Watch Sailing & Boating Adventures Around the World – Page 8 of 27

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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Perfect BC Anchorage? Sailing to Surf Vancouver Island  S3 E57
Breaking Waves

Perfect BC Anchorage? Sailing to Surf Vancouver Island S3 E57

In this episode we wake up to a bear on our doorstep! We have a quick visit before continuing sailing north on the west coast of Vancouver Island. We find a dreamy anchorage with a surf wave near by and do some exploring. Thanks to our new Patrons for signing up! We are now at 68 (at time of writ...
Affordable Whole Home Offgrid Inverter – Sink or Swim 227
Finding Simon

Affordable Whole Home Offgrid Inverter – Sink or Swim 227

Sponsored by Renogy Check out the 48V Renogy Inverter Charger ( Music by Kari ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Christmas Wishlist ( For simple straightforward donati...
First Repairs on a Cheap Facebook Marketplace Bike – Sink or Swim 226
Finding Simon

First Repairs on a Cheap Facebook Marketplace Bike – Sink or Swim 226

Sponsored by Skillshare The first 1,000 people to use this link will get a 1 month free trial of Skillshare: Music by Skarijons ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Chris...
Sailing and Surf Exploring with WOLVES in remote Canada! Ep 56 S3
Breaking Waves

Sailing and Surf Exploring with WOLVES in remote Canada! Ep 56 S3

In this video we go on a wild surf adventure in a remote part of NW Vancouver Island. We find more then just waves, and when it's time to leave - we run into some problems. Thanks to our new Patrons for signing up! We are now at 71 (at time of writing). Our goal is 100 Patrons so that Alie c...
Fitting the Masts – Sink or Swim 225
Finding Simon

Fitting the Masts – Sink or Swim 225

Sponsored by Wren Offset your carbon footprint on Wren: The first 100 people who sign up will have 10 extra trees planted in their name! Music by Culte Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check o...
Sailing Canada’s Fjords (Nootka Sound) – Ep 55 S3
Breaking Waves

Sailing Canada’s Fjords (Nootka Sound) – Ep 55 S3

After stopping off in Tahsis British Columbia in Nookta Sound we continue our sailing journey north towards Queens Cove in hopes of finding some surf. Our goal is 100 Patrons so that Alie can become a full time content creator! We donate a portion of our proceeds from season 3 to Rugged Coast Res...
Sailing From Princess Louisa Inlet to Nanaimo- Pacific Northwest Sailing | Ch4E47 | The Wayward Life
Wayward Life Sailing

Sailing From Princess Louisa Inlet to Nanaimo- Pacific Northwest Sailing | Ch4E47 | The Wayward Life

After an amazing few days in Princess Louisa Inlet, we head back to Nanaimo, but things don't go exactly as planned with engine problems and inflow winds slowing us down. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
EP 31 | Leaving PARADISE Behind
All About Spray Sailing

EP 31 | Leaving PARADISE Behind

In this episode we celebrate Tyler's birthday, explore the rainforest of Vondonup Inlet, and have an epic sail over to Heriot Bay, Quadra Island. Our weeklong vacation has come to an end and it's time to head back to the dock. Footloose is a 1981 Tartan 42' @allaboutspray Kayleen...
Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life
Wayward Life Sailing

Hiking to the Trapper’s Cabin in Princess Louisa Inlet, British Columbia | Ch4E46 | The Wayward Life

As our amazing time in Princess Louisa Inlet continues, we decide to hike to famous trapper's cabin trail and then further up the mountain into the beginning of the alpine- all from our sailboat! 0:00 intro 0:59 The hike! 6:59 the cabin! 10:30 the lookout! 14:24 a dinner for the books Patreo...
This Shouldn’t Happen!!! (Sailing Nootka Sound, British Columbia) Ep 54 S3
Breaking Waves

This Shouldn’t Happen!!! (Sailing Nootka Sound, British Columbia) Ep 54 S3

We continue our journey up the west coast of Vancouver Island, leaving Friendly cove and heading north on a wet and windy morning....until things go wrong! By chance we unto the Rugged Coast Research Society Crew on one of the final missions of the 2021 season. Our goal is 100 Patrons so that Ali...
PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life
Wayward Life Sailing

PRINCESS LOUISA INLET- A Pacific Northwest Pilgrimage | Chapter 4 Episode 45 | The Wayward Life

If you live and cruise in the Pacific Northwest, you've probably heard of Princess Louisa Inlet. This place is somewhat of a pilgrimage and right of passage for cruisers in the PNW, and there is a good reason why! More info about the inlet: 0:00 intro 1:04 Ming's Loop 3:33 To Chatterb...
Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life
Wayward Life Sailing

Sailing to Princess Louisa Inlet | Chapter 4 Episode 44 | The Wayward Life

We start our last adventure of 2021 sailing up Princess Louisa Inlet! Jervis Inlet blew us away with its amazing beauty on this incredibly sunny September day. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Off the Dock, ADVENTURE AWAITS!   Sailing British Columbia – Ep53 S3
Breaking Waves

Off the Dock, ADVENTURE AWAITS! Sailing British Columbia – Ep53 S3

This week the Breaking Waves crew soaks up boat life in Tofino, and load up the boat with provisions for an extended sailing cruise to North Western Vancouver Island in the Pacific North West. This is the start of our most wild adventure to date, with heavy weather, big seas and extremely remote and...
CHEAP Off-Grid ELECTRIC Heat – Sink or Swim 224
Finding Simon

CHEAP Off-Grid ELECTRIC Heat – Sink or Swim 224

Sponsored by Skillshare The first 1,000 people to use this link will get a 1 month free trial of Skillshare: Something happened to the last clip, I don't know why the audio is out of sync with the video, sorry about that Music by Alex Siegel ( Supporting Simon Thank you for watching and lik...
2021 Review NEW YEAR Livestream
Finding Simon

2021 Review NEW YEAR Livestream

Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Christmas Wishlist ( For simple straightforward donations, go to my Paypal: paypal.me/ShelbyandSimon Thanks so much! New episodes every W...
Scary Sea Plane Crash!!
Breaking Waves

Scary Sea Plane Crash!!

We help some boats that drag anchor, Raymarine MFD install, beach days, and a life changing moment for Ben. when his sea plane crashes on take off in Tofino Harbour. A portion of our Patron donations is being sent to Rugged Coast Research Society. Thank you for keeping us going!! www.ruggedcoastr...
NEW MOTORBIKE CHRISTMAS
Finding Simon

NEW MOTORBIKE CHRISTMAS

Music by SXLXMXN ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Christmas Wishlist ( For simple straightforward donations, go to my Paypal: paypal.me/ShelbyandSimon Thanks so much! ...
Electrical DISASTER and BLUETTI EB70  – Sink or Swim 223
Finding Simon

Electrical DISASTER and BLUETTI EB70 – Sink or Swim 223

Sponsored by BLUETTI EB70 ( Music by Honey Moon ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Christmas Wishlist ( For simple straightforward donations, go to my Paypal: paypal.me/...
A New Adventure Part III   The End of the Beginning
Sailing Infidels

A New Adventure Part III The End of the Beginning

As the sailing season for the west coast of Canada comes to a close, the Sailing Infidels, finish it off with the final leg of the beginning of our circumnavigation of Vancouver Island. In this episode we make a triple hop from Quatsino Sound to Esperanza Inlet, where we will decommission Cosmic Deb...
AMAZING Nonskid Solar Deck – Sink or Swim 222
Finding Simon

AMAZING Nonskid Solar Deck – Sink or Swim 222

Sponsored by Renogy: Use coupon code "Findingsimon" for 10% off ( Music by Dog Trainer ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: Christmas Wishlist ( For simple straig...
TELESCOPING MASTS – Sink or Swim 221
Finding Simon

TELESCOPING MASTS – Sink or Swim 221

Sponsored by Skillshare The first 1,000 people to use this link will get a 1 month free trial of Skillshare: Music by Samuel Scott McCumber ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patr...
Swimming with our Girl Friends and Sailing, Surfing, in Tofino British Columbia – Ep50S3
Breaking Waves

Swimming with our Girl Friends and Sailing, Surfing, in Tofino British Columbia – Ep50S3

Ben and Alie are finally in Tofino! They set out to find a slip to call home, take advantage of the nearby surf and have a close encounter on the boat with a rock. With Clayoquot sound as their backyard they start to explore all the inlets available to them and find a great swimming hole with some q...
Pacific Northwest Cruising- This anchorage NOT as scary as it sounds! | Ch 4 E 39
Wayward Life Sailing

Pacific Northwest Cruising- This anchorage NOT as scary as it sounds! | Ch 4 E 39

We head back to Dead Point Bay after a couple of weeks in the Port McNeil area and spend our time enjoying this amazing area. Patreon: Website: Instagram: Facebook: SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
NEW SOLAR ROOF – Sink or Swim 220
Finding Simon

NEW SOLAR ROOF – Sink or Swim 220

Sponsored by Renogy: Use coupon code "Findingsimon" for 10% off ( Travels with Geordie ( Music by Banzai Florist ( Supporting Simon Thank you for watching and liking my videos. I really appreciate your support, and if you’re interested in more, please check out my Patreon: For simple ...
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