Watch Sailing & Boating Adventures Around the World – Page 15 of 111

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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We Finally Change Yabá’s Rigging… and Join Our First Regatta! — Sailing Yabá 292
Sailing Yabá

We Finally Change Yabá’s Rigging… and Join Our First Regatta! — Sailing Yabá 292

Episode 292 | We had a blast at the first ever Paraty Sail Festival alongside @velhojacksn @Homozarpiens @hashtagsal @hashtagceu and other legends of the Brazilian sailing community! 🇧🇷 ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → ...
Our Favourite Place in Thailand… With an Unexpected Twist | S4 E38
Sailing with six

Our Favourite Place in Thailand… With an Unexpected Twist | S4 E38

We had heard whispers of this place called Railay Beach — and it turned out to be even better than we imagined. Towering limestone cliffs, bright blue water, a chilled little village full of climbers and cafés, and the sweetest family adventure vibes. This has easily become our favourite place in Th...
ATLANTIC CROSSING – Sailing 800 miles to CAPE VERDE with Gear Failure
Sailing Maalie

ATLANTIC CROSSING – Sailing 800 miles to CAPE VERDE with Gear Failure

Jump on board with us with extra content AND ad-free videos ~ Support our Production▸ / The first instalment of our series, sailing across the mighty Atlantic Ocean. The trip of a lifetime starts with some hiccups, and we end up diverting offshore to a safe haven in Cape Verde. Multiple gear fail...
When Your Sailing Plans and Budget Corrode in front of You – E.161 – Sailing SV CUBA
Sailing SV CUBA

When Your Sailing Plans and Budget Corrode in front of You – E.161 – Sailing SV CUBA

Our safety, sailing plans, budget and nerves are crumbling in this episode, but you gotta suck it up and keep smiling, with the hope that things will get better.
Broken Bones Abroad… With No Medical Insurance | S4 E37
Sailing with six

Broken Bones Abroad… With No Medical Insurance | S4 E37

This week didn’t exactly go the way we planned. 😅 What started as a normal few days of ticking off boat jobs in Phuket turned into a hospital visit after Archie had a heavy landing while wing foiling. The X-ray confirmed a couple of broken bones… and if that wasn’t enough, the boat decided to throw ...
What Happens If You Drop Anchor in the Wrong Spot?
Dylan Magaster

What Happens If You Drop Anchor in the Wrong Spot?

Get Captain's Salve: A routine sailing trip quickly became a challenge when swim bouys were laid directly in front of the boat, tangling the anchor rope. This video captures the intricate process of trying to retrieve the anchor while ensuring the boat remains stationary and the tow float unha...
This Is Why Sailing Costs Less Than Rent (Seriously)  – Ep 356 Lady K Sailing
Lady K Sailing

This Is Why Sailing Costs Less Than Rent (Seriously) – Ep 356 Lady K Sailing

Think sailing is only for millionaires? Think again. In this episode, we break down the real costs of living aboard and show how affordable it can be to start sailing. From budget boats to smart marina hacks, you’ll see exactly how people are doing it — right now. #Sailing #SailboatLife #LadyKSailin...
ANOTHER BREAKDOWN | Sailing & Fixing our Sailboat in Iceland – Ep 257
Sailing Jibsea

ANOTHER BREAKDOWN | Sailing & Fixing our Sailboat in Iceland – Ep 257

Join us as we continue sailing Iceland while exploring the beautiful fjords and towns. We travel to Grundarfjörður and Ísafjörður by sailboat. From biking past waterfalls, Icelandic horses and visiting Kirkjufell Mountain, this episode captures real life cruising the North Atlantic. We share what it...
Surviving a week at sea… with my IN-LAWS! — Sailing Yabá 291
Sailing Yabá

Surviving a week at sea… with my IN-LAWS! — Sailing Yabá 291

Episode 291 | Sailing with Ben's family to many different anchorages, looking for places to snorkel, spearfish and also entering a mangrove to find a hidden waterfall. ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support the adventure:* 🌊 *Join our crew on Patreon* → Exclusive cont...
Making SAILORS OF OUR KIDS – HAND STEERING BRAZIL’S RUGGED COAST
The Cruising Kiwis

Making SAILORS OF OUR KIDS – HAND STEERING BRAZIL’S RUGGED COAST

Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate MAKING SAILORS OF OUR KIDS - HAND STEERING BRAZIL'S RUGGED COAST After two long days of hand steering through la...
First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195
Leading the Escapade

First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195

We’re heading up the ICW for the very first time! 🚤 From Stuart to Fort Pierce, it’s a whole new kind of adventure for us aboard Escapade. Along the way, we’re showing off a few small upgrades that are making a huge difference — including our new electric table leg that transforms our salon into a c...
Small Piece, Big Job… Fix. Sail. Explore. | S4 E36
Sailing with six

Small Piece, Big Job… Fix. Sail. Explore. | S4 E36

After a fun break in Koh Lipe, we’re back in Phuket—and back to work! What was meant to be a quick job fixing a small part turned into a full pinion-seal replacement on both engines with the help of the Yanmar team. Once the engines were running smoothly again, it was time to do what we love most… s...
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
Lady K Sailing

When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing

So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyle and how you can bridge that gap using real data, e...
Sailing = Fixing Your Boat in Exotic Places — Sailing Yabá 290
Sailing Yabá

Sailing = Fixing Your Boat in Exotic Places — Sailing Yabá 290

Episode 290 | Sailing should be about going places but lately it's been mostly about taking care of the boat, to maintain or improve what we already have, which, you know what? We gladly do! 🔌 Like the chargers and gadgets? ⛵ *Hop aboard & follow our journey* → SUBSCRIBE 💙 *Support t...
Back to Banderas Bay | Sailing Avocet
Sailing Avocet

Back to Banderas Bay | Sailing Avocet

After months away, we finally sailed back to our second home — Banderas Bay — where all the magic happened last season. From cold beers and dancing at our friends’ newly renamed bar #LustyOnLand, to experiencing Puerto Vallarta’s Rhythms of the Night for @BreakingWavesSailing Ben's birthday --...
Sailing 8 hours upwind to this. Worth it?  (Ep 305)
Sailing Learning By Doing

Sailing 8 hours upwind to this. Worth it? (Ep 305)

Sailing 120nm hard upwind was always going to be a challenge. When the wind increased to 25kts things got very bumpy and I was faced with a decision, reef lots and slow right down or continue with lots of sail and get to the shelter of an island faster. I knew what Marie would prefer and I knew my o...
SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194
Leading the Escapade

SAILBOATS, SECRETS, AND SHENANIGANS – ANNAPOLIS BOAT SHOW 2025! Ep-194

Go to and use code ESCAPADE to get 10% on Holafly plans for the first 12 months or 5% off on any other Holafly eSIM This isn’t your typical boat show vlog — we’re taking you behind the scenes of what it’s really like to be cruising creators at the Annapolis Boat Show! From creator meetups and af...
FREEDOM – Finally Leaving the Marina! | S4 E35
Sailing with six

FREEDOM – Finally Leaving the Marina! | S4 E35

After weeks tied to the dock and countless jobs on the list, Happy Days is finally free again! From sanding, polishing, and installing a brand-new trampoline to tackling a few last projects, we’ve been hustling to get back out on the water. In this episode, we finish off the final marina jobs, show...
Boat Life: One Challenge After Another — Sailing Yabá 289
Sailing Yabá

Boat Life: One Challenge After Another — Sailing Yabá 289

Episode 289 | Sailing to different islands, flipping our dinghy, cleaning the hull and joining a swimming challenge. 🤿 Portable Tankless Scuba Dive System: 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that do...
Our Misool explorations: human bones and bat caves (Ep 304)
Sailing Learning By Doing

Our Misool explorations: human bones and bat caves (Ep 304)

Sailing Misool you can find some amazing secrets to uncover so long as you are willing to explore. Zipping around the thousands of little islets we found some really amazing caves. Mostly unmarked, these caves showed themselves with some stalactites in the entry. Some of them were overgrown at the e...
Another Boat Problem, Another Lesson Learned – E.159 – Sailing SV CUBA
Sailing SV CUBA

Another Boat Problem, Another Lesson Learned – E.159 – Sailing SV CUBA

Another boat fix, another story to tell. Nothing goes to plan — but that’s sailing for you! You buy a sailboat and dream of sailing around the world, but end up fixing your sailboat all over the world. ☹️ Did I miss something?
Installing a MARINE AIR CONDITIONER From ALIBABA…GAME CHANGER or a BIG MISTAKE?! Ep 193
Leading the Escapade

Installing a MARINE AIR CONDITIONER From ALIBABA…GAME CHANGER or a BIG MISTAKE?! Ep 193

Jase is back in the US, which means it’s upgrade time! After months of waiting, we can finally dive into all the projects we’ve been holding off on — because let’s be honest, there’s no better place for Amazon boxes and endless options than America. This week, Jase tackles a full list of long-awaite...
The Family That Sands Together… | S4 E34
Sailing with six

The Family That Sands Together… | S4 E34

Haul-out time! After our quick snowy escape to New Zealand, we’re back in the tropics and straight into a massive boat maintenance week (or two) at Rebak Marina in Malaysia. Fresh groceries in hand… and into the painting suits we go! 🎨⛵️ This episode shares the real side of living on a sailboat wit...
Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing
Lady K Sailing

Sailing Is Way Scarier Than You Think – Ep 353 – Lady K Sailing

Sailing looks calm, romantic, and free — until it isn’t. In this video, we explore the real-life disasters and accidents that show just how fast things can go wrong at sea — from the 1979 Fastnet Race tragedy to the Cheeki Rafiki and Sydney to Hobart storm, to modern-day survival stories that remind...
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