Sailing Sitka – Page 6

Watch Sailing Sitka from the Beginning!

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Sailing to Panama | Sailing Sitka Ep 155
Sailing Sitka
Sailing to Panama | Sailing Sitka Ep 155
In this video of sailing sitka, jay and Kenna sail to their first port in Panama from Golfito, Costa Rica. They anchor in front of a desolate little island consisting of nothing but tall standing palm trees and white sandy beaches. Thanks for watching and ...
  • Feb 16, 2025
  • Language: EN
  • Play Time: 00:20:23
Sailing to a remote, timeless village on Panama’s pacific coast | Sailing Sitka Ep 156
Sailing Sitka
Sailing to a remote, timeless village on Panama’s pacific coast | Sailing Sitka Ep 156
Jay and Kenna sail further into Panamanian waters only to discover a hidden gem of a village which was completely stuck in time. Join us on this special 3 year anniversary episode as we sail to Bahia Honda on Panama's pacific coast and learn to live slowly...
  • Feb 23, 2025
  • Language: EN
  • Play Time: 00:17:52
Our last sail on the Pacific Ocean | Sailing Sitka Ep 157
Sailing Sitka
Our last sail on the Pacific Ocean | Sailing Sitka Ep 157
Jay and Kenna embark on a 3 day passage sailing from the tiny village of Bahia Honda to the concrete jungle of Panama City. This sail happens to be their last in the Pacific Ocean as they get ready to cross the Panama Canal into Atlantic waters. Thank you ...
  • Mar 02, 2025
  • Language: EN
  • Play Time: 00:24:05
Final prep & nerves before our Panama Canal transit (real talk and costs $) | Sailing Sitka Ep 158
Sailing Sitka
Final prep & nerves before our Panama Canal transit (real talk and costs $) | Sailing Sitka Ep 158
Jay and Kenna share some real thoughts and info as they prepare to transit the Panama Canal from the pacific to the Atlantic. But not before they enjoy some time enjoying the city life in Casco Viejo. Thanks for watching and subscribe if you enjoy. Stay tu...
  • Mar 09, 2025
  • Language: EN
  • Play Time: 00:24:01
Panama Canal Nightmare: Engine Failure, No Sails, Will we make it through? | Sailing Sitka Ep 159
Sailing Sitka
Panama Canal Nightmare: Engine Failure, No Sails, Will we make it through? | Sailing Sitka Ep 159
Engine Failure in the Panama Canal: Will we make it or get Fined? In the very exciting episode of Sailing Sitka, Jay and Kenna ( along with their pals @SailingSVBully ) embark on their most stressful journey yet. The Panama Canal is an emotional strain alr...
  • Mar 16, 2025
  • Language: EN
  • Play Time: 00:24:38
Engine Nightmare, Breakages & Bad Luck Continues… Panama Canal Day 2 | Sailing Sitka Ep 160
Sailing Sitka
Engine Nightmare, Breakages & Bad Luck Continues… Panama Canal Day 2 | Sailing Sitka Ep 160
Panama Canal Day 2: Engine nightmare & bad luck continues, Atlantic awaits... In this episode jay and Kenna (along with @SailingSVBully ) continue their unexpected adventure through the Panama Canal with their unreliable engine. Their troubles aren't d...
  • Mar 23, 2025
  • Language: EN
  • Play Time: 00:22:41
Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161
Sailing Sitka
Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161
Jay and Kenna are now tied along a dock in Shelter Bay marina after undergoing two of the most stressful days of their lives. While transiting the Panama Canal, their Yammer 56 engine failed several times in the worst possible scenarios. Surprised they eve...
  • Mar 30, 2025
  • Language: EN
  • Play Time: 00:22:02
“50 years of history GONE in a second…” | Sailing Sitka Ep 162
Sailing Sitka
“50 years of history GONE in a second…” | Sailing Sitka Ep 162
Jay and Kenna are in Shelter Bay Marina, fixing some minor and major problems they've encountered while transiting the Panama Canal, on top of that they do some routine and periodic maintenance to make sure their 50 year old sailboat is ready to sail her w...
  • Apr 06, 2025
  • Language: EN
  • Play Time: 00:24:24
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Sailing Sitka
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked h...
  • Apr 13, 2025
  • Language: EN
  • Play Time: 00:20:09
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
Sailing Sitka
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventu...
  • Apr 20, 2025
  • Language: EN
  • Play Time: 00:18:35
Trouble in Paradise… | Sailing Sitka Ep 165
Sailing Sitka
Trouble in Paradise… | Sailing Sitka Ep 165
Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes f...
  • Apr 27, 2025
  • Language: EN
  • Play Time: 00:17:13
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in si...
  • May 04, 2025
  • Language: EN
  • Play Time: 00:18:36
Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167
Sailing Sitka
Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167
While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. ...
  • May 11, 2025
  • Language: EN
  • Play Time: 00:22:42
The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168
Sailing Sitka
The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168
Jay and Kenna along with their pal Derek @ontongjava5441 the man who built a 75ft wooden catamaran on a beach with his own bare hands! He shared with us some stories, details on his boat, lessons learnt and favourite place in the world! Apart from that me...
  • May 18, 2025
  • Language: EN
  • Play Time: 00:19:16
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Sailing Sitka
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up,...
  • May 25, 2025
  • Language: EN
  • Play Time: 00:16:20
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Sailing Sitka
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 ...
  • Jun 01, 2025
  • Language: EN
  • Play Time: 00:22:15
What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171
Sailing Sitka
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...
  • Jun 08, 2025
  • Language: EN
  • Play Time: 00:25:00
Sailing back to Paradise | Sailing Sitka Ep 172
Sailing Sitka
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.
  • Jun 15, 2025
  • Language: EN
  • Play Time: 00:19:32
Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
Sailing Sitka
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...
  • Jun 22, 2025
  • Language: EN
  • Play Time: 00:25:49
Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174
Sailing Sitka
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...
  • Jun 29, 2025
  • Language: EN
  • Play Time: 00:25:30
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Sailing Sitka
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 ...
  • Jul 06, 2025
  • Language: EN
  • Play Time: 00:15:52
Our boat nearly quit, but we didn’t! | Sailing Sitka Ep 176
Sailing Sitka
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.
  • Jul 13, 2025
  • Language: EN
  • Play Time: 00:21:20
What it takes to keep this dream alive | Sailing Sitka Ep 177
Sailing Sitka
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...
  • Jul 20, 2025
  • Language: EN
  • Play Time: 00:17:59
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Sailing Sitka
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...
  • Jul 27, 2025
  • Language: EN
  • Play Time: 00:16:22
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Sailing Sitka
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...
  • Aug 03, 2025
  • Language: EN
  • Play Time: 00:17:27
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka
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 ...
  • Aug 10, 2025
  • Language: EN
  • Play Time: 00:19:46
The End of an Incredible Chapter | Sailing Sitka Ep 181
Sailing Sitka
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...
  • Aug 17, 2025
  • Language: EN
  • Play Time: 00:20:33

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