Watch Sailing & Boating Adventures Around the World – Page 11 of 78

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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A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40
Sailing SV Delos

A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40

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: BIG CHANGES are coming for our family and the build, and we’re about to do something we haven’t done in nearly a decade…we’re splitting up. ...
THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]
Sailing Red Seas

THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]

🚨 Off-Grid Madness Begins! Sailing Into Cruisers’ Paradise (Definitely Not Bora Bora) One sketchy pass, two mystery planets, and zero regrets. What would you give up for total freedom? House? Job? Sense of direction? We said goodbye to land life and hello to getting mildly yelled at by our chartplo...
A Floating Commune for Sailors?
Gone with the Wynns

A Floating Commune for Sailors?

We kept hearing rumors about this sailing community in the Bahamas and it sounded a little too perfect.🦈 Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMA...
E193 – Fresh Prawns, DIY Clears & Sunset Drinks, Koh Naka Noi Magic
Sailing No Regrets

E193 – Fresh Prawns, DIY Clears & Sunset Drinks, Koh Naka Noi Magic

In this episode aboard No Regrets 2, we’re ticking off jobs, enjoying boat life, and soaking in the beauty of Phang Nga Bay. 🇹🇭⛵ We start by collecting our tender, now sporting a sleek new cover. Then we dive into a hot and sweaty project: making custom clears for our cockpit. The sun was relentles...
Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115
Bushpoint Sailing

Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115

We’re still sailing with friends on s/y Willow, another trusty Boreal, and making our way to lay up Bushpoint for the winter. Yes, we’re a bit behind on YouTube, so for the latest updates, follow us on Instagram @bushpointsailing. In this episode, we leave the charming seaside town of Trosa and be...
Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)
Sailing SV Delos

Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)

Get behind the scenes of the build with exclusive, early, and ad free content: We’re kicking off a super exciting phase of the build this week—installing the sailing hardware on Delos 2.0! This is a huge step and one we’ve been dreaming about since day one. One thing we absolutely LOVE abou...
It’s over…WE’RE DONE! [Ep177 RED SEAS]
Sailing Red Seas

It’s over…WE’RE DONE! [Ep177 RED SEAS]

After two unforgettable years sailing through the hidden gems of French Polynesia, the time has come… ⛵️🇵🇫 In this episode, we clear out of the country, finalize our exit paperwork, and take one last plunge into history with a scuba dive on a stunning 1900s three-masted shipwreck. 🐠⚓️ From navigati...
An Unexpected 3 Days In Türkiye
Gone with the Wynns

An Unexpected 3 Days In Türkiye

Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months Free: ...
Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284
Sailing Sunday

Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284

We're BACK on the Boat and sailing to the Bahamas in this weeks latest sailing vlog! 🌊⛵ After months of road-tripping across America and tackling life on land, we’ve finally made the big move back sailing on the water on our boat SV Sunday. This week we said goodbye (for now) to our 5th whee...
E192 – Koh Hong, Phi Phi & Koh Yao Yai: Clear Skies and Iconic Islands
Sailing No Regrets

E192 – Koh Hong, Phi Phi & Koh Yao Yai: Clear Skies and Iconic Islands

After days of grey skies, the sunshine finally returned—just in time for us to explore some of Thailand’s most breathtaking islands. ☀️⛵ We set sail from Ko Ku Du Yai and make our way to the stunning Koh Hong, known for its dramatic limestone cliffs and secret lagoon, then continue on to the world-...
BIG CHANGES are coming! [Ep176 RED SEAS]
Sailing Red Seas

BIG CHANGES are coming! [Ep176 RED SEAS]

After two unforgettable years sailing through the breathtaking islands of French Polynesia — from historic atolls to remote UNESCO sites — it’s time to face the one choice we’ve been avoiding. With paperwork looming, weather turning, and borders tightening, we’re racing to experience everything one ...
E191 – Phang Nga Bay,  Beauty, Bays & Buckets of Rain!
Sailing No Regrets

E191 – Phang Nga Bay, Beauty, Bays & Buckets of Rain!

We’ve made it to Phang Nga Bay, and it’s absolutely breathtaking—even with tropical downpours soaking us along the way! ⛵🌧️⛰️ In this episode, we sail through one of Thailand’s most iconic cruising grounds, dodging squalls and exploring some of the most spectacular hongs (sea caves) and island form...
Fixing our boat’s BIGGEST PROBLEM! (Installing an autopilot) [Ep175 RED SEAS]
Sailing Red Seas

Fixing our boat’s BIGGEST PROBLEM! (Installing an autopilot) [Ep175 RED SEAS]

After nearly two years battling a faulty autopilot, we finally install a brand-new Raymarine autopilot system aboard Indioko! In this episode, we walk you through the complete installation process — from removing the old malfunctioning system, to wiring the new components, troubleshooting sensor pla...
The Fastest Cat You’ve Never Heard Of (+full tour)
Gone with the Wynns

The Fastest Cat You’ve Never Heard Of (+full tour)

Beam is giving EXCLUSIVE early access to their Memorial Day Weekend Sale just for our audience! Get 40% off sitewide or use code WYNNS at checkout! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never mi...
FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]
Sailing Red Seas

FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]

🔧Boat Repairs, Rainy Hikes & Hidden Island Legends | French Polynesia Vlog 🌴⛵ Life on the water isn’t always sunsets and sea breezes—this week, we’re deep in the realities of boat life. Back home in French Polynesia, our sailboat Indioko demands some long-overdue TLC, and we tackle unexpected r...
This Electric Boat Changes Everything…Or Does It?
Gone with the Wynns

This Electric Boat Changes Everything…Or Does It?

After two weeks of living aboard this unique electric sailboat, we’ve got thoughts. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so ...
We need a BREAK! [Ep173 RED SEAS]
Sailing Red Seas

We need a BREAK! [Ep173 RED SEAS]

⚓ Storms, Breakdowns & Dolphins! | Sailing Huahine After Chaos ⚓ After a little break, we’re back — and boy, has it been a wild ride! ⚡ In this episode, we sail overnight from Tahiti to a mysterious new island, Huahine, and everything that could go wrong… did. From dodging lightning strikes ...
Life at Sea on a Hybrid Electric Catamaran
Gone with the Wynns

Life at Sea on a Hybrid Electric Catamaran

We slipped DEEP into cruiser mode this week...Adventure, Connection, and Slow Living🌊 Going to therapy is a sign of strength, not weakness. BetterHelp makes therapy simple, with 10% off your first month to help you get started: (Sponsored by BetterHelp) ☝Behind the Scenes, Gear Guides & More...
E190 – Port Klang to Phuket – Fast Currents, Storms & Floating Koh Haa Island!
Sailing No Regrets

E190 – Port Klang to Phuket – Fast Currents, Storms & Floating Koh Haa Island!

After leaving Port Klang, we aimed for Pangkor Island, but with the conditions against us, we had to adjust our plans. As night fell, we made a last-minute stop in the Bernam River—only to be surprised by how fast the river currents became when the tide turned. It was a tense night keeping watch ove...
E189   Singapore to Port Klang – Navigating the Malacca Strait to Kuala Lumpur
Sailing No Regrets

E189 Singapore to Port Klang – Navigating the Malacca Strait to Kuala Lumpur

After the chaos of the Singapore Strait, we set sail for Port Klang, the gateway to Kuala Lumpur—but the challenges weren’t over yet. As we made our way up the Strait of Malacca, we found ourselves dodging countless fishing nets stretched across the water, often with little to no warning. It turned...
The Most Unique Catamaran We’ve Ever Sailed
Gone with the Wynns

The Most Unique Catamaran We’ve Ever Sailed

We’re finally sailing again! ⛵️💨 Stay salty! Get your free LMNT Sample Pack with any purchase at Also try the new LMNT Sparkling — a bold, 16-ounce can of sparkling electrolyte water. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: ...
Real Chocolate vs What You’re Actually Eating
Gone with the Wynns

Real Chocolate vs What You’re Actually Eating

Most of us grow up thinking we know what chocolate is. But the truth is kind of shocking. Let our paid partner BetterHelp help you rule your anxiety so it doesn’t rule you. Click for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear...
E188: No Wind, No Fuel & the World’s Busiest Shipping Lane – We Made It! (+ First Spinnaker Sail!)
Sailing No Regrets

E188: No Wind, No Fuel & the World’s Busiest Shipping Lane – We Made It! (+ First Spinnaker Sail!)

We’ve made it to Singapore! 🇸🇬 But this leg of the journey turned out to be far more of an adventure than we expected... A few days into our longest passage yet, we realised we didn’t have enough fuel to make it to Singapore. With no wind in the forecast, we stopped and anchored—waiting patiently f...
Inside One Of The World’s Rarest Cacao Farms
Gone with the Wynns

Inside One Of The World’s Rarest Cacao Farms

A story about a rare chocolate farm in the Philippines. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 ...
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