Watch Sailing & Boating Adventures Around the World – Page 8 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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9 DAYS BEFORE WE SAIL AWAY!
Sailing Dawn Hunters

9 DAYS BEFORE WE SAIL AWAY!

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 14 ➡️ S4E14 ⛵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 LOW AS $5 PER MONTHS)...
Where Sand Dunes Kiss The Ocean | & Laid Back Attitude Of Boa Vista Island, Cabo Verde | S6 Epsd 122
Winded Voyage Sailing

Where Sand Dunes Kiss The Ocean | & Laid Back Attitude Of Boa Vista Island, Cabo Verde | S6 Epsd 122

No stress, except for the wind. It gave us quite a scare when we were trying to get to shore in the dinghy. We managed, but had to be towed in. Which allowed us to eat and check in with the police. The next days were perfect to go explore the dunes, beaches and the island next to us. And Wendy puts ...
DIY Adventure Van – Our Stealth Base Camp
Gone with the Wynns

DIY Adventure Van – Our Stealth Base Camp

A stealthy van build to pair with our next boat home. Get 10% off beautiful tableware that will stay put no matter what kind of adventure you are on. Use code WYNNS 👉 ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notificat...
We Climbed an Active Volcano (and it erupted!)
Sailing Paradise Falls

We Climbed an Active Volcano (and it erupted!)

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #lifestyle #travel #sailboat We Climbed an Active Volcano (and it erupted!) HUGE #bucketlist list item checked off this week as we explore the Island of Tanna in Vanuatu. We climbed to the top of one of the most active v...
Pain For Us Pleasure For Others | How We Live Aboard & Deal With The Cabo Verde Winds | S6 Epsd 121
Winded Voyage Sailing

Pain For Us Pleasure For Others | How We Live Aboard & Deal With The Cabo Verde Winds | S6 Epsd 121

Good times were had in Santa Maria with our friend Mariza, and now it's time to sail to another island. We head south and downwind. Conditions are good, but straight downwind is a challenge in Atlantic swell. But we get there pretty quickly and have to anchor in 20kts wind. Oh man the wind here...
EVERYTHING is BREAKING on our 1000nm Passage to Vanuatu!
Sailing Paradise Falls

EVERYTHING is BREAKING on our 1000nm Passage to Vanuatu!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat EVERYTHING is BREAKING on our 1000nm Passage to Vanuatu! After over 6 months of being in New Zealand we finally set sail for a new country. It's a mad rush to check out of the...
FINALLY IN THE WATER (kind of)
Sailing Dawn Hunters

FINALLY IN THE WATER (kind of)

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 13 ➡️ S4E13 ⛵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 LOW AS $5 PER MONTHS)...
What’s Rocking The Boat? | Giant Fish, Fast Sailing & Girls Rocking The Boat | S6 Epsd 120
Winded Voyage Sailing

What’s Rocking The Boat? | Giant Fish, Fast Sailing & Girls Rocking The Boat | S6 Epsd 120

It's a sailing video for many tastes. You'll see giant Marlin fish. Fast downwind sailing and boat get's a rockin' at the not so cool anchorage at Cabo Verde's most popular destination. Santa Maria. For us, the best thing about Santa Maria is our coolest friend in the world,...
Sailing The Dreamiest Hybrid Electric Catamaran
Gone with the Wynns

Sailing The Dreamiest Hybrid Electric Catamaran

At 3.6 million this isn't just any catamaran, it's a fully loaded home and adventure base camp like nothing we've seen before. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vid...
Our LAST BUCKET LIST New Zealand Adventure with Sailing Machete
Sailing Paradise Falls

Our LAST BUCKET LIST New Zealand Adventure with Sailing Machete

#familyvlog #sailingaroundtheworld #travelvlog #boatlife #lifestyle #travel #sailingmachete UNFORGETTABLE Bay of Islands New Zealand Adventure with Sailing Machete Our #sailingfamily family meets up with our good friends on Sailing Machete for an unforgettable #bucketlist New Zealand adventure. The...
1 Sober Girl & 2 Drunken Sailors | Drinking & Sailing Island To Island In Cabo Verde | S6 Epsd 119
Winded Voyage Sailing

1 Sober Girl & 2 Drunken Sailors | Drinking & Sailing Island To Island In Cabo Verde | S6 Epsd 119

Is it OK to sail and drink? On my boat it is. We set sail for the island of Sal 130nm miles away in fantastic sailing conditions with a crew of three on a Jeanneau SunFizz 40. A Frenchman and sailing teacher, beautiful Wendy and myself, captain of the sailboat. Once the sails were adjusted and the b...
We Finally Set Sail After 6 Months Stuck!
Sailing Paradise Falls

We Finally Set Sail After 6 Months Stuck!

#sailingfamily #familyvlog #familytravelvlog #bucketlist #lifestyle #sailboat After six months in Whangarei, our family is ready to get back to our #sailingaroundtheworld adventure. With cyclone season over, we are finally able to leave the #town basin and begin our #travel. The weather is gettin...
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...
THREAT CONTAINED on Our Aluminum Expedition Catamaran
Sailing Dawn Hunters

THREAT CONTAINED on Our Aluminum Expedition Catamaran

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 12 ➡️ S4E12 ⛵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 LOW AS $5 PER MONTHS)...
We’re Taking The Plunge | Last Preparations Before Setting Sail With Wendy & Friend | S6 Epsd 118
Winded Voyage Sailing

We’re Taking The Plunge | Last Preparations Before Setting Sail With Wendy & Friend | S6 Epsd 118

Last minute preparations before setting sail around the Cabo Verde Islands. One of our goals is to find the mermaid inside Wendy. She's not a good swimmer. So we're setting off to Sal and Boa Vista where the waters are turquoise and beaches golden. But before that we must prepare. 00:00 I...
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: ...
SURVIVING a Cyclone Aboard Our Catamaran
Sailing Paradise Falls

SURVIVING a Cyclone Aboard Our Catamaran

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat SURVIVING a Cyclone Aboard Our Catamaran Have you ever wondered what it is like to live on a catamaran during a cyclone? We spend our final days as a family waiting out weather in ...
The Drunken Swede | Plus 1 Drunken Swiss Equals 2 Drunk Sailors In Cabo Verde, Africa | S6 Epsd 117
Winded Voyage Sailing

The Drunken Swede | Plus 1 Drunken Swiss Equals 2 Drunk Sailors In Cabo Verde, Africa | S6 Epsd 117

It takes a Swede and a Swiss to make two drunken sailors. We say say see you to our friend Henric who is flying back to Sweden with his girl for a year of work. Too much good times in Cabo Verde. As well, we get Galopin ready to sail with Wendy. 00:00 Intro 00:35 The Swede 05:13 Cast away 06:18 Pri...
Is Preparing to Leave a Foreign Country More Challenging Than You Think?
Sailing Paradise Falls

Is Preparing to Leave a Foreign Country More Challenging Than You Think?

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Leaving New Zealand was WAY More Stressful Than We expected Have you ever wondered how much there is to do before making a 7-10 passage across an ocean. We are back in Whangarei g...
WHY IS THIS SO FREAKING HARD? Aluminium Catamaran Refit
Sailing Dawn Hunters

WHY IS THIS SO FREAKING HARD? Aluminium Catamaran Refit

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 11 ➡️ S4E11 ⛵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 LOW AS $5 PER MONTHS)...
Absolutely Floored | Fixin’ My Boat’s Floor & Living In Mindelo, Cabo Verde Africa | S6 Epsd 116
Winded Voyage Sailing

Absolutely Floored | Fixin’ My Boat’s Floor & Living In Mindelo, Cabo Verde Africa | S6 Epsd 116

We're getting my boat ready to sail. Wendy and I are doing a job on the floor and I've received my stay which I'll install when I find someone to get up on the mast. On my travels in town, I meet a friend with a restored classic beauty. We move Galopin to make room for a friend and fi...
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...
Is Sailing to Whangarei REALLY the Best Way to Celebrate a Birthday?
Sailing Paradise Falls

Is Sailing to Whangarei REALLY the Best Way to Celebrate a Birthday?

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Is Sailing to Whangarei REALLY the Best Way to Celebrate a Birthday? It is time to say good bye to Auckland and sail north to begin preparing for our next big ocean crossing. Rob g...
Fighting A Blue Marlin | Catching The Most Prized Sport Fish In Cabo Verde Africa | S6 Epsd 115
Winded Voyage Sailing

Fighting A Blue Marlin | Catching The Most Prized Sport Fish In Cabo Verde Africa | S6 Epsd 115

Cabo Verde is reputed to be the most exciting place to fish by sport fishermen. They come from all over the world to fight a giant Blue Marlin. As well as us locals, a Swiss, a Dutch and a Spaniard. Who have invited a local fisherman who never fished with a rod and reel. And boy can he fish. 00:00 ...
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