Watch Sailing & Boating Adventures Around the World – Page 12 of 25

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.

Showing 265-288 of 579 results
Wild Side of Chicago – Van Life 139
Finding Simon

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...
Ashley got Roughed Up – Van Life 138
Finding Simon

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
Finding Simon

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...
Long Haul Driving – Van Life 136
Finding Simon

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
Finding Simon

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
Finding Simon

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...
Working for Airbnb – Van Life 133
Finding Simon

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
Finding Simon

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
Finding Simon

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...
Sailing Tangaroa ep. 4 – Sailing the southwest of Western Australia
Sailing Tangaroa

Sailing Tangaroa ep. 4 – Sailing the southwest of Western Australia

As we continue our sailing journey along the stunning southwest of Western Australia, we catch tuna, see amazing sunsets, drive 4,600 km across the Nullarbor plain and back for a weekend of fun, do the historical parts of Albany, see huge whale skeletons and get caught in 50 knot winds and bare pole...
Van Storage Mods – Van Life 130
Finding Simon

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
Finding Simon

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...
The Scarborough Bluffs – Van Life 128
Finding Simon

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
Finding Simon

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
Finding Simon

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
Finding Simon

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...
The Burning Ghost Town – Van Life 124
Finding Simon

The Burning Ghost Town – Van Life 124

Music by Justa Ghost ( Bubble and Twine ( 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 no...
Sailing Tangaroa. ep. 3 – Sailing the Great Australian Bight
Sailing Tangaroa

Sailing Tangaroa. ep. 3 – Sailing the Great Australian Bight

We sailed across the Great Australian Bight on our 37 ft James Wharram catamaran! A young couple from South Australia, adventuring via the Western Australian coast line. We love positive vibes, much love fellow soul gypsy's and pirates, if you've got a dream, chase it! ARGGGGHHHHHHHHHHHH! ...
Crazy Library – Van Life 123
Finding Simon

Crazy Library – Van Life 123

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 ...
Trading in the Van for a Mansion – Van Life 122
Finding Simon

Trading in the Van for a Mansion – Van Life 122

Music by Huxlay ( 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 Am...
Riding the Blue Ridge Parkway – Van Life 121
Finding Simon

Riding the Blue Ridge Parkway – Van Life 121

Music by Lion, Meet Lizard ( 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 acro...
Free Mountain Camping – Van Life 120
Finding Simon

Free Mountain Camping – Van Life 120

Music by Spacecrime ( 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 Nort...
Solo Sailing to Shetland Part 1.
Erik Aanderaa

Solo Sailing to Shetland Part 1.

This is the first part of my North Wind Expedition 2016. I will cross the North Sea over to Shetland, and the North Atlantic Ocean to the Faroe Islands to show people my passion of ocean sailing. Everything will be covered in beautiful pictures filled with action from the wrath of the huge oceans ...
Living on a Small Sailboat: Minimalistic Life on the Water
Wicked Salty

Living on a Small Sailboat: Minimalistic Life on the Water

No Refrigeration, No Shower, No Problems! Vlog #77! Help support Wicked Salty at Tons of Wicked Salty rewards! --------------------------------- ✯ VLOG channel - ✯ Twitter - ✯ Instagram - ✯ Facebook - --------------------------------- Check Kate - ✯ VLOG Channel - ✯ Blog - ✯ Instagram -...
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