Watch Sailing & Boating Adventures Around the World – Page 2 of 25

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.

Showing 25-48 of 577 results
We Thought It Was Seasickness… It Was Dengue
Finding Our Isla Sailing

We Thought It Was Seasickness… It Was Dengue

Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Finding Our Isla Sailing

Sailing Family Sails into Big Seas: Did We Make a MISTAKE?

Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
Jean Philippe’s Oyster Bar: The Taste of Africa with Mana & Charlemagne’s African Grooves | S7 E29
Winded Voyage Sailing

Jean Philippe’s Oyster Bar: The Taste of Africa with Mana & Charlemagne’s African Grooves | S7 E29

Mana and I are invited to Jean Philippe's place where he offers fresh wild mangrove oysters charbroiled and laid out on his oyster bar. We shuck and suck the delicacies with a drop of lemon from trees in his yard. The huge sound system is playing warm African grooves from local artist Charlemag...
There’s Nude Cows On This Beach | The Trendiest Beach In Senegal is at Cap Skirring | S7 Epsd28
Winded Voyage Sailing

There’s Nude Cows On This Beach | The Trendiest Beach In Senegal is at Cap Skirring | S7 Epsd28

We're anchored in the fishing village called Elinkine. We've been busy the past few days attending local festivities, so we decided to stay on the boat and make food. First we had to go shopping in town and then Mana put her chef's hat on. She wears it well and her food is delicious. ...
People Wrestle & Get Married | It’s Kamangnene Festivities In The Casamance River Delta | S7 Epsd 27
Winded Voyage Sailing

People Wrestle & Get Married | It’s Kamangnene Festivities In The Casamance River Delta | S7 Epsd 27

Kamangnene celebrates the rice harvest in Casamance. It's when locals must welcome people at their homes and offer them food and drinks. Then in the evening folks gather in forest clearings to watch boys and men wrestles and newlyweds are presented. These are celebrations of the Diola people wh...
How To Drink Palm Wine | & Hunting For Wild Oysters In The Casamance River Delta | S7 Epsd 26
Winded Voyage Sailing

How To Drink Palm Wine | & Hunting For Wild Oysters In The Casamance River Delta | S7 Epsd 26

My beautiful guide Mana, gets us together with a family friend named Jean Philippe, he will be our guide into the rice harvest ceremonies called Kamangnene. We move to another anchorage in a fishing village called Elikin. We have been expected by the folks at Campement Villageois where we drop ancho...
She Takes Me Deep Into The Casamance River Delta | This Is Sailing Senegal, West Africa | S7 Epsd 25
Winded Voyage Sailing

She Takes Me Deep Into The Casamance River Delta | This Is Sailing Senegal, West Africa | S7 Epsd 25

This is how I like to experience a place I sail to. Meet a beautiful local to show you around. In this case she's Black Little Red Riding Hood. But first I test to see if Mana like being aboard Galopin to go places. So we go explore the nearby mangrove watery labyrinth. Where we are a little fr...
Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show
Sailing Zingaro

Why I’ll Never Trust a “Performance” Boat Again | Sailing Truth Show

I was in the middle of a delivery on a Farr 47.7, when the bilge pump went off... What followed was an insane story that nearly killed me. I'll NEVER take another 'performance' production boat offshore. In this episode of the Sailing Truth Show, I’m sharing the full, documented sto...
Senegalese Pride | Cheers For The Home Team Who Get The Jobs Done | Outboard & More | S7 Epsd 24
Winded Voyage Sailing

Senegalese Pride | Cheers For The Home Team Who Get The Jobs Done | Outboard & More | S7 Epsd 24

There’s a lot going on here in this video in terms of Senegalese pride. First, I get my outboard fixed by Babou and his crew. In Senegal there’s always a solution. We get a genuine wholesome message to humanity delivered by young mechanic Abdu. Lose and find my dinghy by Alioune. I turn 65 with Moha...
Meeting Mana In Casamance Senegal | How I Immersed Myself Into The Land I Sailed To | S7 Epsd 24
Winded Voyage Sailing

Meeting Mana In Casamance Senegal | How I Immersed Myself Into The Land I Sailed To | S7 Epsd 24

Sailing is not just about the journey, but the destination. And once there, it’s about spending time there and meeting people. That’s the real way to know a place. I’ve met Mohamed who shows us the house he’s building and he introduces me to Mana. I’m welcomed like a relative or close friend. Mana s...
Weathering The Ages | My Sailing Tips & Challenges For Perpetual Youth & Longevity | S7 Epsd 22
Winded Voyage Sailing

Weathering The Ages | My Sailing Tips & Challenges For Perpetual Youth & Longevity | S7 Epsd 22

Forget what you thought you knew about aging gracefully. I’m not just an old sea dog, I’m reinventing vitality, one wave, one encounter at a time. My secret weapon? Solo sailing. From battling the elements to blending into foreign cultures. Discover how the ceaseless demands of the open ocean are ke...
E212 – After the Lightning Strike Part 2 – Two Days Ahead of a Cyclone
Sailing No Regrets

E212 – After the Lightning Strike Part 2 – Two Days Ahead of a Cyclone

In this week’s episode, after being struck by lightning in remote Indonesia, we continue our journey from Port Dickson to Phuket. We make emergency engine repairs and push on, narrowly missing a cyclone by just two days, before finally completing the 820-nautical-mile journey to reach safety and hau...
Mohamed M’invite A Un Marriage | Un Réve De Vivre Une Vraie Experience Sénénegalaise | S7 Epsd 20
Winded Voyage Sailing

Mohamed M’invite A Un Marriage | Un Réve De Vivre Une Vraie Experience Sénénegalaise | S7 Epsd 20

Mes véritables aventures africaines commencent maintenant. Avec mon nouvel ami Mohamed, rencontré lors d'un déjeuner. Tel un dauphin me guidant jusqu'ici, une force supérieure m'a mis en contact avec lui. Il a été un véritable trésor. Je l'ai surnommé « Mon Prophète Mohamed ». Ce...
Meeting Mohamed | He Made My African Dream Come True | To Feel The Real Senegal | S7 Epsd 20
Winded Voyage Sailing

Meeting Mohamed | He Made My African Dream Come True | To Feel The Real Senegal | S7 Epsd 20

I believe I have found one of the best city anchorages ever here in the city of Ziguinchor on the River Casamance in Senegal. At the local restaurant nearby, I regularly go to, I meet Mohamed over lunch. He would change my life here. Thanks to him, we immerse ourselves in the vibrant chaos of a Sene...
Bring on 2026 Boat Life! New Adventures, New Crew
Travel Sketch

Bring on 2026 Boat Life! New Adventures, New Crew

Once again we rung in the New Year in Trinidad, this time not on our yacht, but at the nearby island of Gasparee where fireworks light up the night sky. From there it was straight back to boat work, getting our sailing catamaran ready for 2026. It's a year that has already brought great chang...
Casamance River Reflections | Unexpected Serenity Of The River & Anchored In Ziguinchor | S7 Epsd 19
Winded Voyage Sailing

Casamance River Reflections | Unexpected Serenity Of The River & Anchored In Ziguinchor | S7 Epsd 19

Navigating the tranquil Casamance River, we discover the profound peace of life aboard Galopin, embracing the river’s rhythm as a counterpoint to the ocean’s fury. It’s an intimate exploration of tranquility and unexpected beauty, where the challenges of living anchored on the river along the gentle...
PULLING the OLD SEIZED ENGINE.. Boat life hey… Ep 431
Sailing Nandji – Frothlyfe

PULLING the OLD SEIZED ENGINE.. Boat life hey… Ep 431

Do we re power our sailboat or rebuild the old engine? It is time I made that decision... www.sailingnandji.com After months away from the boat, I returned alone to Nandji II, to prepare her for the Atlantic Ocean crossing. Instead, I was met with our worst nightmare. Whilst we were away, the engin...
Ocean Swells, Fishermen & Into The River’s Mouth | A Dolphin Guided African River Ascent | S7 Epsd18
Winded Voyage Sailing

Ocean Swells, Fishermen & Into The River’s Mouth | A Dolphin Guided African River Ascent | S7 Epsd18

Imagine leaving the vast, ferocious ocean behind, after dealing with torn sails, broken autopilot and dodging local fishermen all night long. To then enter a major river with sand banks and unseen currents. This is what happens when Galopin, my sailing vessel designed for the open sea dares to chall...
Ocean Survival Instincts | How Me & My Boat Weathered The Atlantic’s Unrelenting Fury | S7 Epsd 17
Winded Voyage Sailing

Ocean Survival Instincts | How Me & My Boat Weathered The Atlantic’s Unrelenting Fury | S7 Epsd 17

What would you do when the unforgiving Atlantic throws its absolute worst at you? The autopilot decides to break down and fixing it pushes the body to its limits? When your vessel is being battered and every instinct screams panic but must manage to improvise and make split-second choices that keep ...
Nature’s Fury Unleashed & How I Go From Disaster To Recovery Aboard Galopin | S7 Epsd 15
Winded Voyage Sailing

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 ...
I’m Cursed Here | Things Continue To Fail Since Being Stuck In Tarrafal Do Cabo Verde | S7 Epsd 14
Winded Voyage Sailing

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 ...
DIVIDE & CONQUER: Keeping the DREAM ALIVE… Ep 428
Sailing Nandji – Frothlyfe

DIVIDE & CONQUER: Keeping the DREAM ALIVE… Ep 428

BACK TO BOAT LIFE for ONE of us.... Sometimes love demands more of us than we expect. www.sailingnandji.com Honestly, Our lives have been all over the place of late. One moment we’re stranded in the Namibian desert… A new motor and two thousand kilometres later, we are back in South Africa, only t...
Innocent Yet Guilty | Free To Go Until Later Court Date In Tarrafal Do Cabo Verde | S7 Epsd 14
Winded Voyage Sailing

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'...
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...
WeBoating
Logo
Shopping cart