Watch Sailing & Boating Adventures Around the World – Page 4 of 26

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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What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171
Sailing Sitka

What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171

Jay and Kenna sail back to Linton Bay in order to get their engine in top notch after having experienced multiple failures. They spend countless hours over the course of a few days eliminating what could be the culprits while on anchor, but they won't know if they solved it until they put it to...
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...
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...
A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA
Sailing SV CUBA

A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA

We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE. *Want to support us? P...
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 Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168
Sailing Sitka

The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168

Jay and Kenna along with their pal Derek @ontongjava5441 the man who built a 75ft wooden catamaran on a beach with his own bare hands! He shared with us some stories, details on his boat, lessons learnt and favourite place in the world! Apart from that memorable encounter, Jay and Kenna sailed to L...
German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142
Sailing SV CUBA

German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142

I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Getting delivered boat parts to the edge of civilization (FAIL)  | Sailing Sitka Ep 167
Sailing Sitka

Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167

While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. However, there are local services that deliv...
I Suck At Fiberglass | Head DYI On My Boat Living Aboard In Mindelo, Cabo Verde Africa | S6 Epsd 114
Winded Voyage Sailing

I Suck At Fiberglass | Head DYI On My Boat Living Aboard In Mindelo, Cabo Verde Africa | S6 Epsd 114

#sailing #sailinglifestyle #caboverde #africa #windedvoyage I'm waiting for 8mm cable stuck in customs so that I can have a shroud made. So while waiting I'm fixing things. And this fix became a full blown project. Repairing and reinforcing the head/shower bildge. Something I though I coul...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka

Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166

Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in sight, this is all cruising. Thanks for riding...
Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141
Sailing SV CUBA

Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141

It's a dirty situation—literally, the vibe is off, and she’s just not feeling it. In this Sailing Episode we show what life really looks like behind the dreamy sunset shots. Subscribe for weekly sailing life—raw, real, and unfiltered. #boatlife *Want to support us?" Patreon: Buy Salsa a ...
The Drunken Sailors Bar | Best Place To Prep, Cook & Eat The Fish We Caught In Mindelo | S6 Epsd 113
Winded Voyage Sailing

The Drunken Sailors Bar | Best Place To Prep, Cook & Eat The Fish We Caught In Mindelo | S6 Epsd 113

#sailing #sailinglifestyle #windedvoyage #adventure #africa #caboverde We caught a huge Whaoo tuna with our friend Jose. We then brought it to his bar, The Drunken Sailor's Bar, where he prepared it for us drunken sailors and merry wenches to enjoy. Jose on his boat Vasco de Gama offers the ful...
Catching A Huge Wahoo In Cabo Verde | The Best Place To Sport Fish & Not Always Easy | S6 Epsd 112
Winded Voyage Sailing

Catching A Huge Wahoo In Cabo Verde | The Best Place To Sport Fish & Not Always Easy | S6 Epsd 112

#sailing #sailinglifestyle #adventure #windedvoyage #fishing #africa #caboverde Cabo Verde Africa is reputed to be one of the best places for sport fishing. The annual Blue Marlin World Championship has been won here on many occasions. Our friend Jose took us out to test our fishing skills. And wha...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Sailing Sitka

San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163

Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
Pirates Of Cabo Verde | Some Of The Colorful Characters I Met In Mindelo, Sao Vicente | S6 Epsd 110
Winded Voyage Sailing

Pirates Of Cabo Verde | Some Of The Colorful Characters I Met In Mindelo, Sao Vicente | S6 Epsd 110

#sailing #sailinglifestyle #adventure #windedvoyage #africa #caboverde Some say it’s The Best Sailing Channel on YouTube! Agree or disagree, make your voice heard. Subscribe, like, dislike, or comment. Mindelo, Sao Vicente. This is the home of real pirates of Cabo Verde. I’ve met the most interesti...
Boat Life Unfiltered: The Mission FAILED… Here’s The DIRTY Secret | Ep.139
Sailing SV CUBA

Boat Life Unfiltered: The Mission FAILED… Here’s The DIRTY Secret | Ep.139

You Wanna know the Dirty Secret after the failure? Join us this week in another episode of boat life unfiltered #boatlife #sailing *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Why We Anchored In The Rolliest Anchorage Yet [Ep. 179]
Sailing Sweet Ruca

Why We Anchored In The Rolliest Anchorage Yet [Ep. 179]

In this episode, we anchor in the rolliest anchorage we’ve encountered yet. With unpredictable conditions and tricky navigation, will our decision pay off? Join us as we face the challenges of the North Pacific and adapt on the fly! Plus, an impromptu man overboard drill keeps us on our toes. #sail...
Fishing With One Of The Best Legendary Sports Fisherman In Cabo Verde Africa | S6 Epsd 109
Winded Voyage Sailing

Fishing With One Of The Best Legendary Sports Fisherman In Cabo Verde Africa | S6 Epsd 109

#sailing #sailinglifestyle #adventure #caboverde #windedvoyage Somewhere out there is one of the most prize winning fish in the world. The Blue Marlin. Here in Cabo Verde world champion fishermen seek the great beast that can win them a million dollar prize. 00:00 Intro 00:25 Band of madafakas 03:...
UNFILTERED Boat Life on the Most ISOLATED Islands of the Caribbean | Ep.138
Sailing SV CUBA

UNFILTERED Boat Life on the Most ISOLATED Islands of the Caribbean | Ep.138

This is why I love Sailing Around The World. Join us in our latest sailing episode as we share a glimpse into our life at sea and exactly why we love sailing in tropical, crystal-clear waters! Like & subscribe to help us upgrade our editing gear and bring you even more epic adventures. Patreo...
Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137
Sailing SV CUBA

Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137

This is what boat life is all about! In this episode you get to see the real life of sailing around the world and how we live full time and living off-grid We're sailing around the world, and with your support, we will fund better cameras, the internet to upload videos, and of course, the occa...
Tried To Cross The Atlantic With Pregnant Wife, Dog & Cat | Sailor Quentin’s Story | S6 Epsd 107
Winded Voyage Sailing

Tried To Cross The Atlantic With Pregnant Wife, Dog & Cat | Sailor Quentin’s Story | S6 Epsd 107

#sailing #sailinglifestyle #adventure #windedvoyage #africa #caboverde Sailor Quentin has been sailing the world for more than a decade alone. But in the last year he met his girlfriend, adopted a cat and a dog in Morocco. Then decided to sail across the Atlantic from Cabo Verde. His girlfriend was ...
In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)
Sailing SV CUBA

In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)

Join us on an epic journey across the Caribbean as we track down the last true sailors—masters of the sea, tradition, and adventure. Don't miss. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discovering ne...
Proof Of Maintenance | Meeting Strict Swiss Standards To Fly The Swiss Flag On My Boat | S6 Epsd 106
Winded Voyage Sailing

Proof Of Maintenance | Meeting Strict Swiss Standards To Fly The Swiss Flag On My Boat | S6 Epsd 106

#sailing #sailinglifestyle #africa #windedvoyage #caboverde Having a boat registered in Switzerland requires a general inspection to meet strict standards every 3 years to ensure the boat is seaworthy. It is to ensure and prove the boat is fully seaworthy. Not a bad idea, as I see countless boats th...
🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135
Sailing SV CUBA

🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135

Join me on an epic adventure as I embrace the ocean nomad life, sailing to a hidden island paradise! 🏝️🌊 Crystal-clear waters, untouched beauty, and pure freedom. Let’s explore! 🚤✨ Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from co...
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