Watch Sailing & Boating Adventures Around the World – Page 7 of 30

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.

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This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300
WE|Sail

This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300

🎉 EPISODE 300 CELEBRATION! 🎉 Welcome back to WE|SAIL and our 300th EPISODE!!!! It's a little surreal that we have been adventuring and sailing for almost 7 years now and sharing with you the adventures in 300 episodes. To mark this incredible milestone, we're jumping off of New Zealand�...
Sailing Mexico to California: Couple Disappears on Sailboat – Ep 328 – Lady K Sailing
Lady K Sailing

Sailing Mexico to California: Couple Disappears on Sailboat – Ep 328 – Lady K Sailing

John's channel, Far Reach Voyages is here: @FarReachVoyages John's video for Miliatry vets is here: www.youtube.com/watch?v=fBGEhZWm1I4&t Searchers on Monday and Tuesday said they found no sign of the sailing vessel Ocean Bound, which was sailing from Mexico to San Diego with three ...
The ULTIMATE New Zealand View | Mt. Cook to Milford Sound | Episode 299
WE|Sail

The ULTIMATE New Zealand View | Mt. Cook to Milford Sound | Episode 299

Welcome back to WE|Sail! Join us for a jaw-dropping adventure in New Zealand's Southern Alps! In this episode, we tackle the stunning Hooker Valley Track at Mt. Cook, then surprise helicopter rides take our adventure to new heights - literally! From breathtaking glacier views to an unexpected ...
Sailing to the Bahamas on a Budget – Ep 327 – Lady K Sailing
Lady K Sailing

Sailing to the Bahamas on a Budget – Ep 327 – Lady K Sailing

The beauty of the Bahamas is explored on a cheap sailboat. How to sail to the Bahamas and which boat to use. How to outfit a sailboat to liveaboard and sail it to the Bahamas from Florida or the Great Lakes to the ocean. I had this dream to quit work and buy a sailboat to head for the Bahamas but I ...
Discovering New Zealand’s South Island  | Episode 298
WE|Sail

Discovering New Zealand’s South Island | Episode 298

Welcome back to WE|Sail! In this episode, we explore the breathtaking and diverse landscapes that make South Island a true natural wonder. From lush forests and rugged coastlines to dramatic mountains and wild weather, each location offers a new perspective on this stunning part of the world. Our...
EASY 40 Foot Sailboats Selling CHEAP – Ep 326 –  Lady K Sailing
Lady K Sailing

EASY 40 Foot Sailboats Selling CHEAP – Ep 326 – Lady K Sailing

Are you looking for a 40 foot sailboat to live aboard? A great couples sailboat or single handed sailboat? This week, we look at cheap and easy to live with 40 footers like Beneteau and Jeanneau and answer questions about sailboats ont he hunt for the best cruising sailboat. Want to help support La...
Family Road Trip in New Zealand – 4 People, 1 Van | Episode 297
WE|Sail

Family Road Trip in New Zealand – 4 People, 1 Van | Episode 297

Welcome back to WE|Sail! We’ve got company! 🎉 Our road trip through New Zealand just got a whole lot cozier as we welcome family aboard Mr. Vanderson! That’s right—four of us, one van, and a whole lot of adventure. Crazy? Probably. Worth it? Absolutely. Life on the road (and water) doesn’t always ...
BEST Bluewater Are NOT What You Think! Ep 325 – Lady K Sailing
Lady K Sailing

BEST Bluewater Are NOT What You Think! Ep 325 – Lady K Sailing

If you’re shopping for a blue water boat, you’ve undoubtedly faced the dilemma, bluewater in some circles means heavy, full keel, tiny cockpit, modest sail plan but you really want more space, more master bedroom, bigger cockpit, swim scoop. Today, we’re going to rip that dilemma open with a bunch o...
BEST Cruising Sailboat for $130,000 – Ep 324 – Lady K Sailing
Lady K Sailing

BEST Cruising Sailboat for $130,000 – Ep 324 – Lady K Sailing

Are you looking for a sailboat to live on? To sail to the Bahamas and Caribbean islands? A family sized boat a cruising couple can handle sailing in the ocean? Today we look at sailboats for sail and how to buy a sailboat for less than $130,000! We look at Catalina, Hunter sailboats, Hylass 44, and ...
WE|Sail’s Epic Van Life: White Water Rafting & Stunning Hikes in Rotorua, NZ!| Episode 296
WE|Sail

WE|Sail’s Epic Van Life: White Water Rafting & Stunning Hikes in Rotorua, NZ!| Episode 296

Welcome back to WE|Sail! Our latest adventure as we explore the breathtaking landscapes of New Zealand's North Island! In this episode, we dive into exhilarating white water rafting and embark on stunning hikes around Rotorua. Discover the beauty of nature, thrill-seeking activities, and our va...
The SECRET Cruising Sailboat No One is Looking at Right Now! – Ep 323 – Lady K Sailing
Lady K Sailing

The SECRET Cruising Sailboat No One is Looking at Right Now! – Ep 323 – Lady K Sailing

Do you dream of going cruising on a live aboard sailboat? All the brands like Beneteau, Jeanneau, Catalina, Hunter, and Dufour have models today that will do the job but hey’re very expensive. If only there were an older sailboat with all the features for less of the cost. Something fast, designed b...
Van Life Gets EXTREME! Mountain Biking & Hot Springs in Rotorua  | Episode 295
WE|Sail

Van Life Gets EXTREME! Mountain Biking & Hot Springs in Rotorua | Episode 295

Welcome back to WE|Sail! We’re trading the ocean for the trails as we dive into the extreme side of van life! This week, we hit Rotorua—New Zealand’s adventure capital—for some epic mountain biking (one of our first loves before sailing! 🚵‍♂️), followed by a much-needed soak in the hot springs. Let...
Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing
Lady K Sailing

Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing

I love watching gone with the Wynns! They’re such an amazing couple out there doing the sailing thing to the fullest extend a couple can. Like Delos, they’ve got no boundaries as they sail everywhere in the world they can find water but today, after a long and somewhat disastrous experience with the...
[Ep 3] We Moved Onto a 43 Foot Sailboat!
SmoCo Sailing

[Ep 3] We Moved Onto a 43 Foot Sailboat!

In this episode we flashback to 2023 when we sold all of our furniture (and more) and moved from our 2 bedroom apartment onto our 43 ft sailboat. This was a hectic month with Liya still recovering from ankle surgery, both of us working full-time, traveling for work, and doing military reserve duty p...
Van Life:  Exploring Far North of New Zealand | Episode 294
WE|Sail

Van Life: Exploring Far North of New Zealand | Episode 294

Welcome back to WE|Sail! 🚐 Van Life in New Zealand is getting better and better! 🌿🏔️ We’re finally hitting our stride with van life and taking in the best of New Zealand’s Northland! From sandboarding (and Warren eating a face full of sand 🤣) to reaching the very top of NZ at Cape Reinga, this ro...
TERRIFYING Sailboat Rescue in Puget Sound – ep 321 – Lady K Sailing
Lady K Sailing

TERRIFYING Sailboat Rescue in Puget Sound – ep 321 – Lady K Sailing

Mayday 7 p.m. on Monday, Feb. 3 In a news release, the Coast Guard noted there was snowy conditions and 25 to 30 mph winds with 4 to 6-foot seas that night. "As Coast Guard crews were attempting the rescue, the sailboat ran aground. After the mast of the vessel collapsed, the aircrew was able t...
Van Life Tested Us… But We Never Gave Up! | Episode 293
WE|Sail

Van Life Tested Us… But We Never Gave Up! | Episode 293

Welcome back to WE|Sail! Our van life adventure got off to a bumpy start… literally. 😅 After a couple of unexpected breakdowns, we were starting to wonder if this whole van life thing was a mistake. But after some trial, error, and a little thinking, we finally cracked the case and fixed the proble...
The INSANE Aft Cabin Center Cockpit Hunter Passage 420
Lady K Sailing

The INSANE Aft Cabin Center Cockpit Hunter Passage 420

Caribbean and Bahamas live aboard sailing take a long time to plan but, what if you could buy a great cruising sailing today in Florida and be in the Bahamas tomorrow? This week we look at a sailboat for sale right now fully outfitted and rigged for Caribbean live aboard sailing you can buy for less...
Boat Life to Van Life… Did We Make a Mistake? | Episode 292
WE|Sail

Boat Life to Van Life… Did We Make a Mistake? | Episode 292

Welcome back to WE|Sail! We’ve hit pause on boat life and jumped into our next big adventure—van life! But… was that a mistake? 😬 Our first "shakedown" trip in the van didn’t exactly go as planned. From unexpected breakdowns to questioning if this life on wheels is really for us, we’re wo...
[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?
SmoCo Sailing

[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?

We’re 2000 miles into our journey, but we’re backtracking on Youtube to give our friends and family a glimpse into how our crazy idea turned into a plan, then into reality. In this episode we flashback to purchasing the first sailboat we saw and the 200 mile sail to bring her home to Monterey where ...
Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing
Lady K Sailing

Grenada Sailboat HIJACKING – Ep 319 Lady K Sailing

Learning from tragedy is important. Two Americans, a sailing couple are presumed dead after they vanished from their yacht in Grenada, leaving behind evidence of a bloody struggle, police in nearby St. Vincent and the Grenadines said Monday. While loved ones of Kathy Brandel and Ralph Hendry are hop...
From Sailboat Celebrations to Van Life Adventures in New Zealand | Episode 291
WE|Sail

From Sailboat Celebrations to Van Life Adventures in New Zealand | Episode 291

Welcome back to WE|Sail! Join us for a magical Christmas on the water. In this episode, we set sail with our friends on their sailboat, giving us a little reminder of our love for the water while we are hauled out and boosting our Christmas spirit. As we wrap up our time on the water, we're p...
Sailing Dighies NOT to Buy – How to Learn Sailing  Ep 318 – Lady K Sailing
Lady K Sailing

Sailing Dighies NOT to Buy – How to Learn Sailing Ep 318 – Lady K Sailing

Sailing Dinghies to learn how to sail are very popular sailboats. Today we look at the Walker Bay, Oday DS1, Chrysler Mutineer, Laser, Sunfish, and other sailing dinghies to help you learn how to sail and discuss which sailing dinghies are good, and which are bad sailboats. How to sail? This is it! ...
Boat’s Out, Work Begins, Sailing Crew Deserts Us | Episode 290
WE|Sail

Boat’s Out, Work Begins, Sailing Crew Deserts Us | Episode 290

Welcome back to the worlds greatest sailing channel!! Just kidding, wanted to see if you are really reading these descriptions!! But for real, this week finds us officially hauled out of the water and sitting pretty on the hard in our new yard, and our home for the next six months! Our sailing cre...
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