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How LUCKY Are We?!? Two Times In One Week! Sailor Barry & Hailly
Check out our in-depth review of the All Powers Solar Generator and its flexible 100-watt solar panels. Find out why this innovative technology could change the way you enjoy boating, sailing, or global water adventure tourism.
Sailing Desolation Sound into Von Donop Inlet | Sailing SV Indigo
There are times when nothing seems to go your way. As we sail into the Desolation Sound area, a series of constant unexpected challenges started coming as soon as we headed into Campbell River, and then into Von Donop Inlet. But ultimately, it’s not about the challenges, it's how you deal with ...
Raw & UNFILTERED: a WILD day OFF GRID (w/ Jake and Nicolle) | EE 134
Thanks to BetterHelp for sponsoring this week's episode. Go to for 10% off your first month! We are going raw and off gird in the Canadian Wilderness with our friends @OffGridLife I'll be honest, their life is HARD! Living on a boat has tons of challenges, and maybe it's just bec...
CATAMARAN BUILD – Laser Alignment Stern Tube & Surfing Tofino (MJ Sailing – Ep 296)
In this week's video we are back to working on the stern tube in the owner's hull. A few weeks before, Matt had made the deadwood (skeg) for the area, and we had been waiting on a specific laser to be able to align the tube itself. Now we have it in our hands and we're able to move ...
ALONE, OFF-GRID with Jake and Nicolle! (woodfire cooking + crabbing + wild foraging) | EE 133
Thanks to BetterHelp for sponsoring this week's episode. Go to for 10% off your first month! The Canadian Wilderness is not for the faint of heart. BUT survived it. I'd even say we thrived in it! Thanks to our new friends @OffGridLifeJake and Nicolle for showing us an new amazing way of ...
I Had No Other Choice…. (MJ Sailing – Ep 294)
Please don't hate me for this...but yes, I've done it again. You've told me not to...but I really had no other choice. This happens to be another video focused on fairing. What choice did I have?, you ask. Not much. As we're still waiting to get a laser in to continue work on...
SAILING On AND Off anchor! | Ch 5 E 71
We head down island to Victoria, BC to jump onboard a Westerly Discus with our friend Trevor and head out for an overnight sail. We somehow manage to get lucky enough to be able to sail (almost) the whole time and just barely need an engine, despite coming very close to a cargo ship and running out...
A Mountain/ Gravel Biking Adventure in the Wilderness of Vancouver Island | ch 5 E 60 |
After some pretty stressful weeks on the boat, we decided to head out into the wilderness for a 50km bike ride on our Sunday off :) Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
We Found ANOTHER Hole- Will this Ever End? | Rebuilding a Steel Boat | Ch 5 E 38
Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
A SH*TTY Start to our OFFSHORE Passage! (Literally💩) Ep 33
Hours before leaving the dock, we find an unpleasant surprise... We then sail to Port Renfrew BC to make our way towards the BIG LEFT! Offshore sailing here we come!!! Love what you see? Become a Patreon! We would love to have you aboard! www.patreon.com/sailingsitka
Engine PROBLEMS Days BEFORE Leaving OFFSHORE Ep 32
In this episode the boys are trying to diagnose a problem with our outboard engine. Before that, Jay does some more boat projects and then stops to see a good friend who happens to be a world renowned artist and sailor! Love our content and want to support us further? Join our Patreon!!
All Things WOODEN! Ep 31
In this episode, Big Daddy Safari does some woodworking himself and afterwards we go and take a visit to the Victoria Classic Boat Festival where we see some old wooden beauties. Love what you're watching and want more? Support us on Patreon!
SEWING a STACK PACK from SCRATCH! Ep 29
In this episode we got a crispy new mizzen sail which meant some more sewing! Jays friend Ryan dives under boat and Jay receives an awesome gift from a local sailor. To follow our journey on a more personal level, become a Patreon!
Adding the Last Steps to Our NEW Bulkwarks!! | Ch 5 E 29
Patreon: Website: Instagram: Facebook: Intro drone footage: Matt @ SV Wind Gypsy's Channel: Music in this video: Epidemic Sound
Boys Trip & BOAT WORK Ep 25
In this episode, Jay and Mikey go sailing for the weekend... but the boat work doesn't stop there!!
Sailboat dog to Hiking dog!
We will be back to regular vids on Friday- After a few complaints about the lack of Max in our current project videos (it's not our fault! He has better things to do!) we decided to take a walk with him in the forest along the river and film it for all of you missing the videos of our super cut...
Daily Routines of Boat Life | Unemployed and Living on a Boat
In this episode I take you along for a week of my life while unemployed and living on a sailboat!
Dolphins Visit Sea Dream of Clyde!
Here is a sneak peak of some of the footage from my current trip north! A group of Pacific White Sided Dolphins came by Sea Dream of Clyde for a play in the bow wake! We are at the northern end of Vancouver Island, and poised to reach Alaska within a week! Stay tuned for new videos!
Everything is Breaking!
In this video we try to bring order back to the boat and end off with some home-made pizza!
Mountain GUSTS (Sailing) – S3EP60
The Breaking Waves crew decides to seek refuge from a Gail in a stunning inlet and remember why they love this lifestyle. Thanks to our new Patrons for signing up! We are now at 73 (at time of writing). Our goal is 100 Patrons so that Alie can become a full time content creator! We donate a port...
Removing Our Mast and Building a Cart to Move It! | Ch 5 E 5 | The Wayward Life
After numerous setbacks and complications, we FINALLY get a crane into the yard to remove the mast. Logan also builds a pretty sweet mast cart so we can move the mast around with just the two of us. 0:00 intro 2:05 Dropping the Mast 4:43 Building a Mast Cart Patreon: Website: Instagram: Fac...
Sailing to Surf – (Almost) empty beach breaks in Canada S3E59
Breaking Waves Crew cooks their catch on a fire before pushing through some big swell to try and catch some surf. The team are faced with big swell, Sealions and Bears as they navigate the remote and challenging west coast of Vancouver Island. Thanks to our new Patrons for signing up! We are now a...
Everything that Could Go Wrong Did- Will We Ever Move This Boat?! | Ch5 E4
After deciding our best course of action is to move the boat, we deal with the craziest weather we have ever seen, along with some other problems that we honestly couldn't have invented if we tried. This was a seriously wild ride! Patreon: Website: Instagram: Facebook: Intro drone foot...