Watch Sailing & Boating Adventures Around the World – Page 5 of 12

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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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...
Exploring Taiwan’s ABANDONNED SHIPYARDS
Finding Simon

Exploring Taiwan’s ABANDONNED SHIPYARDS

Sponsored by Sentra Bilge Sentry: United States link: Canadian link: Edited by Flossy Roxx: This build is made possible by you and your support. Thank you so much for watching, commenting and liking. If you'd like to help more please checkout the links below. Patreon: Instagram: Wishli...
First-Time Traveler’s Honest Take on Taiwan: The Good & The Awful
Finding Simon

First-Time Traveler’s Honest Take on Taiwan: The Good & The Awful

Five days into my first time in Taiwan, I'm ready to hand out reviews. Honestly this is more just me working through the culture shock of this amazing little island. The lived experience of the Taiwanese people is so different than mine coming from the other side of the planet, so I won't ...
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...
Repairing a Sailboat Pilot House & Aft Deck: Choosing the Best Wood for the Job!
Finding Simon

Repairing a Sailboat Pilot House & Aft Deck: Choosing the Best Wood for the Job!

Sponsored by Vatrer Amazon: In this episode I'm preparing to remove the aft deck, stripping railings and hardware, and I dig into the pilot house. All of this raises the question: which wood do I use? do I use wood at all? This build is made possible by you and your support. Thank you so ...
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:...
This 1$ Boat is Going to Bankrupt Me
Finding Simon

This 1$ Boat is Going to Bankrupt Me

👉Eco-Worthy LiFePO4 12V 100Ah Battery With Bluetooth 👉 In this episode we get back to work in Silva Bay, dealing with beached boats, meeting Alfy from Life is Like Sailing, and making expensive discoveries about Perihelion, my 1978 Formosa 51 Ketch Sailboat. Life is Like Sailing ( I'll be ...
What I Shoot With
Finding Simon

What I Shoot With

This is the gear I carry while backpacking. I think it's nearly the best capabilities vs size ratio you can do right now in 2025. I'm excited for updating this in the future but this served me really well on this trip. Edited by Flossy Roxx: This build is made possible by you and your s...
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 ...
NO ONE Dives Here YOU SHOULD
Finding Simon

NO ONE Dives Here YOU SHOULD

Taking a break from building my boat to sail around the world, I'm visiting Southern Taiwan, a spot missed by many travelers. The tropical waters, jaw dropping mountains, steaming hot springs and picturesque beaches have me wondering why most people skip Taiwan. Go Diving with Penny in Taiwan!...
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...
DESERTED Scuba Paradise?
Finding Simon

DESERTED Scuba Paradise?

Exploring the beautiful town of Wanlitong in South western Taiwan I kept wondering why no one was here. Beautiful views, warm water, tropical fish and turtles, and yet my hostel is empty. Dive with Penny 官方網站: FaceBook: Instagram: WeChat : PennyDivingCenter Line ID : penny288 Edited by Flossy Ro...
Hear Why This Pro American Skipper Got Stuck In Cabo Verde Africa | Meet Captain Matt | S6 Epsd 105
Winded Voyage Sailing

Hear Why This Pro American Skipper Got Stuck In Cabo Verde Africa | Meet Captain Matt | S6 Epsd 105

#sailing #sailinglifestyle #adventure #windedvoyage #caboverde Meet Captain Matt and hear why he got stuck in Mindelo. In short he and crew set off to cross the Atlantic Ocean from Sao Vicente island into the fierce Sao Vicente canal and shredded their Genoa sail. It's a great sailing story. 0...
What Happened to the Taiwan Boatbuilders?
Finding Simon

What Happened to the Taiwan Boatbuilders?

Edited by Flossy Roxx: This build is made possible by you and your support. Thank you so much for watching, commenting and liking. If you'd like to help more please checkout the links below. Patreon: Instagram: Wishlist:
Paella De Piratas & More | How We Sailors Live & Work In Cabo Verde Africa | S6 Epsd 104
Winded Voyage Sailing

Paella De Piratas & More | How We Sailors Live & Work In Cabo Verde Africa | S6 Epsd 104

#sailing #sailinglifestyle #adventure #windedvoyage #africa #caboverde Jose, long time sailor invited us to his place where he made his famous dipping sauce. Peppers onion, garlic and olive oil. Then, the secret is to drop a piece of sizzling coal in it. Gives an amazing charred taste. Then he gave...
Gaming as a nomad with a Steam Deck
Finding Simon

Gaming as a nomad with a Steam Deck

Edited by Flossy Roxx: This build is made possible by you and your support. Thank you so much for watching, commenting and liking. If you'd like to help more please checkout the links below. Patreon: Instagram: Wishlist:
Winter In Mindelo | How I Live & Work On My Sailboat In Cabo Verde Africa | S6 Epsd 103
Winded Voyage Sailing

Winter In Mindelo | How I Live & Work On My Sailboat In Cabo Verde Africa | S6 Epsd 103

#sailing #sailinglifestyle #adventure #windedvoyage #caboverde #africa Winter here is mostly constant strong winds coming down from the north. It can go on for days, weeks. Living aboard one’s floating home, you are very concerned with the wind pushing your boat around. As well as tide and swell whi...
Building my DREAM ENGINE ROOM
Finding Simon

Building my DREAM ENGINE ROOM

In this episode we gut the halfway and add some more to the engine room. Then we find out the hydronic heating tubes are messed up and the electrical box doesn't fit. So we're back at it. Patreon: Instagram: Wishlist:
The Simple Pleasures Of Living Aboard | How I Live & Work In Mindelo Cabo Verde Africa | S6 Epsd 102
Winded Voyage Sailing

The Simple Pleasures Of Living Aboard | How I Live & Work In Mindelo Cabo Verde Africa | S6 Epsd 102

#sailing #sailinglifestyle #windedvoyage #caboverde #africa That’s me there. Living the sailor’s life. Here in Mindelo. On my boat Galopin. I’m waiting for better weather and my crew before setting out. And I got a few things to fix on Galopin. And there's always something wrong. The simple ple...
The ELECTRIC FUTURE of the Outboard? Snowed in at the Vancouver International Boat Show 2025
Finding Simon

The ELECTRIC FUTURE of the Outboard? Snowed in at the Vancouver International Boat Show 2025

Sponsored by Renogy Rover Lite 60a Edited by Flossy Roxx: SV Yarreh: @svyarreh Sailing Magic Carpet: @SailingMagicCarpet Onboard Tangaroa: @OnboardTangaroaSeatrial Petawatts: Precision Sails: Patreon: Instagram: Wishlist:
I Couldn’t Resist Them | How I Spent My 64th Birthday In Mindelo, Cabo Verde Africa | S6 Epsd 101
Winded Voyage Sailing

I Couldn’t Resist Them | How I Spent My 64th Birthday In Mindelo, Cabo Verde Africa | S6 Epsd 101

#sailing #sailinglifestyle #windedvoyage #africa #caboverde Having my birthday mid-January, it’s too close to end of year festivities for me to partying so soon. As well it would be my 64th birthday. Not an age I enjoy announcing loudly. But this is Mindelo, Cabo Verde. Where things are very differe...
Repairing Diesel SLUDGE and DISGUSTING Tanks
Finding Simon

Repairing Diesel SLUDGE and DISGUSTING Tanks

Identifying and cleaning 7 tanks, replacing all the plumbing and tidying things up. We're not out of the wood work, but we're heading for a much cleaner boat. Edited by Flossy Roxx: Patreon: Instagram: Wishlist:
SNAPPED Thruhull and Taking on Water Sailors NIGHTMARE
Finding Simon

SNAPPED Thruhull and Taking on Water Sailors NIGHTMARE

Sensar Marine Bilge Sentry United States link: Canadian link: Vancouver Boat Show Edited by Flossy Roxx: Patreon: Instagram: Wishlist:
World’s Most Festive City | Holidays In Sao Vicente, Cabo Verde | A Sailors Perspective |S6 Epsd 99
Winded Voyage Sailing

World’s Most Festive City | Holidays In Sao Vicente, Cabo Verde | A Sailors Perspective |S6 Epsd 99

#sailing #sailinglifestyle #windedvoyage #caboverde #africa In all my travels, I have never been to a more festive place. Nowhere else will you find such an appetite to party. New Year's celebrations lasted for four nights. And this was the final night to bring in the New Year. It started with ...
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