Watch Sailing & Boating Adventures Around the World – Page 4 of 10

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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Extreme Shopping In Dakar Market | West Africa With Sailor Girl Wendy | Season 6 | Episode 79
Winded Voyage Sailing

Extreme Shopping In Dakar Market | West Africa With Sailor Girl Wendy | Season 6 | Episode 79

#sailing #sailinglifestyle #adventure I made a promise to Wendy. To bring her to Dakar and experience the big city. She had never left Cabo Verde before. So we went to a French restaurant, where she ate some of the best food of her life. We went shopping in the busy market looking for deals to matc...
Sailing Into Imposing Dakar | West Africa With Sailor Girl Wendy | Season 6 | Episode 78
Winded Voyage Sailing

Sailing Into Imposing Dakar | West Africa With Sailor Girl Wendy | Season 6 | Episode 78

#sailing #sailinglifestyle #adventure We’re on the last leg of our passage to Senegal from Cabo Verde. And it looks like we may be stirred and bobbled for what should be our last night at sea. We just had to get passed all these fishing vessels. Mostly Chinese. I have no idea why their story is. But...
Steering With Bungee Cords | Sailing Cabo Verde with Wendy & No Autopilot | Season 6 | Episode 76
Winded Voyage Sailing

Steering With Bungee Cords | Sailing Cabo Verde with Wendy & No Autopilot | Season 6 | Episode 76

#sailing #sailinglifestyle #adventure My autopilot gave out just as night began to fall. With about 70nm to go, I considered stay up all night, but fell asleep at the helm. So I tied the bungee cords to the helm, trimmed the sails made a few adjustments and waited until Galopin was heading straight...
Beautiful Yet Deadly | Discovering Sao Nicolau Island With Sailor Girl Wendy | Season 6 | Episode 75
Winded Voyage Sailing

Beautiful Yet Deadly | Discovering Sao Nicolau Island With Sailor Girl Wendy | Season 6 | Episode 75

#sailing #sailinglifestyle #caboverde This is where I fractured my hip a few years ago. After being slammed into the rocks, I nearly got washed away into the ocean forever. I survived, thanks to my friends Peter & Aleck, and now revisit the amazing spot with beautiful Wendy 00:00 Intro 00:38 S...
The Little Island Few Visit | Sao Nicolau with Sailor Girl Wendy | Season 6 | Episode 74
Winded Voyage Sailing

The Little Island Few Visit | Sao Nicolau with Sailor Girl Wendy | Season 6 | Episode 74

#sailing #sailinglifestyle #caboverde Come and discover one of Cabo Verde's less visited island, Sau Nicolau. From a town called "Lazy" to a black sand beach with Sailor Alex and Sailorgirl Wendy 00:00 Intro 00:40 A town called Lazy 02:53 All downwind 06:00 Dinghy situation 07:53 Th...
A Town Called Lazy | Discovering Cabo Verde Africa with Sailor Girl Wendy | Season 6 | Episode 73
Winded Voyage Sailing

A Town Called Lazy | Discovering Cabo Verde Africa with Sailor Girl Wendy | Season 6 | Episode 73

#sailing #sailinglifestyle #sailorgirl I sailed solo from Sal to Sau Nicolau island to meet Wendy. But will she show up? Anyways, there's a party around the point of the island in a town called Pregui Some say it’s The Best Sailing Channel on YouTube! Agree or disagree, make your voice heard. S...
Solo Island Hop | Sailing Alone to Sao Nicolau Island Cabo Verde Africa | Season 6 | Episode 72
Winded Voyage Sailing

Solo Island Hop | Sailing Alone to Sao Nicolau Island Cabo Verde Africa | Season 6 | Episode 72

#sailing #sailinglifestyle #caboverde #solosailing The girls have left me and I'm on my own. So I sail from out of Sal Island on a cloudy late afternoon and reach Sau Nicolau island the next day. To get to my anchorage I must get around the island's most western point where the wind doubl...
Gorgeous Beaches | Exploring Sal Island Cabo Verde With Sailor Wendy & Fannie |Season 6 | Episode 71
Winded Voyage Sailing

Gorgeous Beaches | Exploring Sal Island Cabo Verde With Sailor Wendy & Fannie |Season 6 | Episode 71

#sailing #sailinglifestyle #sailorgirl Exploring the beautiful beaches of the island of Sal, in Cabo Verde with sailor girls Wendy & Fannie. As well as amazing natural swimming pools for by volcanoes ages ago. Some say it’s The Best Sailing Channel on YouTube! Agree or disagree, make your voice...
⛵️GETTING WILD on a TROPICAL ISLAND✨ | PARTY in PARADISE | Sailing Joco
Sailing Joco

⛵️GETTING WILD on a TROPICAL ISLAND✨ | PARTY in PARADISE | Sailing Joco

Experience the ultimate sailing adventure with Sailing Joco as they celebrate Christmas and New Year's on a picturesque tropical island. Join them for wild festivities, parties in paradise, and unforgettable moments!
Best Swim Spots On The Island Of Sal | Cabo Verde With Sailor Wendy & Fannie | Season 6 | Episode 70
Winded Voyage Sailing

Best Swim Spots On The Island Of Sal | Cabo Verde With Sailor Wendy & Fannie | Season 6 | Episode 70

#sailing #sailinglifestyle #sailorgirl Fannie and I discover some of the best swimming spots on the island of Sal in Cabo Verde, Africa. From a little beach in protected deserted port, the famous pier and to natural rock swimming pools. 0:00 Intro 0:17 Sailing to Santa Maria 0:40 The little port ...
Sailor Girls Back At Sea | The Sailing Life In Cabo Verde With Wendy & Fanie | Season 6 | Episode 69
Winded Voyage Sailing

Sailor Girls Back At Sea | The Sailing Life In Cabo Verde With Wendy & Fanie | Season 6 | Episode 69

#sailing #sailinglifestyle #sailorgirl We get back from the salt mines and the fun continues aboard Galopin. Then we finally get news that Jeffry the mechanic has gotten the parts for my outboard and is fixed. As he tunes it on my dinghy, a bunch of lady fishmongers show up at the little port and tu...
Salty Sailor Girls Swim In The Salt Ponds | Cabo Verde With Sailor Wendy | Season 6 | Episode 68
Winded Voyage Sailing

Salty Sailor Girls Swim In The Salt Ponds | Cabo Verde With Sailor Wendy | Season 6 | Episode 68

#sailing #sailinglifestyle #sailorgirl #salty These are the salt mines of Pedra de Lume. They date back to 1796. The salt was discovered inside the crater of this extinct volcano. The water is twenty seven times saltier than sea water. So you float and bob about. It cleanses the skin and leaves it s...
Girls Gone Wild | Fannie Fun’s Here | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 67
Winded Voyage Sailing

Girls Gone Wild | Fannie Fun’s Here | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 67

#sailing #sailinglifestyle #sailorgirl We’d been waiting since early evening. I used to hate waiting, and now I make the best of it. And who were we expecting, none other than Stephanie Simone. Fannie Fun. Nha sister droug. Fannie’s never been here, hard to believe. But it seemed this town was alrea...
Is This Place For Real? | Sailing & Exploring Africa With Sailor Girl Wendy | Season 6 | Episode 66
Winded Voyage Sailing

Is This Place For Real? | Sailing & Exploring Africa With Sailor Girl Wendy | Season 6 | Episode 66

Wendy and I sail back to home base. Later, I’m looking for a swimming hole near by. I had been here before the pandemic with my Canadian friends and dove off this cliff into this blue hole. When walking back I noticed something strange. Although they looked like small sand dunes, on closer look, I’m...
Necessity Mother Of Invention | Sailing Africa With Newbie Sailor Girl Wendy | Season 6 | Episode 65
Winded Voyage Sailing

Necessity Mother Of Invention | Sailing Africa With Newbie Sailor Girl Wendy | Season 6 | Episode 65

#sailing #sailinglifestyle #sailorgirl We've got no choice but to go with what we've got. That means rowing until my motor is fixed. I've got a pair of oars that I haven't used. They're not made for my dinghy, or are they? I have to figure something out. Must invent or crea...
No Water No Motor No Stress | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 64
Winded Voyage Sailing
Enjoying The Fruits Of Our Labor | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 63
Winded Voyage Sailing

Enjoying The Fruits Of Our Labor | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 63

#sailing #sailorgirl #sailinglifestyle Here we are. Wendy and I are sailing together in Cabo Verde. But sadly, we have to go our separate ways. We would take boats, cars and me an airplane to fly to Portugal for a job. Wendy would stay in the resort town of Santa Maria. What was I to do in Portugal?...
Santa Maria The Place To Be In Cabo Verde | Sailing With Wendy In Cabo Verde | Season 6 | Episode 62
Winded Voyage Sailing

Santa Maria The Place To Be In Cabo Verde | Sailing With Wendy In Cabo Verde | Season 6 | Episode 62

#sailing #sailorgirl #santamaria I promised Wendy I would take her to the island of Sal. And to Santa Maria. The place to be in Cabo Verde. It’s their South Beach or St Tropez. And it’s not far from where we anchored. She was surprised by how many white people there were in Santa Maria. Some say it...
Fair Winds A New Island | And A Hot Crew | Sailing Cabo Verde In West Africa | Season 6 | Episode 61
Winded Voyage Sailing

Fair Winds A New Island | And A Hot Crew | Sailing Cabo Verde In West Africa | Season 6 | Episode 61

#sailing #solosailing #sailinglifestyle Would you believe it, I've left Mindelo! Wendy and I sail to Sal Island, about 120nm from Sao Vicente Island. We picked the perfect day and anchored 24hrs later. Wendy finally comes out and we look around, eat and meet a friend with a special touch Some ...
Boarded By Vikings | When To Accept Defeat | Living & Sailing In West Africa | Season 6 | Episode 60
Winded Voyage Sailing

Boarded By Vikings | When To Accept Defeat | Living & Sailing In West Africa | Season 6 | Episode 60

#sailing #solosailing #sailinglifestyle My time in Mindelo was coming to a close. It was soon time to go. I had been waiting for a few issues to get resolved. Like new glasses for Wendy which had finally arrived. It was a shock for her. We were supposed to go sailing and see new places, people and t...
They Get It Done | Cape Verdeans Can Fix All | Life & Sailing In West Africa | Season 6 | Episode 59
Winded Voyage Sailing

They Get It Done | Cape Verdeans Can Fix All | Life & Sailing In West Africa | Season 6 | Episode 59

#sailing #boatmaintenance #sailinglifestyle Living on a sailboat full time and being a YouTuber takes a sound vessel and technology. And as sailing YouTuber one has got to have general knowledge of boat maintenance and be tech savvy. But sometimes we can’t do it all, So it’s also very important to k...
The Craziness Of Mindelo | It’s Carnaval | Living & Sailing In West Africa | Season 6 | Episode 58
Winded Voyage Sailing

The Craziness Of Mindelo | It’s Carnaval | Living & Sailing In West Africa | Season 6 | Episode 58

#sailing #carnaval #sailinglifestyle It seems here that as soon as one celebration ends, another begins. We just got over the holidays and here comes Mardi Gras. Wendy came with not one sister but two. And this guy? That’s Vlaus. A friend I’ve known from when I first came here. He’s dressed as a Man...
Expect The Worst & Hope For The Best | Living & Sailing In West Africa | Season 6 | Episode 57
Winded Voyage Sailing

Expect The Worst & Hope For The Best | Living & Sailing In West Africa | Season 6 | Episode 57

#sailing #solosailing #sailinglifestyle I'm solo sailing the waters of the Cape Verde Archipilago form the island of Sal to the island of Sao Vicente. About 120nm and I'm about 40nm into the passage when I'm hearing a nasty noise. It's my autopilot and it's about to give up ...
We Got Escorted Thru Dangerous Waters | Sailing In West Africa | Season 6 | Episode 54
Winded Voyage Sailing

We Got Escorted Thru Dangerous Waters | Sailing In West Africa | Season 6 | Episode 54

#sailing #fishingnets #sailinglifestyle Fishermen go out early afternoon to lay out their nets. Lots of them. They’re racing out to secure a good spot to put out their long lets. Like, kilometer long nets. Laid out perpendicular. We were sailing side by side with them. One of the boats came close an...
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