Watch Sailing & Boating Adventures Around the World – Page 162 of 171

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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HD QUALITY: Prepping the Boat to Sail Off the Grid – Story 46
Chase the Story

HD QUALITY: Prepping the Boat to Sail Off the Grid – Story 46

Hey Everyone! Your eyes are not playing tricks on you, no -- this is the same video we uploaded yesterday...ONLY BETTER QUALITY. So sorry about the mix-up (that was me, Tasha, that effed up there), but somehow the video we uploaded was exported at the wrong size - arg! So rather than take down the ...
Beautiful Nevada – Pushing North 28
Finding Simon

Beautiful Nevada – Pushing North 28

Music by Huxlay ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months....
The Silent Episode – Pushing North 27
Finding Simon

The Silent Episode – Pushing North 27

Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months. Now I'm sett...
Prepping the Boat to Sail Off the Grid – Chase the Story 46
Chase the Story

Prepping the Boat to Sail Off the Grid – Chase the Story 46

Episode 46 - Prepping the Boat to Sail Off the Grid Our crew have all left and Cheeky Monkey is back to a crew of two: Tasha and Ryan. They're making plans to sail off the grid in French Polynesia so they can explore some remote islands and they need to do some work before the boat is ready to...
On The Road At Last – Pushing North 26
Finding Simon

On The Road At Last – Pushing North 26

Music by Buruks ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months....
New Glass – Pushing North 25
Finding Simon

New Glass – Pushing North 25

Music by Lion, Meet Lizard ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America fo...
Amsterdam Canal boats, Sex museum and Maritime museum – Carl and Jenny
Carl and Jenny

Amsterdam Canal boats, Sex museum and Maritime museum – Carl and Jenny

This week we visited the beautiful city of Amsterdam. We took our friends to celebrate their birthday. We have been several times but it was an eye opening first for them! We have kept a nautical theme to the video by including a canal boat trip around the city and a visit to the National Maritime M...
Failure to Launch – Pushing North 24
Finding Simon

Failure to Launch – Pushing North 24

Music by Keith Beard ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 mo...
Last Day With Jessica – Pushing North 23
Finding Simon

Last Day With Jessica – Pushing North 23

Music by Justa Ghost ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 mo...
Time to Celebrate – Pushing North 22
Finding Simon

Time to Celebrate – Pushing North 22

Music by Phoria ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months....
You Have To See This In Person – Pushing North 21
Finding Simon

You Have To See This In Person – Pushing North 21

Music by Justa Ghost ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 mo...
A New Visitor – Pushing North 20
Finding Simon

A New Visitor – Pushing North 20

Music by Bohemian Sun ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 m...
Goodbye Mark – Pushing North 19
Finding Simon

Goodbye Mark – Pushing North 19

Music by Schuyler Johnston ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America fo...
Follow our sailing adventures – Carl and Jenny
Carl and Jenny

Follow our sailing adventures – Carl and Jenny

We thought it was about time to update our trailer so just a few changes. Please give us a thumbs up if you like it. ----------------------------------------------------------------------------------------------------- If you found it informative or entertaining please give it a thumbs as it helps...
The Devil’s Bridge – Pushing North 18
Finding Simon

The Devil’s Bridge – Pushing North 18

Music by Justa Ghost ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 mo...
42 – That Time We Climbed the Highest Peak in Fiji
Out Chasing Stars

42 – That Time We Climbed the Highest Peak in Fiji

Our friend Kyle flew out from the US to come visit, and he came with quite an itinerary. The first part of his trip saw us exploring the largest island of Fiji: Viti Levu. We visited museums, learned the proper “Fijian Style” technique for diving off a rope swig and ran all over the Sigatoka Sand ...
Sailing the BVI’s: Poisonous Fish, Wild Goats, and the Famous ‘Baths’ (Sailing Ruby Rose) Ep 7
Sailing Ruby Rose

Sailing the BVI’s: Poisonous Fish, Wild Goats, and the Famous ‘Baths’ (Sailing Ruby Rose) Ep 7

We're finally in the sailing playground of the British Virgin Islands! Join us as we explore Virgin Gorda, home to the famous Bitter End yacht club, The Baths and, apparently, poisonous fish! We anchor off Prickly Pear Island and have to deal with some pretty windy weather that send yachts d...
Camping in Prescott Forest – Pushing North 17
Finding Simon

Camping in Prescott Forest – Pushing North 17

Music by Chancius ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 month...
RESCUE MISSION with SSL!!! ~Sailing DRENCHED Ep. 16~
Expedition Drenched

RESCUE MISSION with SSL!!! ~Sailing DRENCHED Ep. 16~

Our sailing adventure begins after new crew gets deported and we travel to St. Kitts to rescue her! Mechanical problems, evil tarpon fish, and some of the most beautiful conditions we've ever seen make this rescue mission one to remember. Want more Sailing Sophisticated Lady? Check out Rick&#...
The Good ol’ Hockey Game – Pushing North 16
Finding Simon

The Good ol’ Hockey Game – Pushing North 16

Music by Sentimentalist ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6...
The Wild West – Pushing North 15
Finding Simon

The Wild West – Pushing North 15

Music by Random Temple ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 ...
Tire Failure – Pushing North 14
Finding Simon

Tire Failure – Pushing North 14

Music by Huxlay ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months....
Sailing the San Blas Islands. Off the Beaten Path- Adventure 10  of Sailing Around the World
Sailing Nahoa

Sailing the San Blas Islands. Off the Beaten Path- Adventure 10 of Sailing Around the World

Sailing our home through the San Blas for the past weeks and months has been an absolutely amazing cultural and breathtaking experience.
Journey to the Center of the World – Pushing North 13
Finding Simon

Journey to the Center of the World – Pushing North 13

Music by Huxlay ( Really appreciate the support, check out the Patreon for more access and perks: I'm a Canadian photographer from Ottawa who got rid of everything to travel to world. I moved from my tiny apartment to an even tinier van with Shelby and we traveled North America for 6 months....
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