Watch Sailing & Boating Adventures Around the World – Page 19 of 222

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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We CUT a huge HOLE in our Sailboat’s keel [E347]
Wildly Intrepid Sailing

We CUT a huge HOLE in our Sailboat’s keel [E347]

The list of surprises keeps growing. This season we decide to tackle some much need love below the waterline which never had a barrier coat. This doesn't go without a few hiccups or extra things to fix should I say. The rudder comes down to fix a structural issue where it's mounted, our pr...
This Is Sailing Africa | Where Few Sailors Dare Go | Winded Voyage Season 7 | Trailer
Winded Voyage Sailing

This Is Sailing Africa | Where Few Sailors Dare Go | Winded Voyage Season 7 | Trailer

This is is the only sailing channel that dares to sail Africa. Curently in Dakar Senegal getting ready to embark on an epic journey sailing around Africa, starting with West Africa. Some say it’s The Best Sailing Channel on YouTube! Agree or disagree, make your voice heard. Subscribe, like, dislike...
HEARTBREAK AT SEA – FORCED TO LEAVE BRAZIL
The Cruising Kiwis

HEARTBREAK AT SEA – FORCED TO LEAVE BRAZIL

HEARTBREAK AT SEA - FORCED TO LEAVE BRAZIL This was one of the hardest episodes we've ever had to share. We lost our beautiful Mocha overboard, unseen and unnoticed until it was too late. She was part of our crew, and many of you who have followed us for years know how much she meant to us. As...
Is This the Strangest Island in Greece? | Tinos
Dylan Magaster

Is This the Strangest Island in Greece? | Tinos

Support your skin with Captain's Salve: Join us as we go sailing through the Cyclades islands and explore this beautiful part of travel greece and the greek islands. Come with us to the Greek island of Tinos! Terraced landscape, strong winds, The biggest pilgrimage site in Greece and legendary...
Exploring Beautiful Waters Near Belitung Island, Battling Storms and Fixing a Diesel Leak
Sailing Triteia

Exploring Beautiful Waters Near Belitung Island, Battling Storms and Fixing a Diesel Leak

Episode 437 : Stunning Waters, A Massive Storm and Boat Work Hello Friends, On this episode I explore the remarkably beautiful waters that surround my anchorage at Belitung before getting stuck ashore during a massive squall (that would have lasting effects on Triteia... more on this in the next e...
S4 Ep36 So Much to Do in So Little Time (Solar Arch Build, part 1)
Sailing Into the Mystic

S4 Ep36 So Much to Do in So Little Time (Solar Arch Build, part 1)

Retirement is within 6 months and we have SO much to do. One of the projects is to build our solar arch so that we will be self sufficient with power once we sail away. Join us as we share how scheme and strategize our next steps, and still find time for a little fun along the way. EPISODE CHAPTE...
Unwanted Surprises after 3 months away [E346]
Wildly Intrepid Sailing

Unwanted Surprises after 3 months away [E346]

The excitement of returning back to our sailboat is short lived as we stumble onto a disaster. Talk about a fun filled summer and fall. Between getting married after being together for 14 years and visiting family our time in Canada flew by. But now it is time to get back to the boat after hurricane...
16 DAYS SAILING ACROSS THE ATLANTIC OCEAN
The Cruising Kiwis

16 DAYS SAILING ACROSS THE ATLANTIC OCEAN

16 DAYS SAILING ACROSS THE ATLANTIC OCEAN We made it!After 16 incredible days at sea, our crew of six completed our Atlantic Ocean crossing from St Helena Island to Salvador, Brazil aboard our cruising catamaran. From Breathtaking sunsets and wildlife encounters to storms, squalls and sail changes...
Sailing to Andros: Ancient Bridges, Caves, and Crystal Seas | Greece
Dylan Magaster

Sailing to Andros: Ancient Bridges, Caves, and Crystal Seas | Greece

Try Captain's Salve — handcrafted skin balm for the wild life: Sailing to Andros, Greece, we expected wild winds — but instead we motored across glassy seas through one of the windiest passages in the Aegean. Along the way, we explore abandoned villages, ancient stone bridges, crystal clear be...
Got A Pigeon Voyager 150nm From Land | Solo Sailing From Cabo Verde To Senegal Africa | S6 Epsd 130
Winded Voyage Sailing

Got A Pigeon Voyager 150nm From Land | Solo Sailing From Cabo Verde To Senegal Africa | S6 Epsd 130

I had patched a leak in my engine cooling system. Sailed under spinnaker. Got through a squall and heavy rain. So far this journey was what sailing is all about. Then out of the blue sky lands a pigeon on Galopin. He spent the night aboard and as we got closer to land he flew once around us, as if t...
Live from Langkawi, Malaysia – August 2025 – Realtime Update about Future, Past and Refit
Sailing Triteia

Live from Langkawi, Malaysia – August 2025 – Realtime Update about Future, Past and Refit

This live stream followed the premiere of this video: - I will be doing a live stream following the premiere of my latest long format sailing film; “Quiet Sailing, Life At Sea” that covers my two and a half day sail from Borneo to the island of Belitung. I will be on the live chat during the pre...
ANTI CLICKBAIT? Quietly Sailing to the South China Sea Alone On A 30ft Boat, No Troubles Just Peace
Sailing Triteia

ANTI CLICKBAIT? Quietly Sailing to the South China Sea Alone On A 30ft Boat, No Troubles Just Peace

Episode 436 : A Peaceful 2.5 day sail 235NM / 53 hours of sailing and only 2 hours of motoring. Hello Friends, On this episode we hauled up and said farewell to Borneo and pointed our bow West for the island of Belitung. After I finished editing this film I really felt like it was ANTI CLICKBAIT....
Paradise Isn’t Always Gentle | S4 E27
Sailing with six

Paradise Isn’t Always Gentle | S4 E27

From a moody outboard to unexpected wipeouts, life at sea doesn’t always run smoothly. In this episode, we discover a pristine spot that quickly became one of our favourites — with epic waves, underwater surprises, and a black eye that proved paradise isn’t always gentle. Join the Sailing with Six c...
Abandon Ship and travel to Canada [E345]
Wildly Intrepid Sailing

Abandon Ship and travel to Canada [E345]

Time flies by every year. From chaos of getting to Green Cove Springs on the St. John's River in Florida and prepping the sailboat for hurricane season it's madness. Eventually a 2 day car rental adventure brings us back to home land Canada. Filmed July 2024. If you like what you see don&...
S3, Ep35 The Most Epic “Sail” Ever
Sailing Into the Mystic

S3, Ep35 The Most Epic “Sail” Ever

Same spot, same place and the sea is different every single time. This particular sail ended up being pretty spectacular, even though there was no wind to take us anywhere and it was the same seas we have been to multiple times before. Join us as we close out Season 3 and discover the beauty that ...
Boat tour – A Surfers Dream Catamaran
Sailing Dawn Hunters

Boat tour – A Surfers Dream Catamaran

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 15 ➡️ S4E15 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
We Found the BEST ANCHOR CHAIN!
Harbors Unknown

We Found the BEST ANCHOR CHAIN!

After almost 5 years living and sailing on our catamaran Wanderlust and 2 previous anchor chains we've discovered the best stainless steel anchor chain from @cromox.chains They use extremely high quality stainless, 316 or above and ours is 318, making it more corrosion resistant. The electroly...
No Engine, No Wind, The Spi & A Storm | Extreme Conditions From Cabo Verde To Senegal | S6 Epsd 129
Winded Voyage Sailing

No Engine, No Wind, The Spi & A Storm | Extreme Conditions From Cabo Verde To Senegal | S6 Epsd 129

Since Wendy left, I decide to head to Dakar Senegal for boat maintenance. And it was a good decision, but one that required some Mc Gyver ingenuity to patch things up on the engine which had sprung a leak in the cooling system. No engine is not a problem with a sailboat, unless ther is little wind. ...
Is this Hidden Gem of a Greek Island My Favorite? | Skyros
Dylan Magaster

Is this Hidden Gem of a Greek Island My Favorite? | Skyros

🔥 Support the journey and get the salve I use daily in the sun, sea, and wind: We set off to explore one of the most underrated Greek islands — Skyros. What started as a peaceful scooter ride quickly turned into a breakdown saga, hidden beaches, ancient ruins, mysterious cats, and wild island horse...
Getting Food & Water in Remote Borneo, Battling the Engine and Trying to Repair the Broken Autopilot
Sailing Triteia

Getting Food & Water in Remote Borneo, Battling the Engine and Trying to Repair the Broken Autopilot

Episode 435 : Hello Friends, On this episode I stock up on Food, Water and Fuel in the town of Kumai in Borneo and battled the engine to get it started. I then head down river to wait for a weather window to sail to Belitung. While I am waiting I get into trying to make two broken Autopilots on...
One Week In… Total Rudder Failure on Our 40ft Sailboat
Chesca & Ben

One Week In… Total Rudder Failure on Our 40ft Sailboat

One week into working on our sailboat and we’ve already hit a major setback… our rudder has completely failed and ceased. What started as routine maintenance to drop the rudder and inspect quickly turned into a disaster when we discovered the rudder fused into the bearing and housing that means a fu...
S3, Ep34 Infinite Possibilities on Catalina Island
Sailing Into the Mystic

S3, Ep34 Infinite Possibilities on Catalina Island

Do you want to see what Catalina Island has to offer? Join us in Episode 34 as we share our discoveries and continue to push our sailing skills to get ready to live aboard and sail south in retirement. This is part three of our three episode series of our sailing trip to Catalina Island. Catalina I...
Guess what Cory did during our Final Days onboard [E344]
Wildly Intrepid Sailing

Guess what Cory did during our Final Days onboard [E344]

We wanted to sail North to the Chesapeake Bay but changed our mind. Hurricane Season has started so it's time to pack up the boat, enjoy a few last days on the water with its thunderstorms and go find shelter. Plus after over 15 years Cory did something crazy. Oh and you wouldn't believe h...
Hidden Dangers – Not What You’d Expect | S4 E26
Sailing with six

Hidden Dangers – Not What You’d Expect | S4 E26

From above, this anchorage looked like pure paradise — turquoise water, lush green shores, glassy waves. But not all dangers are on the horizon. Some are hidden… and not what you’d expect. In this episode, we repair a snapped surfboard with whatever we can find, head ashore for provisions, explore ...
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