Watch Sailing & Boating Adventures Around the World
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.
Showing 1-24 of 86 results
The San Blas Islands Are INCREDIBLE! But There’s Another Side… (Ep-241)
Aboard Escapade in Panama, Janaye and Jason explore Chichime, navigate mangrove anchorages in Guna Yala, trade with local supply boats, snorkel outer reefs, and face strict drone restrictions in the San Blas archipelago.
SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779
The San Blas Islands are one of the most beautiful places we have ever sailed. They are also one of the most technically demanding. Over 100 kilometres of coral reef protects this archipelago — and that same reef has ended a lot of sailing dreams. After 28 hours of open Caribbean, we arrived in Gun...
Closing Our Chapter in San Blas | Saying Goodbye & Sailing Toward What’s Next
Connor and the family aboard Sailing Big Lost depart the Swimming Pool in San Blas, stop overnight at Chichime, and sail 38 nautical miles to Portobelo under their Code 55 sail ahead of a scheduled boat haulout.
When Family Visits Boat Life for the First Time
After discovering an unexpected porcupine stowaway outside Shelter Bay Marina, the crew of Big Lost tackles watermaker leaks and sails east to San Blas with family aboard.
Choosing the Window | Leaving San Blas & Sailing to Shelter Bay
The crew aboard Sailing Big Lost departs the San Blas islands, navigating beam seas and commercial canal shipping lanes on passage to Shelter Bay Marina in Colón, Panama.
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.
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.
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 ...
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...
End of an Era; Our Last Passage in the Atlantic (Calico Skies Sailing, Ep.136)
We leave the San Blas after cruising the tropical paradise for a whole two months - It feels too short but a canal crossing is on the horizon! We haul anchor, set the Spinnaker and zoom off following Delos our buddy boat. It’s a lovely passage and after several hours of sailing we arrive into a pret...
YOLO Baby! Chasing our Dream b/c We’re Not Getting Any Younger (Calico Skies Sailing, Ep. 135)
Our last days cruising in the amazing San Blas Islands will prove to be THE best yet! Two months behind us in this pristine cruising ground has meant beautiful anchorages with good holding and protection, white sand and turquoise water for days and palm trees swaying in the breeze. We would stay for...
That One Time I almost Died getting Dinner. SV Delos Ep 369
What's it like to catch your own food, build a beach fire, and cook it under the stars with amazing friends? In today's video we follow Plukky into a system of cracks and caverns in the outer reef. I accidentally corner a Goliath Grouper twice my size and nearly get smashed when it freak...
CROC HUNTERS of San Blas. SV Delos Ep 368
We go in search of the one thing that's really scary out here- saltwater crocodiles! We sail back to the Holandes Island Group and meet up with our crazy Australian friends we haven't seen in years. Plukky from Sailing Into Freedom shows up as well. It doesn't take long before we fa...
Mom PLEASE Don’t Watch This 😂..The Multiple Ways Hanging with Plukky almost got me killed (Ep. 134)
Why don't I want my Mom to skip this one? It starts out innocently enough with a bonfire in the new spot we sailed to last time - A gorgeous beach in the beautiful San Blas Islands, Panama. We're here with friends on Delos and Plucky of Sailing into Freedom, plus Andi & Charli. We'...
BAD NEWS if we mess this up! SV Delos Ep 367
We decide to sail through a labyrinth of uncharted reefs while trying to explore a traditional Kuna Village! After weeks of exploring the outer islands we get word of a Kuna Independence Celebration, and apparently it's cool if we rock up and join the festivities. So we pull up the hook and s...
Is Every Sailing YT Channel in the San Blas? Racing Delos & Plucky! (Calico Skies Sailing, Ep. 133)
We’re sailing to a new island here in San Blas, Panama to check out a new spot with our buddy boat s/v Delos - Our ‘routine’ while cruising here. We recently added friends Andy & Charli to the mix (friends since the TTYC days) and today we’re adding our friend Plucky on s/v Sailing into Freedom....
Family Life Anchored in PARADISE! SV Delos Ep 366
Jackery Explorer 1500- The launch of Jackery brand-new product kicks off at on 8pm PDT on #JackeryDay 5/12. Watch the live stream product release worldwide on Jackery official website and social media. 👉 What does a broken toilet, a perfectly cooked eyeball , and kite surfing all have in common?...
Are we lonely in this life? (Calico Skies Sailing 132)
A question we are often asked is if we are lonely living and traveling full-time on a sailboat? Is it difficult to be without family and a grounded community?? In our experience the sailing community has been one of the biggest draws to this lifestyle, as they say friends are the family you choose! ...
KICKED OUT – A Strange encounter in San Blas. – SV Delos Ep. 365
To get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase, go to . We try to tread lightly in the places we travel, and respect the local laws and traditions. But sometimes things go sideways. In today's video we decide to leave the outer islands of the San...
What you’ll never see on vacation!! Guna Yala Revolución Celebration(Calico Skies Sailing 131)
Isla Tigre, a San Blas island with a population of fifteen hundred is celebrating Independence Day and they are happy to have us participate . We spend a day at the festival which begins with a reenactment of the revolution that secured for the Guna people their independence from the Panamanian auth...
NOMADIC & FREE: Family Life at Sea! SV Delos Ep. 364
Constant travel has it's pro's and con's, just like everything in life and we alter our routine to keep things fresh. After weeks alone drifting from island to island we decide to join the social cruising scene of San Blas, Panama. We sail to Isla Cambombia in search of fellow sail...