Sailing Sitka
Hi Everyone! We are two crazy Coconuts by the name of Jay and Kenna! For years we have prepared our 1976 Cheoylee Offshore 41 for her big offshore passage...finally we have hit the high seas and are heading south from Victoria, BC, Canada! Follow our journey as we slowly attempt to sail around the world. First stop, Mexico!🥥⛵️
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Hi Everyone! We are two crazy Coconuts by the name of Jay and Kenna! For years we have prepared our 1976 Cheoylee Offshore 41 for her big offshore passage…finally we have hit the high seas and are heading south from Victoria, BC, Canada! Follow our journey as we slowly attempt to sail around the world. First stop, Mexico!🥥⛵️
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Sailing Sitka Latest videos
Showing 1-6 of 207 results
The End of an Incredible Chapter | Sailing Sitka Ep 181
And just like that, Kenna and Jay reach their final stop in the San Blas, savoring every last drop of paradise. Between lazy island days and exploring a beachside shipwreck on a neighboring isle, they make the most of their tropical farewell. With the seas...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit ...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitk...
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Jay and Kenna have been off the grid, not setting foot on land for over a week while sailing through the San Blas Islands. While anchored at Green Island, they took it slow to ride out some intense winds. With no working outboard and a less-than-reliable p...
What it takes to keep this dream alive | Sailing Sitka Ep 177
Jay and Kenna have arrived at a new destination—Green Island, a stunning atoll tucked within the San Blas Islands. While this lifestyle often feels like a dream and looks like something straight off a postcard, it takes real balance to maintain it. Could...
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Jay and Kenna set sail from the sheltered anchorage of Chicheme, continuing their journey through the San Blas Islands to a remote and desolate new spot—though, unsurprisingly, not without a few hiccups along the way.Watch Sailing Sitka from the Beginning!
Showing 1-36 of 207 results
New Beginnings Onboard SITKA. Ep 1
This video is the story of how we met along with the adventures and projects that come along with the live-aboard lifestyle. Join us!
Boat Cabin BEFORE and AFTER Remodel Ep 2
In this video we show the step-by-step process on how we insulated and remodelled our quarter berth.
Young Couple Living ABOARD a 41 foot SAILBOAT! Ep 3
This video shows you what it is like to live aboard a sailboat and what our day-to-day routines consist of.
30 CENT FIX to a $5000 System! Ep 4
In this weeks episode, Jay surprises Kenna with a more efficient and organized idea for the clothing locker. More importantly, we fix an expensive problem with a cheap solution!!
Installing an Outboard Lift on SITKA Ep 5
In this episode we install an outboard lift so we can now raise and lower the outboard motor on and off our dinghy.
Are WE Ready to Sail OFFSHORE?! Ep 6
In this weeks episode we have an honest chat about our fears, concerns and excitments about our upcoming offshore sailing plans.
NEW CREW ONBOARD!? / Cockpit Refit Pt 1 Ep 7
In this episode we introduce to you our newest crew member who will be sailing offshore with us. In addition to that, we remodel our cockpit to better suit our needs.
Monkey-ing Around in Our NEW COCKPIT (Refit Pt 2) Ep 8
In this week's episode we continue working away at upgrading our cockpit.
Getting the Boat READY for OFFSHORE SAILING (Refit Pt 3) Ep 9
In this episode we made progress on the cockpit refit project by installing the winches on our new custom cockpit coaming.
How NOT to SINK Your Boat! (High Water Bilge Alarm/Pump Install Pt 1) Ep 10
In this episode we install our bilge pump and alarm set up for offshore sailing. Jay takes his previous experience sailing offshore and applies it to this boat.
WILL WE FLOOD THE BOAT!? Ep 11
In this episode we put our high alarm/bilge pump to the test by filling the boat up with water...
23 Year Old Uses a 1969 Sewing Machine POWERED by the SUN! Ep 12
In this episode, Kenna sews cockpit cushions (with zero experience) using a 1969 Sewing Machine powered by our solar panels!
Wilfred is ALIVE! (HYDROVANE Install Gone WRONG) Ep 13
In this video, we attempt to install our new hydrovane named Wilfred in some unfavourable conditions...
FINALLY SAILING! Ep 14
After months of boat projects trying to get Sitka ready for offshore, we set her sails in effort to find our first anchorage of the season!
FULL BOAT TOUR (Young Couple Living Aboard a 41ft Sailboat) Ep 15
In this episode we give you guys a full tour of Sitka, our 1976 Offshore 41 built by Cheoy Lee in Hong Kong. She was designed by Raymond Richards and here are a few stats on her: Length: 40.92ft/12.47m LWL:32.5Oft/9.91m Beam: 12.75ft/3.89m Draft: 6ft/1.83m...
Getting Our WOODEN MASTS Offshore READY Ep 16
In this video, we varnish our main mast and the bottom portion of our mizzen. We also get around to putting Sitka's name on after 6 years, as well as her port of call.
Sailing, Sunsets and SHARKS! Ep 17
In this episode we sail to a near by anchorage to fish and have some fun!
BROKEN SPREADER?! (Could’ve lost the Rig) Ep 18
Big Daddy Safari takes the reins this episode by building 2 new spreaders from scratch. He also introduces you to a good friend named Henry Ford and services an old winch.
Rain or Shine, WE SAIL! Ep 19
In this episode, Kenna's mom is here for a visit and gets to experience sailing for the first time! We sail to Pender Island, eat some good food and experience a drastic change in weather (but that doesn't slow us down.)
Finally LEAK FREE! Ep 20
In this episode Jay takes care of some leaky portholes that were driving us insane! We also get a surprise visit from an old buddy who brought a life changing piece of equipment on board Sitka.
Beaches, BABES and Boat Work! Ep 21
In this episode, Kenna's best friend visits Vancouver Island and experiences sailing for the first time! We love sharing our growing passion for sailing with others. Thanks for coming out Justice!
Building a NEW Door for our HOME on the OCEAN! Ep 22
In this week's episode, Jay builds a new door for our companionway from scratch! Follow along to see his process!
From NO Sailing Experience to SAILING THE WORLD! (Jay’s Story) Ep 23
In this week's episode Jay shares with us how he got into sailing and how he went from knowing nothing to activley pursuing his dream to sail around the world.
PRAIRIE GIRL turned SAILOR! (+ DOOR REFIT pt 2) Ep 24
In this video, Jay adds some finishing touches on the door to get it closer to completion. We also pack our bags and drive east to visit Kenna's family in Alberta, home of the Canadian Prairies (and dinosaurs.)
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!!
Final PREP Before SAILING to MEXICO! Ep 26
In this episode we show you the projects we have been wanting to get done in preparation for offshore. We also go over our list for what else needs to be done before we take the big left turn!
The OFFSHORE PREP Continues… Ep 27
In this episode we continue working to prep Sitka for her big offshore passage coming up quicker than we think...
Saying Bye to Family & Continuous BOAT PREP Ep 28
In this episode, Jay does some much needed boat work in preparation for our offshore passage. We then fly to Jays hometown Quebec City to experience some incredible culture!
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! https://patreon.com/sa...
Provisioning in Preparation for our OFFSHORE Passage! Ep 30
In this video, you meet our third crew member HARRY HALL! We go provisioning as well as finish up some last minute boat projects. Thank you for watching! If you want to support us further, check out our Patreon page! https://patreon.com/sailingsitka?utm_...
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! https://pat...
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 suppor...
A SH*TTY Start to our OFFSHORE Passage! (Literallyđź’©) 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/...
RIG FAILURE OFFSHORE | Sailing Sitka Ep 34
RIG FAILURE OFFSHORE. In this episode we enjoy the best qualities of sailing offshore. Dolphins, tuna, watching movies and warm weather...suddenly interrupted by a drastic emergency with the rig within seconds. Sailing offshore will be the best times of yo...
OFFSHORE EMERGENCY diverts us to LAND Ep 35
In this weeks episode we make our way towards Eureka California to make emergency repairs to our rig. Before getting there safely, we sail though some tough weather all while making spicy tuna rolls. Love what you see? Become a Patreon! We would love to h...
Back OFFSHORE After EMERGENCY Repairs! (Pt 1) Ep 36
In this episode, we sail offshore towards San Diego after fixing our broken spreader from our main mast! Kenna conquers her sea sickness while we get many visits from nature along the way! . Love what you see? Become a Patreon!! We would love to have you ...
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