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Sailing Across The Atlantic OceanPG-13  |  14 MINS  |  HISTORY  |  2025Leaving Saint Helena always felt like it was goin...
13/07/2025

Sailing Across The Atlantic Ocean

PG-13 | 14 MINS | HISTORY | 2025

Leaving Saint Helena always felt like it was going to be hard, but the second we got back out onto the Atlantic, it hit me just how far we still had to go. Out here, time moves differently. I talk a bit about how I pass the days, watching movies, listening to music, playing guitar. Anything to keep my mind from counting down miles.

Directed by The History Chap

Leaving Saint Helena always felt like it was going to be hard, but the second we got back out onto the Atlantic, it hit me just how far we still had to go. O...

At the Edge of the Cliff: Wrong Path to Ruperts. We Almost Fell off the Ridge.PG-13  |  1 h 4m  |  TRAVEL  |  2025Rupert...
12/07/2025

At the Edge of the Cliff: Wrong Path to Ruperts. We Almost Fell off the Ridge.

PG-13 | 1 h 4m | TRAVEL | 2025

Ruperts, St. Helena Island.

We took the wrong path going to Ruperts. It was so scary, but the view was stunning.

Directed by ChesleyGirlviolin music

Ruperts, St. Helena Island.We took the wrong path going to Ruperts. It was so scary, but the view was stunning.

【4K】🇸🇭🇬🇧 Drone RAW Footage 🔥 This is SAINT HELENA 2024 🔥 Jamestown & More 🔥 UltraHD Stock VideoPG-13  |  180 MINS  |  TR...
11/07/2025

【4K】🇸🇭🇬🇧 Drone RAW Footage 🔥 This is SAINT HELENA 2024 🔥 Jamestown & More 🔥 UltraHD Stock Video

PG-13 | 180 MINS | TRAVEL | 2024

Directed by One Man Wolf Pack

🇸🇭🇬🇧 4K raw footage from SAINT HELENA, one of the world's most remote locations, at Jamestown (Capital City) and various other places around Saint Helena...

WORLD's Most REMOTE ISLAND - Visiting Tristan Da Cunha!PG-13  |  28 MINS  |  TRAVEL  |  2024Directed by ChesleyGirlvioli...
10/07/2025

WORLD's Most REMOTE ISLAND - Visiting Tristan Da Cunha!

PG-13 | 28 MINS | TRAVEL | 2024

Directed by ChesleyGirlviolin music

▶︎ Use code JOSHC3 for $3 off your first eSIM and download Airalo today: https://try.airalo.com/JoshCahill▶︎ Support ME and become a PATRON to join my WhatsA...

St. Helena Island! A morning walk from Jamestown to Briars and Back to Jamestown through Side Path.PG-13  |  49 MINS  | ...
09/07/2025

St. Helena Island! A morning walk from Jamestown to Briars and Back to Jamestown through Side Path.

PG-13 | 49 MINS | TRAVEL | 2025

A relaxing morning walk in Jamestown, Saint Helena Island.

Directed by ChesleyGirlviolin music

A relaxing morning walk in Jamestown, Saint Helena Island.

Tuesday New Video on STHELENAtvSailing Across The Atlantic OceanPG-13  |  14 MINS  |  HISTORY  |  2025Leaving Saint Hele...
08/07/2025

Tuesday New Video on STHELENAtv
Sailing Across The Atlantic Ocean

PG-13 | 14 MINS | HISTORY | 2025

Leaving Saint Helena always felt like it was going to be hard, but the second we got back out onto the Atlantic, it hit me just how far we still had to go. Out here, time moves differently. I talk a bit about how I pass the days, watching movies, listening to music, playing guitar. Anything to keep my mind from counting down miles.

Directed by The History Chap

Leaving Saint Helena always felt like it was going to be hard, but the second we got back out onto the Atlantic, it hit me just how far we still had to go. O...

The JEWEL of the SOUTH ATLANTIC, St. Helena! - Outside Watch Vlog  #24PG-13  |  18 MINS  |  TRAVEL  |  2022We're back!!!...
07/07/2025

The JEWEL of the SOUTH ATLANTIC, St. Helena! - Outside Watch Vlog #24

PG-13 | 18 MINS | TRAVEL | 2022

We're back!!! We know it's been awhile since our last video but over the last couple of months we have had some big life changes (more on that in future videos) and really didn't have the time to edit. But, thats changing again and now we will be back to our regular bi-weekly videos! We still have so much amazing footage to edit and share.

In this video we finally get onshore in St Helena after a few days in quarantine and explore this unique gem of an Island. St Helena is a truly magical place with breathtaking scenery anywhere you look. We also decide to alter our sailing plans while here. Our original plan was to sail from St Helena to Angra Dos Reis in Brazil but challenging weather during the summer months had us change our minds and set our sights somewhere further north up the coast.

Directed by Outside Watch - SV Skylark

We're back!!! We know it's been awhile since our last video but over the last couple of months we have had some big life changes (more on that in future vide...

GTFOplan  #55: What happened to our crew in St Helena!?PG-13  |  30 MINS  |  TRAVEL  |  2024This episode we finish our p...
06/07/2025

GTFOplan #55: What happened to our crew in St Helena!?

PG-13 | 30 MINS | TRAVEL | 2024

This episode we finish our passage preparation with our crew before departing to St Helena. Upon arrival though, we're met with a huge surprise from our crew!

Directed by GTFOplan

IN THIS VIDEO:This episode we finish our passage preparation with our crew before departing to St Helena. Upon arrival though, we're met with a huge surprise...

Video 1082, Bark Europa, To arrival at Tristan da Cunha, 4 to 8 Apr 2007PG-13  |  20 MINS  |  TRAVEL  |  2007Directed by...
05/07/2025

Video 1082, Bark Europa, To arrival at Tristan da Cunha, 4 to 8 Apr 2007

PG-13 | 20 MINS | TRAVEL | 2007

Directed by M. P. Hicks

Saint Helena: The Hidden Gem of The AtlanticPG-13  |  10 MINS  |  TRAVEL  |  2025Saint Helena is seriously one of the mo...
04/07/2025

Saint Helena: The Hidden Gem of The Atlantic

PG-13 | 10 MINS | TRAVEL | 2025

Saint Helena is seriously one of the most unique places I’ve ever been. Volcanic cliffs, lush winding trails, and views that honestly make you forget you’re in the middle of the Atlantic Ocean. The island is so remote but somehow feels full of life.
Along with my brother Ivan, and our friend Brodie, we make a quick getaway up into the mountains of Saint Helena for a camping trip. In may opinion the highlight of our stay in Saint Helena. The location was remarkable. Soft green grass, rolling hills, friendly cows all around us, and the most breathtaking sunsets I have ever seen.

Later I visit Napoleon’s grave, which is tucked away in a quiet little valley surrounded by trees. It feels surreal standing in the same place where such a massive figure in history spent his final years. Not long after, I get to meet Jonathan, the oldest living land animal on earth. He is a giant tortoise believed to be over 190 years old and still going strong.

Before we leave to embark on our next Atlantic passage, I attempt to beat the Jacob’s Ladder world record. It’s a 699-step staircase that connects the upper and lower parts of Jamestown. The steps are steep, the view from the top is insane, and by the end my legs were burning — but it was totally worth it.

Directed by Kiwi Boys

Saint Helena is seriously one of the most unique places I’ve ever been. Volcanic cliffs, lush winding trails, and views that honestly make you forget you’re ...

Sailing the Atlantic Ocean to Saint HelenaPG-13  |  11 MINS  |  TRAVEL  |  2025Day 4 of our 11-day Atlantic Ocean crossi...
03/07/2025

Sailing the Atlantic Ocean to Saint Helena

PG-13 | 11 MINS | TRAVEL | 2025

Day 4 of our 11-day Atlantic Ocean crossing, covering over 1200 nautical miles. The vastness of the Atlantic is honestly hard to describe. Endless water in every direction, and the horizon just feels infinite. As the sun starts to set, we talk about the green flash, which we may or may not have actually seen.

The further we sail, the more insane the deep blue color of the water gets. It almost doesn’t look real at times. We also cross the Prime Meridian, the exact line that separates the eastern and western hemispheres. Basically where time zones officially start.
Finally, after days at sea, we reach Saint Helena, one of the most remote islands on earth. It's where Napoleon Bonaparte was exiled and spent the last years of his life. Now it's this super peaceful, tiny island in the middle of nowhere, surrounded by nothing but ocean.

Directed by Kiwi Boys

Day 4 of our 11-day Atlantic Ocean crossing, covering over 1200 nautical miles. The vastness of the Atlantic is honestly hard to describe. Endless water in e...

Setting Sail Across The Atlantic OceanPG-13  |  14 MINS  |  TRAVEL  |  2025This episode kicks off surrounded by dense se...
02/07/2025

Setting Sail Across The Atlantic Ocean

PG-13 | 14 MINS | TRAVEL | 2025

This episode kicks off surrounded by dense sea fog as we approach the legendary Skeleton Bay—one of the world’s most infamous surf spots, known for its endless barrels and raw energy. I unveil a brand new surfboard before hitting the road for a quick adventure inland.
We journey to the breathtaking Spitzkoppe, a granite wonder of Namibia’s desert landscape, now alive with wild blooms after a rare downpour. Then it’s time to set sail across the Atlantic Ocean toward Saint Helena, reflecting on the emotional highs and lows of bluewater sailing.

The video ends with a refreshing mid-ocean swim, miles from land—just us and the sea.

Hi, in case you don't know us, we are the Kiwi Boys. Two of three teenage brothers who are liveaboard sailors seeing the world. We've been living on the ocean for the past five years and are loving it!

Directed by Kiwi Boys

This episode kicks off surrounded by dense sea fog as we approach the legendary Skeleton Bay—one of the world’s most infamous surf spots, known for its endle...

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