Watch Sailing & Boating Adventures Around the World – Page 3 of 41
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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SSL749 ~ The state of the Lady…
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!
Rained Out in San Blas
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’ve had rain off and on since arriving in Panama, and as we begin exploring the San Blas—now learning their true name, the Guna Yala Isla...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tue...
Sailing Cartagena to Panama (Rosario Islands Stop!)
We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After a month in Colombia—soaking in the historic charm of Cartagena and cooling off in the lush mountains of Minca—we finally had the boat...
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
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 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…
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!
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 ??
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!
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..
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!
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...
Leaf Cutter Ants The Incredible Farmers of the Tropics Panama Wildlife
Leaf Cutter Ants The Incredible Farmers of the Tropics Panama Wildlife Discover the incredible world of leaf-cutter ants in Panama! Witness their massive underground colonies, housing millions of ants that "farm" fungus using cut leaves. Explore their intricate "ant highways"...
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.