Watch Sailing & Boating Adventures Around the World – Page 2 of 50
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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Wind, Work & Sh#t | What It’s Like Fixing Up An Old Boat In Africa | S8E02
Two weeks away was all it took for Galopin to show the scars of our rough return from Cabo Verde. In this episode, we dive into the gritty reality of boat maintenance in West Africa. There’s no better place than CVD to get real work done, especially with trusted friends like Arona and Diallo by my s...
Real African Dangers: Moto Taxis, Burns, Infections & Storms | Sailing Life In West Africa | S8E10
Do I have medical insurance? No, I don't. So what do I do in case of an incident? Like on a motorcycle taxi where I got burned on the exhaust pipe which turned into a very nasty infection. I went to see a doctor who checked me out and prescribed a strong treatment. That nasty infection kept me...
Sailing to Ilha Grande: Prison Island transformed into Tropical Paradise! — Sailing Yabá
Sailing Yabá 324: Sailing to Brazil’s Most Infamous Island: Bees, Miracle Fruit & Prison Ruins (Ilha Grande) We pull anchor from the historic town of Paraty and set sail for Ilha Grande, an island famous for its pristine, sheltered anchorages, but hiding a dark, complex past. Tucked away in th...
Crossing the Indian Ocean Alone On a 30ft Sloop; Perfect Winds, Great Sailing & Some Messy Boobies
After Departing the Maldives I kill the engine, trim the sails and settle into the 1100NM passage across the Indian Ocean bound for the Seychelles. On this long format passage film I share with you quiet scenes of sailing day after day, deck work, dodging fishing nets and dealing with a scary scen...
There’s No Going Back Now Episode 4
We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
Hacked Retired & Refueled | Winded Voyage Returns For Its 8th season | 10 years In The Making S8E01
In this premiere episode, I’m pulling back the curtain on the real life of a sailor in West Africa. It’s not just wind and water; it’s about survival. I’ll share the untold stories of my time in Cape Verde—learning Creole from the women I loved, navigating the "drunken sailor" lifestyle, a...
Forney Cove on Santa Cruz Island From The Channel Islands Cruising Guide
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Best African Workforce: Getting In & Out of The Last Boat Yard in West Africa | S8E07
After months of hard work, sanding, and refitting, Galopin is finally going back in the water! In this episode, we navigate the ups and downs of boat life in Dakar on the hard. Trust is everything when you’re far from home, and the local expertise here in Senegal has been invaluable. We got the ant...
Dangerous Sailing in Coral Passes & Storms in the Maldives on a 30ft Sailboat
Episode 495 White knuckled coral passages and rough over night sails Hello Friends, On this episode I battle my way south through the Maldives as the Monsoon progresses and bears its teeth. Moving from one unprotected anchorage to the next, I finally get south of the equator and the storms lift. ...
23 Projects to Go on Our Aluminum Boat Refit!
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This Anchorage Was Worth Every Miserable Mile — Sailing Yabá
Sailing yaba Episode 323 We set sail from Ilhabela at dawn in pouring rain, putting Vini’s old saying to the test: “Leaving in bad weather brings good luck.” A wet and shaky passage later, Yabá drops anchor in the calm, sunlit waters of Paraty! Between catching up on overdue laundry, prepping for ...
African Haul Out: The Last Proper Boat Yard in West Africa | S8E07
The wait is over—Galopin is finally out of the water. Join us in Dakar for a traditional African haul-out where power tools are banned, and everything is done by hand. After months of waiting and navigating visa renewals, the team carefully lifts Galopin onto the cart. Watch the meticulous process ...
First Sail Alone Since Sailing To Hawai’i
In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from Port Townsend, Washington, this voyage will cross the world’s most remote oceans in one continu...
GP Dr. Gary Asked Me About Mental Fitness | An Interview on Cocos Keeling Islands – Ep 281
During my stop at the beautiful Cocos (Keeling) Islands, I had the pleasure of meeting Dr. Gary. He invited me into the radio studio on West Island for an interview on The Doc and the Duchess Show. This is a local radio program from Cocos (Keeling) Islands. The show brings together conversations ab...
Pushing Through The Maldives – Cruising in Paradise At the Wrong Time of Year
Episode 494 The Maldives During the Monsoon Hello Friends, On this episode I make my way from Male Maldives over to the Ari Atoll and start my passages south through the dangerous coral and storms of the Maldives. If you enjoy the channel please "Like" the videos and Subscribe so you ...
Sailing Fully Rigged at Night After Emergency Repairs — Sailing Yabá
Sailing yaba Episode #323 It's time to leave the incredible Varadouro Channel and make our way to Cananéia for some important repairs and upgrades before continuing north. After ripping our mainsail, we patch it up and reinforce our mainmast with wedges to stop it from moving under load. With Y...
64 Days Until I Sail Nonstop Around The World
Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
The Stoner’s Paradise | My High Times With Rasta Babs | Welcome To The Gambia Mon | S8E07
Welcome to The Gambia—the small sliver of a country carved by colonizers but defined by its incredibly chilled vibe. In this episode, we link up with a local legend, Rasta Babs (Babacar), to explore the authentic side of this West African gem. No AI-generated travel guides here; just real experience...
No Autopilot, No Plotter, No Mail | When thinks break on the Indian Ocean – Ep 280
The second half of the passage from Indonesia to Cocos (Keeling) Islands was another unforgettable chapter of my solo ocean sailing journey. Out in the Indian Ocean, far from land, things started to go wrong. The feeder of my mainsail track broke loose, making handling the sail more challenging. Th...
Visiting a Tea Plantation and a Buddhist Temple with Paul from Galle in Sri Lanka
Episode 493 : Sri Lanka Adventures Part 2 Hello Friends, On this episode I explore more of Sri Lanka and take a tour with Paul from Galle where he takes me to an amazing tea plantation and then to a Buddhist temple where he explains a bit about his religion. Paul is a tuk tuk driver that can hel...
Sweltering Bus & Football Drama | My Mandatory Border Crossing to The Gambia For My New Visa S8Ep06
After three months in Senegal, the port police told me I had to leave the territory to renew my visa. The only option? A trip to The Gambia, the small country carved out of Senegal by colonial history. In this video, I team up with my local friend As to navigate the chaotic overland route from Daka...
Sri Lanka Adventures! Seeing Crocodiles, Sloth Bear, Elephants, Leopards and More on Safari
Episode 492 : Galle Harbour, Bandara National Park and Yala National Park Hello Friends, On this episode I explore Galle Harbour and head deeper into the country to enjoy some safaris. If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future epi...
Solo Sailing Up The Gambian & Senegalese Coast: Dodging Nets, Lasers, & Chased By The Coast Guard
Leaving the calm of the Casamance River was the easy part. Getting Galopin safely to Dakar with a torn Genoa and a "toy" storm sail was a different story. In this episode: •The Bar: Navigating the treacherous mouth of the Casamance. With only 5 meters of depth miles offshore, the breaking ...