Watch Sailing & Boating Adventures Around the World – Page 13 of 21
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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Winded Voyage | Episode 22 | Rain, Jellies & Goodies
We went back for more sailing out in the sea. With more trial and error now I'm getting a little more familiar with Galopin. The sea was littered with jelly fish that looked like garter belts for can-can dancers. And it rained like it never rains in the south of France, so we went to discover m...
Crashing Drones – Van Life 140
Music by Trevor Rodgers If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across No...
Wild Side of Chicago – Van Life 139
Music by Mons Vi ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North A...
Winded Voyage | Episode 21 I Flavours & Manoeuvres
This time we set off with grey skies and a tormented sea, so we play it safe and do some manoeuvres in the channel. With much courage, Mickey made good on his promise to swim in the frigid waters. We went back to Leucate for more flavourful fun at the Sol y Fiesta festival and we were warmed to be o...
Ashley got Roughed Up – Van Life 138
Music by Knomad If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North Amer...
Getting Smashed in Chicago – Van Life 137
Music by Bohemian Sun ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across No...
Winded Voyage | Episode 20 | When Fish Swim Through Town
We saw fish swim through town, a birdman and flying saucers! We followed recommendations to go to the town of Leucate for their Sol y Fiesta festival. Just small local festivities that blew our minds. We do manage to do a few projects, but this festival has to be experienced.
Long Haul Driving – Van Life 136
Music by Bohemian Sun ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across No...
Picking up Crazy French Hitchhickers – Van Life 135
Music by Bohemian Sun ( we picked up some really cool french hitchickers in Ottawa and took them down to Toronto on our way to Chicago. sorry for the subtitles, they took forever. If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! ...
Off to Wakefield – Van Life 134
Music by Bohemian Sun ( off on a short day trip to my best friend's home turf, to see some beautiful hills and deep lakes (and ice cream) If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re S...
Winded Voyage | Episode 19 | To Sail Or Not To Sail
To be or not to be sailing. The answer was simple. Get the boat ready and go out sailing to make sure the rigging was set up right. We also got a good taste of Port Leucate and did a few projects. Mickey oiled the teak and I secured the roof dodger snap-on tacks. Please make your voice heard: Subsc...
Winded Voyage | Episode 18 | Welcome Aboard Mickey
Galopin has the honor of welcoming Mickey for a few days. (He's my step-dad & my brother's father). He's been asking about Galopin and and wanted to visit the area. Mickey is pretty curious, so he's fun to go about discovering things. I also finally put an end to my struggle ...
Working for Airbnb – Van Life 133
Music by Fr33f4ll ( Sharing some thoughts on working for Airbnb on the road. If you're interested in working for Airbnb's photography program you can read more on it here: If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating i...
Saying Goodbye to Shelby – Van Life 132
Music by Ambalance ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North...
Fine Dining in Ottawa – Van Life 131
Music by Shoresider ( We're back in Ottawa, visiting friends and family, seeing our old apartment and tasting all the amazing foods Ottawa has to offer. We really love getting back just to look back on our trip and see how far we've come. If you want to support us to keep bringing you vi...
Winded Voyage | Episode 17 | Testing One, Two, Three
The test results are in. I passed 2 out of 3 sections. Passed the navigational and the general questions, but failed the tides section. Luckily I can redo the part I failed at a latter date. I take a break from sail related things and visit a documentary film festival in the charming town of Nyon ne...
Van Storage Mods – Van Life 130
Music by Shoresider ( We tear out the shower and rear sink to make beter use of our space, giving us dedicated storage for backpacks, our cameras, tripods, skateboards, yoga mat, ukulele, and all the rest. The van is looking tidier and tidier by the day. Sorry for the late video, I'm swamped ...
Downtown Fashion Shoot – Van Life 129
Monday Muse: @shopmondaymuse Music by Mons Vi ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently li...
Winded Voyage | Episode 16 | The Science Of Sailing
Episode 16 takes you into the realm of my sailing studies, The Science Of Sailing. Just a few more days left before my Swiss Maritime license exam, I do the most to cram, but also get a real understanding of navigation, charts tides and much much more. We also take a break to go out and appreciate t...
The Scarborough Bluffs – Van Life 128
Music by Fr33f4ll ( We meet up with a new Vandweller starting his adventure in Toronto, and we explore the Scarborough Bluffs. We also catch up with Simon's cousins for wings and drinks. Simon dominates foosball. If you want to support us to keep bringing you videos, check out our Patreon pa...
Home – Van Life 127
Music by Trevor Rodgers ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across ...
Giant Toy Museum – Van Life 126
Music by Plazmuh ( If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo based out of Ottawa, Canada – but currently living nomadically across North A...
Free National Forest Dispersed Camping – Van Life 125
Music by Shoresider ( Bubble and Twine: Promo Code: SHELBYANDSIMON will take 20% off purchases If you want to support us to keep bringing you videos, check out our Patreon page (we're working on updating it! Thanks for being patient!): We’re Shelby and Simon, a creative photo and video duo...