Watch Sailing & Boating Adventures Around the World – Page 2 of 42

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 996 results
La Cruz Days Mexico: Big Sierra, Beach Camping & One Last Wild Party | Sailing Avocet
Sailing Avocet

La Cruz Days Mexico: Big Sierra, Beach Camping & One Last Wild Party | Sailing Avocet

Our friend Kris (@big.sierra-i1f) made the journey south to Mexico to join us for the final La Cruz Days party—and what started as a music-filled farewell quickly turned into an impromptu camping adventure in Chacala. From beach sunsets and cold beers to late-night jams and dusty roads, this trip pe...
What life looks like on a floating home ep. 19
Sailing Zola

What life looks like on a floating home ep. 19

From spearfishing a massive hogfish to feeding sharks, visiting the famous swimming pigs, cooking fresh sushi on the boat, and dealing with a terrifying moment when somebody falls overboard — this week aboard Sailing Zola was anything but boring. 🐟🦈🐖⛵ FOLLOW US ON SOCIALS❤️⛵️ Insta - Facebook - ...
Living On A Sailboat In STORMY Weather Ep. 17
Sailing Zola

Living On A Sailboat In STORMY Weather Ep. 17

This week we battle rough seas, sketchy cuts, first-time mooring ball pickups, surprise Thanksgiving in the Bahamas, and the reality of life aboard during wind and rain. From close calls to quiet moments, this is what cruising the Exumas really looks like. If you love sailing adventures, off-grid li...
We Swapped Island Life for New York City | Sailing Sunday vlog 302
Sailing Sunday

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...
3x SAILORS & 800km of AFRICAN DESERT to reach the MECHANIC! Ep 422
Sailing Nandji – Frothlyfe

3x SAILORS & 800km of AFRICAN DESERT to reach the MECHANIC! Ep 422

This could possibly be the most impressive thing we have ever seen! www.sailingnandji.com It has been 9 years since we begun sailing around the world and whilst we love boat life and sailing, we love travelling and enjoy an adventure of any kind. Arriving to the shores of South Africa, we thought w...
$100k vs $500k is it worth it??
Sailing Zola

$100k vs $500k is it worth it??

$100K vs $500K Boat – What’s the Difference? | Sailing Zola Tour & Comparison We upgraded from our 2006 Beneteau Oceanis 393 ($100K monohull) to a 2020 Bali 4.1 Catamaran worth close to $500k dollars — and in this video, we’re taking you on a full side-by-side tour of both boats to show exactly ...
We installed the BIGGEST solar panels EVER
Sailing Zola

We installed the BIGGEST solar panels EVER

What started as a crazy idea 3 months ago has finally come to life — we decided to cover our boat in as much solar power as possible! ⚡☀️ In this video, we take you behind the scenes as we design, fabricate, and install a massive custom stainless-steel solar arch that holds 2,360 watts of bi-facial ...
The MOST STRESSFUL BORDER CROSSING in 10 YEARS of TRAVEL! Ep 420
Sailing Nandji – Frothlyfe

The MOST STRESSFUL BORDER CROSSING in 10 YEARS of TRAVEL! Ep 420

We have spent the last six months enjoying the raw beauty of South Africa… but before we were prepare to set sail across the Atlantic to the Caribbean, we realized — we weren’t quite ready to say goodbye to Africa. We spent years dreaming of sailing here to then leave after such a short time didn’t ...
I DON’T KNOW HOW WE WILL PULL THIS OFF! …Ep 419
Sailing Nandji – Frothlyfe

I DON’T KNOW HOW WE WILL PULL THIS OFF! …Ep 419

We bought a Land Rover Defender... Let the troubles begin!!! For years, we dreamed of sailing across the Indian Ocean to reach Africa. And last year, that dream became reality. Now after sailing the entire coastline of South Africa and before departing for the Caribbean, we want to experience and ...
Is this the DUMBEST THING we HAVE EVER DONE??? One Life Live It… Ep 418
Sailing Nandji – Frothlyfe

Is this the DUMBEST THING we HAVE EVER DONE??? One Life Live It… Ep 418

We don't want to leave Africa but is the DUMBEST thing we could have done? There are places that feel like they belong to another world and hidden between the towering tableland mountians and the blue of the Atlantic Ocean, this place feels like one of those. Just beyond the bustle of Cape To...
Saying Goodbye to the Bahamas ⛵ Storms & Surprises Ahead!
Roaming Rupps

Saying Goodbye to the Bahamas ⛵ Storms & Surprises Ahead!

We wrap up this season’s Bahamas adventures with a dramatic exit! Cold fronts are rolling through and the squalls just won’t stop, forcing us to change our course. Instead of making it all the way to Jacksonville, we’re faced with tough decisions and shifting plans. Come along for our final Bahamas...
My wife and child left me | #Hurricane season in the #Bahamas
Roaming Rupps

My wife and child left me | #Hurricane season in the #Bahamas

In today's video, Ashley and Fleix make their way back to the States. Colin hunkers down for some serious squalls before a new crew arrives to sail the boat back to the States. #hurricane #bahamas #liveaboard #family Read more about today's vlog and our #sailing adventure on our site! ...
Hope Town, Abacos: Cruisers Tips, Tricks & The Golf Cart We Didn’t Need
Roaming Rupps

Hope Town, Abacos: Cruisers Tips, Tricks & The Golf Cart We Didn’t Need

In today’s vlog, we sail into Hope Town, Abacos, to ride out a blow, stock up on provisions, and share our best tips for visiting this charming Bahamian town. But the day takes an unexpected turn when we’re manipulated into renting an unnecessary golf cart—only to find the grocery store had closed i...
Egg Island to Hope Town: A Calm Start… Then It Got WILD!
Roaming Rupps

Egg Island to Hope Town: A Calm Start… Then It Got WILD!

We set sail from beautiful Egg Island with hopes of a peaceful anchorage—but Mother Nature had other plans. With rolling anchor conditions and dark skies closing in, we made a split‑second decision: head for the safety of Hope Town in the Abacos. Read more about today's vlog and our #sailing a...
Goodbye #Eleuthera: Devil’s Backbone, Shallow Water Drama, Gorgeous Anchorages
Roaming Rupps

Goodbye #Eleuthera: Devil’s Backbone, Shallow Water Drama, Gorgeous Anchorages

We finally said farewell to #Eleuthera—but not before taking on the legendary Devil’s Backbone. With a local pilot guiding us through the razor-thin shallows, we made our way off the island and into some of the trickiest water we’ve seen yet. Spoiler: it was absolutely worth it. After the nerve-wra...
The End of An Era
Chesca & Ben

The End of An Era

It's time for a new chapter... + ↠ SUPPORT US Our videos will always be free, but if you'd like to support our channel you can join our Patreon here for bonus content & more - » ↠ FOLLOW US For real-time updates on our van life travels: » Instagram - » Facebook - » Website - ...
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 ...
Back to Boat Life; The Transition from Wheels to Waves | Episode 301
WE|Sail

Back to Boat Life; The Transition from Wheels to Waves | Episode 301

Welcome back to WE|Sail.... where we start sailing again!!!! This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour around New Zealand and it's time for us to get to work on Va, but first we have to switch gears again and get ready for our patreon Saili...
Off the Grid in Eleuthera: Caves, History, and Hidden Roads
Roaming Rupps

Off the Grid in Eleuthera: Caves, History, and Hidden Roads

In today’s vlog, we explore abandoned Navy bases, visit the stunning #CathedralCaves, and take a scenic drive across #Eleuthera. #bahamas ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share more of our daily lives on our Instagram stories, so give u...
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�...
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 ...
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...
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 ...
Ocean to Table: Sailing New Zealand for Seafood – Episode 146
Sailing One Life

Ocean to Table: Sailing New Zealand for Seafood – Episode 146

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: In New Zealand? Check out our mate's fishing charter for the ultimate fishing experience: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watc...
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