Watch Sailing & Boating Adventures Around the World – Page 20 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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BLUE MARLIN SHADOWED US ON 1800 MILE ATLANTIC CROSSING TO BRAZIL
The Cruising Kiwis

BLUE MARLIN SHADOWED US ON 1800 MILE ATLANTIC CROSSING TO BRAZIL

BLUE MARLIN SHADOWED US ON 1800 MILE ATLANTIC CROSSING TO BRAZIL From one of the worlds most remote inhabited islands to the endless blue of the South Atlantic, this episode takes you from or final adventures on St Helena to the start of our 3000 mile blue water passage to Brazil. With just days le...
OFF GRID LIFE: CLEAN FUEL & COLD AIR ON OUR ALUMINIUM CATAMARAN
Sailing Dawn Hunters

OFF GRID LIFE: CLEAN FUEL & COLD AIR ON OUR ALUMINIUM 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)...
Navigating LEAKS + SQUALLS Sailing New Zealand to Australia
Harbors Unknown

Navigating LEAKS + SQUALLS Sailing New Zealand to Australia

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! Navigating LEAKS + SQUALLS Sailing New Zealand to Australia Sailing from New Zealand to Australia across the Tasman Sea is ne...
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a lightning-laden storm rolled in. On a sailboat, thunderstorms aren’t just...
I’m A Freaking Genius | How I solve Problems On My Boat | Island Sailing In Cabo Verde | S6 Epsd 128
Winded Voyage Sailing

I’m A Freaking Genius | How I solve Problems On My Boat | Island Sailing In Cabo Verde | S6 Epsd 128

Things seem to go wrong at the wrong time. And that's when you have to find a solution. Because there are no problems, only solutions. I manage to steer Galopin without the autopilot. Later I fix the problem without the proper parts. Pay tribute to Wendy, who is leaving us, and head East to Da...
Taking a Speed Boat into the Jungles of Borneo To See Wild Orangutans, Gibbons and Proboscis Monkeys
Sailing Triteia

Taking a Speed Boat into the Jungles of Borneo To See Wild Orangutans, Gibbons and Proboscis Monkeys

Episode 434 : Cruising Southeast Asia Hello Friends, On this episode I book a Speedboat Tour with local hotel owner Mr. Majid ( ) and we head off up the river deep into the jungle to visit Camp Leakey in the National Park and see the critically endangered Bornean Orangutans, Proboscis Monkeys, Gi...
S3, Ep33 Cove Hopping on Catalina Island
Sailing Into the Mystic

S3, Ep33 Cove Hopping on Catalina Island

Catalina Island is a beautiful island only 1-2 hours across the ocean from Los Angeles and yet so many Southern Californians have never been there. In this episode we explore the entire east coast of Catalina Island and show our adventures along the way. We learn some embarrassing lessons but love...
BOAT LIFE in Florida | Beaches, Repairs &Sail [E343]
Wildly Intrepid Sailing

BOAT LIFE in Florida | Beaches, Repairs &Sail [E343]

While hiding from hurricanes in St. Augustine, Northern Florida we get a few boat projects done like our dead engine water pump. But we still make time for enjoying Vilano beach and celebrating Kai's very first birthday amidst crazy heat. Instead of traveling on the busy ICW we motor sail in ca...
Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25
Sailing with six

Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25

Surfing remote waves is one of the best parts of living on a boat—but it comes with its fair share of calculated risks. This episode, a snapped leg rope sends Dad’s board into the coral rocks, sparking a rescue mission over sharp lava ledges. There are wipeouts, bumps, scrapes, and board repairs… al...
11 DAYS SAILING to the WORLD’S MOST REMOTE INHABITED ISLAND –  EXPLORING ST HELENA
The Cruising Kiwis

11 DAYS SAILING to the WORLD’S MOST REMOTE INHABITED ISLAND – EXPLORING ST HELENA

11 DAYS SAILING TO THE WORLD'S MOST REMOTE INHABITED ISLAND - EXPLORING ST HELENA After the excitement of Henley Royal Regatta, this week we return to our sailing adventures and one of the world's most remote inhabited islands in the world, St Helena. Perched in the middle of the South A...
Wendy’s Last Swim On Boa Vista | & Celebrating 50 years Of Cape Verde’s Independence | S6 Epsd 127
Winded Voyage Sailing

Wendy’s Last Swim On Boa Vista | & Celebrating 50 years Of Cape Verde’s Independence | S6 Epsd 127

Cabo Verde celebrated 50 years of independence this year. And we joined in the celebrations with music, dance and drink. Then we show how we do laundry here as live aboard sailors. And Wend has one last swim in the bay before we sail off. Wendy will soon be leaving Galopin and I. 00:00 Intro 00:32 ...
SAILING Wildly Intrepid TRAILER
Wildly Intrepid Sailing

SAILING Wildly Intrepid TRAILER

Welcome aboard SV Wildly Intrepid, our 43 feet C&C Landfall. We are Cory, Alex, Coral & Kai originally from Quebec, Canada. Since meeting over 15 years ago in Newfoundland, Canada, we have been consumed by an obsession with travel. Living life one semi-retirement at a time then working for a...
No The Officer Wasnt Looking for a Bribe and No It wasn’t Because of My Tattoos; A RESPONSE VIDEO
Sailing Triteia

No The Officer Wasnt Looking for a Bribe and No It wasn’t Because of My Tattoos; A RESPONSE VIDEO

This is a response to my "Immigration Nightmares" Video 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: Othe...
Not Being Allowed to Extend My Indonesian Visa & Being Forced to Clear Out Immediately
Sailing Triteia

Not Being Allowed to Extend My Indonesian Visa & Being Forced to Clear Out Immediately

Episode 433 : Hello Friends, On this episode I attempt to extend my visa and find that once again the Indonesian government has changed the rules and the immigration office refuses to extend my visa forcing me to have to clear out of the country early. Indonesia is known as the absolute worst c...
S3, Ep32 We Bit Off More Than We Could Chew
Sailing Into the Mystic

S3, Ep32 We Bit Off More Than We Could Chew

In Episode 32, titled "We Bit off More than We Could Chew," we embark on an exciting adventure to the Channel Islands. Things take a wild turn when rough seas force us to retreat to Catalina Island, where we share our sailing mistakes, lessons learned, and our decision to stay, which lead ...
ABANDONED MONASTERY on an Remote Greek Island | Skantzoura
Dylan Magaster

ABANDONED MONASTERY on an Remote Greek Island | Skantzoura

Support your skin and this channel get a jar of Captain's Salve: We anchored near a forgotten island in the Northern Sporades and discovered an abandoned monastery once inhabited by Byzantine monks… and later, political exiles. What we found inside shocked us — beds still made, shoes untouched...
OFF THE WATER AND INTO THE FIGHT : A RACE THAT CHANGED EVERYTHING
The Cruising Kiwis

OFF THE WATER AND INTO THE FIGHT : A RACE THAT CHANGED EVERYTHING

OFF THE WATER AND INTO THE FIGHT : A RACE THAT CHANGED EVERYTHING This episode is different, but it's one we had to share. It's not about sailing, but it's about boats, and every bit about the spirit of adventure, family and defying the odds. Our eldest son Finn raced at Henley Royal...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Chesca & Ben

First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround

Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
GULFSTREAM Crossing from the Bahamas to St. Augustine in 45hrs [E342]
Wildly Intrepid Sailing

GULFSTREAM Crossing from the Bahamas to St. Augustine in 45hrs [E342]

Ball bearings are falling off from our water pump and the wind keeps dying on us. We keep our spirits high and hope to make it back to the US without any issues. On the other hand this calm sail makes for very comfortable sleep and the kids even get to play below deck without getting seasick. Pods o...
The Snake Saga – It Kept Coming Back! | S4 E24
Sailing with six

The Snake Saga – It Kept Coming Back! | S4 E24

What was meant to be a quiet stop for small waves and simple boat life turned into an unforgettable showdown. When an unexpected intruder slithered aboard—not once, not twice, but three times—we had no choice but to face it head-on. From surf sessions to one very determined snake, this episode has ...
WE DID IT! BOAT TOUR AFTER 6 MONTHS REFIT OF OUR ALUMINUM EXPEDITION CATAMARAN
Sailing Dawn Hunters

WE DID IT! BOAT TOUR AFTER 6 MONTHS REFIT OF OUR ALUMINUM EXPEDITION 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)...
How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD
Harbors Unknown

How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD

​​Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD We planned to haul our sailing catamaran Wanderlust for 2 days just to c...
Anchors & Anchoring | How I Adapted My Gear For Conditions On Boa Vista, Cabo Verde | S6 Epsd 126
Winded Voyage Sailing

Anchors & Anchoring | How I Adapted My Gear For Conditions On Boa Vista, Cabo Verde | S6 Epsd 126

When sailing around Cabo Verde islands you will mostly be at anchor. There are many amazing places to drop the hook. And almost all are somewhat perilous. So be prepared and ready to adapt to the situation. And check that your anchor and chain are well placed and positioned. How do sailors do that? ...
S3, Ep31 We Prepare for our Longest Sailing Trip Yet
Sailing Into the Mystic

S3, Ep31 We Prepare for our Longest Sailing Trip Yet

Sailing really slows down time and time is not a commodity you have when you are still working in the rat race. But we all found a week where we can go pretend like time doesn't matter to explore what we can. But first we must tackle the to-do list and get some of the stuff done on the boat s...
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