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 201 results
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've ...
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled...
Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
Anchored in the San Blas Islands, Jay and Kenna are still deep in engine repairs, chasing down a stubborn mystery air leak in their Racor fuel filters. Amidst the stress, a 50-foot charter boat loses its anchor hold and slams into Sitka’s bow—leaving b...
Sailing back to Paradise | Sailing Sitka Ep 172
Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171
Jay and Kenna sail back to Linton Bay in order to get their engine in top notch after having experienced multiple failures. They spend countless hours over the course of a few days eliminating what could be the culprits while on anchor, but they won't know...
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless ...Watch Sailing Sitka from the Beginning!
Showing 1-12 of 201 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!
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