIN THE UMA NATION: https://www.patreon.com/sailinguma ▸ BINGE WATCH: https://youtu.be/lAye0mf2A8g ▸ WEBSITE + MERCH : http://www.sailinguma.com ▸ INSTAGRAM: https://www.instagram.com/sailinguma ▸ MUSIC : https://open.spotify.com/user/lcddin...
Botched Cutlass Bearing & Prop Shaft Install and Here’s How We Fixed It – Ep 247
Sailing Jibsea

Botched Cutlass Bearing & Prop Shaft Install and Here’s How We Fixed It – Ep 247

Join us as we continue with the replacement of our prop shaft and cutlass bearing on our custom aluminum sailboat while hauled out in Conception Bay South, Newfoundland. Rather than a how-to DIY, we show you what not to do and the challenges we faced and h...
What 7 Days Living On A Sailboat Is Like?  — (Days 44 through 50/100 Water World Challenge)
Adventureman Dan

What 7 Days Living On A Sailboat Is Like? — (Days 44 through 50/100 Water World Challenge)

This is a REAL look at what living on a sailboat for a week can look like. Waking up to the gentle rocking of the sea, and going to bed after watching the green flash over the ocean sunset. THIS is a full week of living life on the ocean! Also, check out ...
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 seas...
We Painted Our Entire Boat By Hand…(The Results were Shocking) | Step 452
Sailing Uma

We Painted Our Entire Boat By Hand…(The Results were Shocking) | Step 452

▸ Find the right paint solution for your boat with the fantastic range at International yacht paint here: https://www.international-yachtpaint.com/ ▸ JOIN THE UMA NATION: https://www.patreon.com/sailinguma ▸ BINGE WATCH: https://youtu.be/lAye0mf2A...
Sailing The Bahamas – Threading the Needle Through Shallow Coral Reefs! Ep-186
Leading the Escapade

Sailing The Bahamas – Threading the Needle Through Shallow Coral Reefs! Ep-186

We set sail on an overnight passage from the Exumas to the Abacos, navigating shallow Bahamian waters and dodging coral heads along the way. Our goal? Reach the narrow channel between the islands before sunset. After arriving, we're greeted by a few foreca...
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: https://captainssalve.com We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a ...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka

From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180

Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit ...
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