Watch Sailing & Boating Adventures Around the World – Page 4 of 42
Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.
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Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know
Anchored at the Swimming Pool in San Blas, Sailing Big Lost manages power in heavy cloud cover, receives a panga grocery order, and investigates recent boat fires.
SSL749 ~ The state of the Lady…
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We Finally Made it the San Blas “Swimming Pool”
Aboard Big Lost, Connor and Kelly escape no-see-ums in Snug Harbor, haul diesel by hand in Nargana, troubleshoot a starboard raw water pump, and sail into the Swimming Pool anchorage in San Blas.
Rained Out in San Blas
Sailing catamaran Big Lost navigates heavy rain and seven-foot swells through Guna Yala, exploring the shallow Sugandi River before finding shelter in Snug Harbor.
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
Sailing Big Lost voyages from Colombia into Guna Yala, navigating coastal reef passages to Caledonia and Isla Pinos while learning local customs and island technology.
Sailing Cartagena to Panama (Rosario Islands Stop!)
Sailing Big Lost departs Club de Pesca Marina in Cartagena, stops at the Rosario Islands, and motors 125 nautical miles to Puerto Obaldía, Panama.
SSL748 ~ Testing a BEAST!
Some of you might remember my other two sons, Justin and Brenden.. they are both on hand for todays video, and if you also remember that Brenden used to edit our SSL videos, you'll be happy to know that he edited todays video! Today we're having some fun with a new e-Scooter called the DT...
SSL747 ~ Time for a MAJOR Change
We're off on a new kind of adventure this time, and not sure how long it will last because life is moving in directions we never anticipated.. that ever happen to you?? Thanks for your support of our journey, and hope you enjoy this latest episode in our series! Cheers, Captain Rick, Maddy,...
SSL746 ~ time to say Good-Bye
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Sailing Tequila From Mexico To Canada. Day One Starting A Sail Cargo Business.
Mariner’s Spirit: Join The Founders Circle Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #economy #shipping #globaltrade #entrepreneur #sailin...
SSL745 ~ DISMASTED
Today's update takes us back to the boat in Cartegana, COLOMBIA, on the hard at Manzanilo Marina and Boatyard.. we spend time reviewing some of the recent issues we've found with the hull and keel bolts of "Sophisticated Lady".. and hopefully find solutions! We also get a call t...
SSL743 ~ some very bad news…
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SSL742 ~ a very BIG hole in the Boat
More projects with our refit today as we tackle some old thru-hulls that are way overdue for replacement.. including the mounting of our new 3D sonar transducer with a sneak peak at one of our next major upgrades from RayMarine for Sophisiticated Lady... the installation of an Axiom 2 16" Pro c...
SSL739 ~ we NEVER expected THIS..!
If you'd like to see more about Clara and Hubert, our best crew ever, find their Instagram page at: and be sure and tell them we said Hi! :) Our friend Roxanne also does private bookings for her music anywhere in the world, find her at: and also be sure and tell her that we all said Hi! :)...
SSL739 ~ a LASER for our REFIT ??
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SSL738 ~ Searching for KATRINA
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!
SSL737 ~ It’s Time..
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Our last sail | Sailing Sitka Ep 182
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. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. Back in Linton, the focus shifts to preparing S...
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 season’s end in sight, they ready the boat for o...
SSL736 ~ this Sh*t almost cost us our BOAT
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!
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 you keep up? Subscribe, watch the journey, an...
SSL735 ~ Burnout is REAL
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!
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 behind damage. The ocean may be everyone’s playgr...