Watch Sailing & Boating Adventures Around the World – Page 4 of 41
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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 10–14 ft seas on a lee shore, their engine faile...
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, and tackling laundry and water runs. For a mo...
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 memorable encounter, Jay and Kenna sailed to L...
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. However, there are local services that deliv...
SSL734 ~ Captain’s Update
Happy Sunday Everyone! Today we send you an update of our travels the past little while that we've been missing in action.. sorry for the quiet lately but we've been enjoying some family time and traveling with new friends with families on boats also.. all while keeping up with maintenanc...
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 for a chaotic situation. Thanks for watching ...
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 adventure, wind and good times. Check it out and su...
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 hard for years and the hustle has now tu...
“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 way toward the desolate and world-renown...
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 even made it all the way through, they now can ...
SSL733 ~ this BOAT design is GENIUS !!
Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
🚤 SAVING TRITIUM: New Beginnings with a 72′ Carbon Trimaran + Exciting DIY Projects
After nearly 4 years of hiatus, the Another Adventure YouTube channel is officially back! We’ve dusted off the GoPro, brought in some awesome editors, and have been working behind the scenes organizing footage to kick off this brand new adventure—because Tritium (our new 72ft all-carbon/Nomex trimar...
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 already but adding an unreliable and untrustwor...
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 tuned for next episode as it will be the one w...
SSL732 ~ SNEAK PEAK..
Hey Everyone! We've been busy sailing and having a lot of fun with new friends these past couple weeks, including new sailing kids that Ricci has been loving hanging out with! I just shot some new aerials at some of our locations as I've been having tons of fun with the new drones also, ...
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 for watching and please subscribe if you enj...
SSL731 ~ Life is like a box of Chocolates..
In this episode we take you for a wild ride as we start with a beautiful tallship anchored in our backyard, then venture on a daring dinghy ride far into a jungle river with some new sailing friends we met recently! After that we'll go back to our friends private island where we'll help t...
SSL730 ~ SPECIAL ANNOUNCEMENT
Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
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 as we discovery the simplicity and bea...
SSL729 ~ Looking for TROUBLE..
Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
VAN vs BOAT: 7 Reasons BOATLIFE Is Too Hard For You
Is Vanlife better than Boatlife? Go to for 4 extra months of Surfshark I love Boatlife, but Vanlife was my 1st love. But which one's actually better? We compare our Vanlife roadtrip across America to a Boatlife passage we did to the San Blas Islands. Vanlife crushes it in most of the categori...
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 subscribe if you do!
SSL728 ~ my new favorite ride for 2025..
Thanks so much to AG1 for sponsoring today's video! If you guys want to try AG1 for yourselves and see what benefits you may find, use my link or scan the QR code to subscribe and save $20 off your first subscription of AG1! For more details on my awesome Engwe X26 Fat-tire Ebike, visit the ...