Watch Sailing & Boating Adventures Around the World – Page 5 of 508

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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CANNOT Believe How GOOD It Looks 🥹
Sailing SV Delos

CANNOT Believe How GOOD It Looks 🥹

Watch the full episode here: We are soooo excited to share this one with you. Throughout this build there have been plenty of projects that completely changed the look and feel of the boat...but this one is on a whole different level. It's been a long journey from the very first lighting pla...
We Had to Dodge Whales All the Way to Langebaan | S5 E31
Sailing with six

We Had to Dodge Whales All the Way to Langebaan | S5 E31

We left Hout Bay after weeks of boat work and paperwork, ready to see a little more of South Africa before saying goodbye to it for good. First stop: anchoring beneath Table Mountain in Cape Town — a view we didn't need to go ashore to appreciate. From there, we sailed to Dassen Island, a prote...
Dangerous Sailing in Coral Passes & Storms in the Maldives on a 30ft Sailboat
Sailing Triteia

Dangerous Sailing in Coral Passes & Storms in the Maldives on a 30ft Sailboat

Episode 495 White knuckled coral passages and rough over night sails Hello Friends, On this episode I battle my way south through the Maldives as the Monsoon progresses and bears its teeth. Moving from one unprotected anchorage to the next, I finally get south of the equator and the storms lift. ...
Our Boat Broke Down… So We Made the Best of Koh Samui!
Sailing Doodles

Our Boat Broke Down… So We Made the Best of Koh Samui!

Boat problems have changed our plans once again! With the boat needing repairs, we move into an Airbnb on Koh Samui for a few days and decide that if we're going to be stuck on land… we might as well make the most of it! We rent a motorbike and set off to explore the island, including a stop a...
SAILING to the other side of the WORLD! [RED SEAS]
Sailing Red Seas

SAILING to the other side of the WORLD! [RED SEAS]

We are halfway through our sailing passage from New Zealand to Fiji, but we're facing a big problem. We anchored in a submerged atoll called Minerva Reef, because the metal structure that holds our dinghy in place broke in the huge waves that we saw last week. Before we can leave this lagoon an...
Our Road Trip Ends With a BIG Surprise💗💙 VLOG 317
Sailing Sunday

Our Road Trip Ends With a BIG Surprise💗💙 VLOG 317

👇 Drop a comment: Our cross-country road trip is coming to an end! 🚐🌲 We’re making the final push back to Vancouver, getting settled into land life again and preparing for baby #2. Plus… we finally find out if we’re having a boy or girl! 💕💙 For anyone who’s asked, we’ve also put together a little...
We’ll Never Look at Honey the Same Again
Gone with the Wynns

We’ll Never Look at Honey the Same Again

We thought honey was simple. We were very wrong. 🐝 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓️ Our Explorer Yacht ⚓️ 📷 Photo & Video Gear 📷 📱Socials ...
We Drove 1,000 Miles to 3 #NationalParks! | MORE WEST Leg 1
Roaming Rupps

We Drove 1,000 Miles to 3 #NationalParks! | MORE WEST Leg 1

Welcome to Episode 1 of our "More West" series! We’re kicking off our cross-country road trip with a massive 1,000-mile first leg from Charlotte, NC, all the way up to Minneapolis, MN! To cover serious ground, we put in lots of heavy highway driving, but we made sure to pack in some amaz...
The Emergency We Weren’t Ready For
Holly and Ray

The Emergency We Weren’t Ready For

Between the two of us, we’ve been sailing for a long time. We know the theory. We know what a MAYDAY call sounds like. We know where every piece of distress equipment on this boat lives. But when an emergency actually happened, none of that seemed to matter. What we had was a pounding heart, a seri...
Pulling A Few Strings – Onboard Lifestyle ep.400
Onboard Lifestyle

Pulling A Few Strings – Onboard Lifestyle ep.400

On this week's episode of Onboard Lifestyle, the crew sticks around basik to not only do a bit of glass work but start other new phases of our cockpit galley refit. It feels good to shift gears on this project as we dabble with our LPG and electrical system modifications needed for the upgrades...
They’re Making Me Leave Thailand
Sailing Doodles

They’re Making Me Leave Thailand

Our time cruising Thailand takes another unexpected turn. Before leaving the boat, Nika decides to enjoy one last swim off the back — and apparently swimsuits are optional. Then it’s time for me to leave Thailand for a quick visa run to Singapore while Nika and the dogs move into an Airbnb on Koh S...
We Don’t Know Where We’re Going Next | Leaving Fulaga, Fiji & Sailing Somewhere
WE|Sail

We Don’t Know Where We’re Going Next | Leaving Fulaga, Fiji & Sailing Somewhere

Welcome back to another episode of WE|Sail. EPISODE 351 After a month in Fulaga, Fiji, longer than we've ever spent in one place on this entire trip, it was time to go. We left before sunrise to catch the tide through the pass, said our goodbyes to the most remote anchorage we've ever cal...
This Wasn’t Supposed to Happen Yet – Episode 175
Sailing One Life

This Wasn’t Supposed to Happen Yet – Episode 175

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Run, Surf, Summit… Cape Town at its Best | S5 E30
Sailing with six

Run, Surf, Summit… Cape Town at its Best | S5 E30

For weeks, Cape Town had been all about fixing the boat, chasing paperwork, and getting ready for the next leg of our journey. But once the biggest jobs were finally behind us, we realised we'd barely scratched the surface of one of the most beautiful cities we'd ever seen — so we decided ...
What was your first serious boating-related injury, and did you struggle mentally afterward?🤕
Holly and Ray

What was your first serious boating-related injury, and did you struggle mentally afterward?🤕

I’m surprised by how difficult the emotional part of my recovery has been. Even though I’m back on the boat, one month later, I can’t seem to shake the bad dreams and catch myself hesitating over movements that used to feel completely natural. I’m determined to rebuild my confidence and get back to...
Pushing Through The Maldives – Cruising in Paradise At the Wrong Time of Year
Sailing Triteia

Pushing Through The Maldives – Cruising in Paradise At the Wrong Time of Year

Episode 494 The Maldives During the Monsoon Hello Friends, On this episode I make my way from Male Maldives over to the Ari Atoll and start my passages south through the dangerous coral and storms of the Maldives. If you enjoy the channel please "Like" the videos and Subscribe so you ...
My Visa Was Expiring… So We Sailed to Koh Samui
Sailing Doodles

My Visa Was Expiring… So We Sailed to Koh Samui

After spending a few nights anchored off the beautiful island of Koh Tao, it was time to continue south toward Koh Samui. We had a great sail down, found a mooring for the boat, and prepared to move ashore for a few days. My Thai visa was about to expire, which meant I needed to make a quick flight...
Inside Asia’s Mega City (the World’s Best Skyline Views)
Kristina's Travels

Inside Asia’s Mega City (the World’s Best Skyline Views)

Get an exclusive 15% discount on Saily eSIM data plans! Download Saily app and use code KRISTINASTRAVELS at the checkout 👉 We have the BEST time in Hong Kong, eating at Michelin starred restaurants, dim sum at Tim Ho Wan, we catch the Victoria Peak tram, ride the Ngong Ping 360 Cable Car and visit...
SOLO SAILING – FASTEST PASSAGE EVER! [RED SEAS]
Sailing Red Seas

SOLO SAILING – FASTEST PASSAGE EVER! [RED SEAS]

This is part 2 of Iain's first ever solo sail, taking on a challenging stretch of water from New Zealand to Fiji. It's 1200 miles in big waves with some of our highest ever boat speeds and even though we've just spent months improving our boat in the yard, there are still things just ...
What’s REALLY Happening With Our Boat Search | Important update!
Sailing Sunday

What’s REALLY Happening With Our Boat Search | Important update!

👇 Drop a comment: ⛵️ KEEP UP WITH OUR ADVENTURES! ▶️ WATCH MORE: ☕️ Join our Patreon Crew!: 📸 Follow us on Instagram (Daily Stories & Updates!): @sailing_sunday 🛒 Support Our Journey & Grab Our Merch: 🌎 Website:
We Didn’t Plan on Visiting 3 Countries in 3 Days…
Sailing Paradise Falls

We Didn’t Plan on Visiting 3 Countries in 3 Days…

Set sail with us as we leave the lush island of Martinique behind and continue our Caribbean adventure! 🌴⛵ After a quick overnight stop in Dominica, we arrive in the breathtaking archipelago of Îles des Saintes, Guadeloupe—one of the most picturesque destinations in the French Caribbean. From there...
We Invited a Family to Live on Our Boat for a Month
Gone with the Wynns

We Invited a Family to Live on Our Boat for a Month

Two of us became six. Here's how that actually went. Head to to get a FREE AG1 Flavor Sampler and a FREE bottle of Vitamin D3+K2 in your Welcome Kit with your first AG1 subscription order ☝Behind the Scenes, Gear Guides & More 🎬 Produced, Filmed and Edited by: Jason & Nikki Wynn ⚓...
When 2 Grown Kids Sail into Ålesund for the First Time – Ep 282
Sailing Jibsea

When 2 Grown Kids Sail into Ålesund for the First Time – Ep 282

Join us as we sail to Ålesund Norway in our aluminum sailboat. We explore the coastal town, harbour, hike to Mount Aksla, experience Norwegian supermarkets, pastries, midnight sun and more! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, ke...
2 Under 3 Across America | MORE WEST Series Trailer
Roaming Rupps

2 Under 3 Across America | MORE WEST Series Trailer

7 Episodes. 2 Adults. 2 Kids Under 3. 1 DIY Camper Van. We packed up our self-converted van in Charlotte, NC, and hit the highway for an epic cross-country adventure out west! While Glacier, Yellowstone, and Grand Teton were the headline destinations, our route was packed with incredible stops—fro...
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