Watch Sailing & Boating Adventures Around the World – Page 5 of 83

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Welcome HOME to Cocos Keeling!
Sailing Paradise Falls

Welcome HOME to Cocos Keeling!

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Welcome HOME - Cocos Keeling After 5 Days at Sea… We Reach Paradise After an unforgettable 5-day sail from Christmas Island aboard our Leopard 45 sailing catamaran, we finally dro...
ROBBED! How We Were Targeted by Thieves
Gone with the Wynns

ROBBED! How We Were Targeted by Thieves

We’ve traveled for over a decade without anything like this ever happening… until now. Robbed in Amsterdam. ☝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...
Arrested Jailed & Searched For Drugs | Welcome To Tarrafal Do Santiago Cabo Verde | S7 Epsd 13
Winded Voyage Sailing

Arrested Jailed & Searched For Drugs | Welcome To Tarrafal Do Santiago Cabo Verde | S7 Epsd 13

Sailor Alex recounts his experience of being arrested in Tarrafal de Santiago, Cabo Verde, under circumstances he claim were misunderstood. Three months prior, they traveled from Tarrafal Cabo Verde to Dakar Senegal intending to repair his boat engine. After completing repairs, Alex had to leave Sen...
Sailing Into Cape Verdean Waters | The West African Atlantic | Senegal To Cabo Verde | S7 Epsd 11
Winded Voyage Sailing

Sailing Into Cape Verdean Waters | The West African Atlantic | Senegal To Cabo Verde | S7 Epsd 11

We're under way on our passage from Dakar to Cabo Verde. Nearing the archipelago, I could see the difference in the ocean. This was Cape Verdean conditions. I’m all too familiar with them. My hopes were to get in and anchor before dark. We were not very fast the first couple of days. I could fe...
We Won A $2M Boat At Auction
Gone with the Wynns

We Won A $2M Boat At Auction

We bought an Explorer Yacht on AUCTION! 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🍦 🎶 MUSIC for vids. ...
FRUSTRATING Passage Across the Indian Ocean to Cocos Keeling
Sailing Paradise Falls

FRUSTRATING Passage Across the Indian Ocean to Cocos Keeling

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Join us on our frustrating passage across the Indian Ocean to Cocos Keeling! From sailing to parasailor problems, this travel video covers it all. We are a suburban blended famil...
Ladies Only: GRWM on a Sailboat #grwm #boatlife
Sailing AWEN

Ladies Only: GRWM on a Sailboat #grwm #boatlife

🤭JUST FOR FUN: By special request == I had to google search #grwm when a few ladies reached out and asked me to make a video like this🤓. I have no idea what I'm doing ladies, but it works for me! 💋PRODUCTS I USE: Tinted Sunscreens: Avène 50+, Stream2Sea Everyday mineral 45, Natio tinted moistu...
Big Test For Engine & Crew | A Severe Jelly Sting | Sailing Dakar To Cabo Verde Africa | S7 Epsd 10
Winded Voyage Sailing

Big Test For Engine & Crew | A Severe Jelly Sting | Sailing Dakar To Cabo Verde Africa | S7 Epsd 10

Just hours away from sailing from Dakar, Senegal to Cabo Verde. We just need a engine starter, ignition, alternator and diesel engine philosophy. We board the crew starting with Asahi, the Japanese cycle traveler who's cycling around Africa. As well as Paul and Gauthier from France who scrape t...
Is Christmas Island REALLY Australia’s Most Mysterious Paradise?
Sailing Paradise Falls

Is Christmas Island REALLY Australia’s Most Mysterious Paradise?

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Is Christmas Island REALLY Australia's Most Mysterious Paradise? Join us as we explore Christmas Island in the Indian Ocean and uncover its mysteries. From the stunning grott...
New Boat, Baja 1000 & Sailing Antarctica!
Gone with the Wynns

New Boat, Baja 1000 & Sailing Antarctica!

BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: (limited time only!). No code needed - discount will auto apply at checkout! Sailing Antarctica! More about Captain Cathrine and our Expedition to Antarctica: Baja 1000 If you want to see the schedule and race m...
We LEAVE Indonesia Across the Indian Ocean to Christmas Island
Sailing Paradise Falls

We LEAVE Indonesia Across the Indian Ocean to Christmas Island

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat We LEAVE Indonesia to Sail Across the Indian Ocean to Christmas Island Getting ready for the next leg of our journey, we tackle some essential boat maintenance. This episode featur...
Rebuilding My Perkins Diesel Engine In Africa | Simone The Engine Comes Home | S7 Epsd 9
Winded Voyage Sailing

Rebuilding My Perkins Diesel Engine In Africa | Simone The Engine Comes Home | S7 Epsd 9

Arona and crew brought Simone the Perkins Diesel engine back home to Galopin via the beach and dinghy. He installed it just enough for us to go a give it a feel. Simone purred and we gloated. One of two of his most memorable jobs of his career. That’s the good news. Im having trouble with my solar V...
Power Generation for our Aluminium Catamaran
Sailing Dawn Hunters

Power Generation for our Aluminium Catamaran

Living Off-Grid Dawn Hunters Style on aluminium exploration sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 23 ➡️ S4E23 ⛵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...
Bucket List Bali Adventure
Sailing Paradise Falls

Bucket List Bali Adventure

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Join us as we snorkel and explore the Gili Islands and travel over to Bali for 5 days of adventures. We check out the underwater nest sculpture, turtle drift snorkel, Goa Lawah, T...
Can We Get ALL Our Repairs Complete? Lombok Haulout
Sailing Paradise Falls

Can We Get ALL Our Repairs Complete? Lombok Haulout

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat Can We Get ALL Our Repairs Complete? We make it to Lombok Indonesia just in time to have our boat hauled. Unexpected challenges getting Paradise Falls out of the water. We repair ...
IT’S DECISION TIME! Choosing Our Explorer Yacht
Gone with the Wynns

IT’S DECISION TIME! Choosing Our Explorer Yacht

After six months, countless miles, and what feels like a hundred boats later… 🌊 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 ...
Diesel Wears A Blue Dress | Rebuilding Simone My Perkins Diesel Engine In Senegal Africa | S7 Epsd 8
Winded Voyage Sailing

Diesel Wears A Blue Dress | Rebuilding Simone My Perkins Diesel Engine In Senegal Africa | S7 Epsd 8

We are into cosmetics now. Simone the Perkins diesel engine is tuned and ready for it’s beauty treatment. She will proudly wear the Perkins brand blue. Meanwhile I non/slip my floor, make friends with a jumping spider and watch a boat launch enviously. All the while Arona is fixing he electrical sys...
…AND WHO SAID ELECTRIC SUCKS?
Sailing Dawn Hunters

…AND WHO SAID ELECTRIC SUCKS?

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 22 ➡️ S4E22 ⛵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)...
Owning a 103 Year Old Vessel: Dream or Madness?
Gone with the Wynns

Owning a 103 Year Old Vessel: Dream or Madness?

Buying a 100-Year-Old Wooden Boat! Head to to get a free AG1 welcome kit when you first subscribe! ☝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: ...
I Survived My First Moped Ride in Indonesia and Lived to Tell
Sailing Paradise Falls

I Survived My First Moped Ride in Indonesia and Lived to Tell

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat I Survived My First Moped Ride in Indonesia and Lived to Tell One of our most fun days renting scooters and exploring Lombok to find waterfalls, monkeys and rice fields. We are a...
ALUMINIUM CATAMARAN IN WATER REFIT
Sailing Dawn Hunters

ALUMINIUM CATAMARAN IN WATER REFIT

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 21 ➡️ S4E21 ⛵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)...
My One Eyed Driver & Simone’s Magician Mechanic | Rebuilding My Diesel Engine In Africa | S7 Epsd 7
Winded Voyage Sailing

My One Eyed Driver & Simone’s Magician Mechanic | Rebuilding My Diesel Engine In Africa | S7 Epsd 7

Doing a full diesel engine rebuild takes time, and money. Arona is diligently caring for Simone the Perkins 4108. As I take care of projects on Galopin while waiting. Sometimes I need to get out of the CVD club and get stuff like groceries and cash. And that's where Tafa, my one eyed driver com...
SAFETY FIRST! How to Avoid MANY Indonesian water HAZARDS While Sailing
Sailing Paradise Falls

SAFETY FIRST! How to Avoid MANY Indonesian water HAZARDS While Sailing

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist #lifestyle #travel #sailboat SAFETY FIRST! How to Avoid MANY Indonesian water HAZARDS While Sailing Family Avoiding Sailing Disaster in INDONESIA We leaver Komodo National Park and head west to Lombok to hope...
The Greatest Mechanic I Know Makes Simone Roar Again | Rebuilding My Diesel Engine Africa | S7 Epsd6
Winded Voyage Sailing

The Greatest Mechanic I Know Makes Simone Roar Again | Rebuilding My Diesel Engine Africa | S7 Epsd6

The greatest diesel mechanic I have known throughout my travels is Arona. Here at the Dakar Yacht Club or CVD. He's been caring for my dear Simone, the Perkins 4108 for many years. Now Simone is on his bench and ready to roar back to life again. 00:00 Intro 00:36 Head care 01:16 Love that dirt...
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