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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S1E58 . We Had to Repower This 50FT Race Boat Before It could sail in the Transpac to Hawaii
Sailing UV ( UltraViolet )

S1E58 . We Had to Repower This 50FT Race Boat Before It could sail in the Transpac to Hawaii

A 50-foot offshore racing sailboat needs a NEW ENGINE—and suddenly we're on a deadline to get her ready to race to HAWAII. ⛵🌊 Welcome back to Sailing UV! This week I'm dragging you back to work with me for one of the coolest projects we've had on the channel yet: a Santa Cruz 50 rep...
Panama Canal Countdown: Diving, Lightning & Last-Minute Prep
Travel Sketch

Panama Canal Countdown: Diving, Lightning & Last-Minute Prep

After completing the passage from Trinidad to Panama, we spent a little time anchored along the Caribbean coast while waiting to make our long-awaited transit through the Panama Canal! While the anchorage itself was muddy, around the corner was one of the healthiest, most vibrant reefs any of us ha...
Am I Ready To Sail Nonstop Around The World?
Sailing With Phoenix | Oliver

Am I Ready To Sail Nonstop Around The World?

Part of a five day sea trial out in the Pacific to test out my new inventory of sails. Crazy to think how close I am to the starting line now... Starting in October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar"...
Senegal Storm Survival: Loss, Local Heroes, & A Glorious Return To Sailing In Africa S8 Ep13
Winded Voyage Sailing

Senegal Storm Survival: Loss, Local Heroes, & A Glorious Return To Sailing In Africa S8 Ep13

This video documents the somber hours after a severe storm hit our bay in Dakar. A poorly anchored work barge drifted through the anchorage, causing serious damage to boats that were otherwise securely moored. From Stan’s crushed dinghy to the sunken pirogues being pulled from the depths, we look a...
Sailing To The Beautiful Praslin Island in the Seychelles 🏝️
Sailing Triteia

Sailing To The Beautiful Praslin Island in the Seychelles 🏝️

Episode 498 : Cruising The Seychelles Hello Friends, On this episode we haul up at Silhouette Island and have a lumpy passage over to Praslin Island where we spend several days exploring, swimming and taking in all the magic that is the Seychelles! If you enjoy the channel please "Like&quo...
Flying Across the Caribbean for Yabá’s Biggest Upgrade Yet — Sailing Yabá
Sailing Yabá

Flying Across the Caribbean for Yabá’s Biggest Upgrade Yet — Sailing Yabá

Episode #326 | Flying to Barbados To get Yabá ready for the next leg of our journey up the coast, it’s time for a massive upgrade: a brand-new sail wardrobe. But getting four heavy sails back to the boat means leaving Rio behind, making a pitstop in Arraial do Cabo to leave the boat in good hands,...
Storm’s Unleashed Fury Nearly Destroyed Us | Surviving Dakar’s Rain Season | S8E12
Winded Voyage Sailing

Storm’s Unleashed Fury Nearly Destroyed Us | Surviving Dakar’s Rain Season | S8E12

I vowed never to ride a moto-taxi again, but the people here in Africa changed my mind. Meet Mamgol, a 64-year-old mast climber built like a jockey who helps us tackle the wind meter issue. But just as we thought we could get some work done between storms, trouble arrived adrift. A massive storm ma...
Victoria Arrives to Victoria, Mahe, Seychelles and We Sail to Silhouette Island
Sailing Triteia

Victoria Arrives to Victoria, Mahe, Seychelles and We Sail to Silhouette Island

Episode 497 : Adventure Awaits! Exploring Seychelles with Victoria Hello Friends, On this episode my love Victoria flies in from San Diego for two weeks of adventure. After we get her settled in from the long travel day we haul up and head for Silhouette Island! If you enjoy the channel please ...
Navigating Dakar’s Biggest Market From Tech Fixes To Sneakers | Boat Life In Senegal Africa S8E3
Winded Voyage Sailing

Navigating Dakar’s Biggest Market From Tech Fixes To Sneakers | Boat Life In Senegal Africa S8E3

Could you find your way out of Colobane Market? One of the busiest in Dakar Senegal. I team up with my friend Asse to recover a lost hard drive in one of Dakar's most intense markets. Watch as we negotiate deals, fix broken phones, and navigate the dusty streets where traffic is an extreme spor...
Sailing to Rio: Exploring Brazil’s Most Famous City — Sailing Yabá
Sailing Yabá

Sailing to Rio: Exploring Brazil’s Most Famous City — Sailing Yabá

Saying goodbye to Lucas after weeks on board, but the crew swap is instant. Gui is back on Yabá! After a final trek through the jungle to the white sands of Lopes Mendes in Ilha Grande, we run our pre-departure engine checks and set a course straight for Rio de Janeiro. Passing through the colonial...
We Sailed 4 Days Searching For Our New Boat | Sailing Sunday Vlog 319
Sailing Sunday

We Sailed 4 Days Searching For Our New Boat | Sailing Sunday Vlog 319

I’ve just finished 3 months of charters in the Bahamas and now I have 4 days to sail to Key West Florida in the middle of hurricane season, to see our new boat for the very first time that we just put under contract, before delivering our old boat to Texas with her new owners onboard! Far out! But...
Sailing Around Dakar To Gorée Island: Wet Bikes, Fouled Hull & The Rain Of Pain
Winded Voyage Sailing

Sailing Around Dakar To Gorée Island: Wet Bikes, Fouled Hull & The Rain Of Pain

We finally got the sails up with Diego and Pape, but our Sunday excursion to Gorée Island wasn't just about the journey—it was about the irony of the destination. Known historically as "Slave Island," Gorée is now a bustling local fun spot, a stark contrast to its dark past where peop...
Offshore Sailing Will TEST YOU in Ways You NEVER Imagined | Sailing St Helena to Brazil… Ep 453
Sailing Nandji – Frothlyfe

Offshore Sailing Will TEST YOU in Ways You NEVER Imagined | Sailing St Helena to Brazil… Ep 453

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 There is lots to think about to sea…. When the weather is calm and Nandji 2 is happily eating up the miles, there really is not a whole lot to do on watch. We live so much in the moment when sailing, A...
Sailing Solo to the Seychelles On a 30ft Sailboat Across the Indian Ocean
Sailing Triteia

Sailing Solo to the Seychelles On a 30ft Sailboat Across the Indian Ocean

SAILING SOLO to the SEYCHELLES ; Part 2 On this long format film we continue across the Indian Ocean towards the Seychelles. If you missed Part 1 you can see it here: If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you...
Wind, Work & Sh#t | What It’s Like Fixing Up An Old Boat In Africa | S8E02
Winded Voyage Sailing

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
Winded Voyage Sailing

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

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
Sailing Triteia

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
Sailing Banana Pancakes

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
Winded Voyage Sailing

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
Sailing Triteia

Forney Cove on Santa Cruz Island From The Channel Islands Cruising Guide

Buy a copy today at: If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and would like to contribute you can become a Patron at: Other Ways to Support the Channel: PayPal: Ven...
Best African Workforce: Getting In & Out of The Last Boat Yard in West Africa | S8E07
Winded Voyage Sailing

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
Sailing Triteia

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!
Sailing Life on Jupiter

23 Projects to Go on Our Aluminum Boat Refit!

If you get value from our videos whether entertainment. education or inspiration show your appreciation by supporting our channel. ▶️Visit Our Website: ▶️ SUPPORT US HERE 👇: JOIN our “PRIME” crew on PATREON for early video releases, NO ADDS, weekly video REALTIME updates, private facebook group, v...
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