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An update you’re not expecting!
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Thats right! We're starting a private charter business with Sitka in the San Blas Islands!! Click the link here to check out our website and inquire about ...

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Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
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As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying ...

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Our last sail | Sailing Sitka Ep 182
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After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. ...

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The End of an Incredible Chapter | Sailing Sitka Ep 181
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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 ...

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From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
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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 ...

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Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
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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 ...

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We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
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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 ...

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Slammed into at anchor in High Winds “It could’ve been so much worse…” | Sailing Sitka Ep 173
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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 ...

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Sailing back to Paradise | Sailing Sitka Ep 172
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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 ...

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Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
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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 ...

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Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
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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 ...

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The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168
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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 ...

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Getting delivered boat parts to the edge of civilization (FAIL)  | Sailing Sitka Ep 167
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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, ...

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Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
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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 ...

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Trouble in Paradise… | Sailing Sitka Ep 165
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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 ...

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Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
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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 ...

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San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
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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, ...

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“50 years of history GONE in a second…” | Sailing Sitka Ep 162
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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 ...

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Sailing to a remote, timeless village on Panama’s pacific coast | Sailing Sitka Ep 156
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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 ...

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Journey to the most protected bay in Costa Rica | Sailing Sitka Ep 153
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In this episode of Sailing Sitka, Jay and Kenna sail the squally and sloppy seas from Quepos to Golfito, down the pacific costa of Costa Rica. After having ...

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Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151
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In this episode of Sailing Sitka, Kenna and Jay sail from Bahía Ballena to Quepos on the pacific coast of Costa Rica.

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A fast and rough passage to paradise | Sailing Sitka Ep 149
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In this episode of sailing sitka, we leave Mata De Cana anchorage in Bahia Culebra to sail 125 NM to Bahia Ballena, here in Costa Rica. On this passage we ...

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Getting our boat ready for our next offshore passage in Costa Rica! Sailing Sitka Ep 148
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On this episode of Sailing Sitka, we get our Cheoylee sailboat offshore ready by provisioning fr food, water, fuel and some extra fixings by making do with ...

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Feeling the wrath of Mother Nature: Can we catch a break? | Sailing Sitka Ep 146
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In this episode of Sailing Sitka, we can't seem to catch a break when it comes to anchorages or the forecast of Central America. We sail to Playa Del Coco to ...

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