Watch Sailing & Boating Adventures Around the World – Page 4 of 83
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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Boat Life Below Freezing
Our first taste of winter boat life! If you’re struggling, consider therapy with our sponsor. Click for a discount on your first month of therapy. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2...
No Turkey, No Problem?! Thanksgiving in the Coastal Paradise of Knysna
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat No Turkey, No Problem?! Thanksgiving in the Coastal Paradise of Knysna Thanksgiving on the other side of the world… while living the boat life 🦃🌍⛵ In this episode, our sailing fam...
Robbed…And It Forced Us To Simplify
A BIG shift in how we travel and film. Head to to get FREE AG1 & AGZ Travel Packs, Vitamin D3+K2, and an AG1 Welcome Kit when you first subscribe. 📷 Photo & Video Gear 📷 ☝Behind the Scenes, Gear Guides & More 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids...
When back ups become the plan – offshore sailing to Scotland – Ep 264
Join us as we prepare to sail offshore in the North Atlantic in our custom aluminum sailboat from the nordic region of the Faroe Islands to Scotland, United Kingdom. We tackle failed Raymarin electronics, life on passage in the North Atlantic before dropping the hook in the beautiful outer hebrides!...
Surviving One of the World’s Most Dangerous Harbor Entrances | Sailing the Knysna Heads
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Surviving One of the World’s Most Dangerous Harbor Entrances | Sailing the Knysna Heads From calm harbors to heart-pounding seas 🌊⚓ In this episode of our sailing family adventur...
The Start of Our Next Chapter
New boat, new chapter, and all the nerves that come with it. 🛥️ Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨...
Caught in One of the World’s Wildest Ocean Currents | Sailing with Legends
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Caught in One of the World’s Wildest Ocean Currents | Sailing with Legends An early morning departure. A powerful ocean current. And a harbor full of legends. 🌊⛵ Join our sailing ...
why these tricky seas are worth sailing – Ep 262
Join us as we cruise deep into the fjords of the Faroe Islands - part it the United Kingdom of Denmark. We sail into the island of Borðoy where we explore Klaksvik and its jaw dropping beauty. We go on adventures hiking, to the famous Klakkur summit , wild landscapes and mountain views overlooking t...
We Didn’t Expect THIS on Safari… Elephant Stampede!
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We Didn’t Expect THIS on Safari… (Big 5 Spotted!) This week we leave the comfort of our Leopard catamaran behind and trade the open ocean for the wild heart of Africa 🌍🐘 (Yes — ev...
First Sea Trial After 2 Years at the Dock!
After two years sitting still, we got this boat off the dock. But not before discovering why boats don’t like being ignored. Start 2026 with better sleep! Try Beam Dream: and use code WYNNS for up to 40% off - limited time only. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gea...
Getting failed Raymarine electronics working again & 49kt winds: Cruising the Faroe Islands – Ep 261
After a tough sail from Iceland to the Faroe Islands with failed instruments and 36 hours straight of hand steering, we finally arrive and begin exploring the Faroe Islands by boat. This episode follows our time in Eiði, hiking above dramatic sea stacks, waiting out strong winds, repairing our elect...
Unexpected Welcome & Sudden Exit | Boat Life in South Africa
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Unexpected Welcome & Sudden Exit | Boat Life in South Africa After 14 LONG days at sea, our sailing family finally made landfall in Richards Bay, South Africa — a huge mileston...
When the Ocean Tests EVERYTHING – Sailing Mauritius to South Africa
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat When the Ocean Tests EVERYTHING - Sailing Mauritius to South Africa From the turquoise calm of Mauritius to the wild edge of South Africa, this passage tested everything we though...
Our First Christmas Market (& A Thank You)
Merry Christmas and Happy Holidays! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧JOIN THE CREW🍦 🎶 MUSIC for vids. 2 Months Free: 🎨 Creative Assets for Vids (SFX, Templates & Presets): - 🎽GET YOUR SWAG ON: -------...
DID SHE SINK THE BOAT?
Living Off-Grid Dawn Hunters Style on aluminium exploration sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 24 ➡️ S4E24 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS...
Racing, Repairs & Ready to Sail: Our Last Weeks in Mauritius!
Racing, Repairs & Ready to Sail: Our Last Week in Mauritius! Get ready to dive into real boat life as our sailing family spends our final weeks in beautiful Mauritius preparing our Leopard catamaran for one of the most intimidating passages in the Indian Ocean—the powerful Agulhas Current beneat...
This Boat Sat for 2 Years… Does It Even Work?
We Finally Found Out If Our Auction Boat Actually Works. 🎁 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🍦 ...
45 GRUELING HOURS OFFSHORE that almost broke us – Ep 260
In this episode, we depart Seyðisfjörður, Iceland in late September to begin an offshore sail to the Faroe Islands along a historic North Atlantic route. What started as a routine passage quickly turned into a demanding crossing that tested our endurance and seamanship. We share the realities of off...
Nature’s Fury Unleashed & How I Go From Disaster To Recovery Aboard Galopin | S7 Epsd 15
My resilience was being severely tested here in Tarrafal do Santiago. It was Mother Nature's turn to come down hard on the town and me. Intense rain fell non-stop for hours. I took it as a good sign. It washed the boat and I filled up with fresh rain water. That was all that was good. More bad ...
Ultimate Mauritius Family Adventure | Hikes, Rum Tasting, Beaches & Hidden Gems
#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Ultimate Mauritius Family Adventure | Hikes, Rum Tasting, Beaches & Hidden Gems Join us this week as we explore the breathtaking island of Mauritius with our daughter! From eme...
I’m Cursed Here | Things Continue To Fail Since Being Stuck In Tarrafal Do Cabo Verde | S7 Epsd 14
If there is one skill thing to learn being a full time sailor, it is patience. We are always waiting for, the weather, a part or in my case here, to go to court. And at this anchorage is really testing my patience. I clean up after the police search and can't find certain things. The swell and ...
Innocent Yet Guilty | Free To Go Until Later Court Date In Tarrafal Do Cabo Verde | S7 Epsd 14
In the previous episode I was taken into custody and taken to the police station. After being questioned, the contents of my bag were itemized by the police as seizure. In those contents were two small bags of weed. That was enough for the police to hold me in custody in the local jail. It wasn'...
The Most Dangerous Ride of Our Lives: Baja 1000
The Baja 1000 is approximately 1000 miles of endless possibilities for bad decisions. 🏎️ AG1 has their best offer EVER - subscribe with my link and you’ll unlock 7 free gifts worth $126 ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: ...