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.
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...
After weeks in the San Blas Islands, we slow things down and close a chapter that meant more to us than we expected. From quiet mornings at the Swimming Pool anchorage to one last visit to BBQ Island with the kids, this episode is about saying goodbye, reflecting on the journey, and preparing for wh...
After weeks anchored in the San Blas islands, it was time to move again.
In this episode, we leave the Swimming Pool anchorage and begin our passage toward Shelter Bay. The weather window wasn’t perfect — the seas were rolly — but with lighter winds and tougher conditions building ahead, it was the ...
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.
In this episode aboard Sailing Big Lost, we finally trade the noseeums of Snug Harbor for sunshine, clear water, and one of the most iconic...
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...
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...
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 ...
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...
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...
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...
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...
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...
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'...
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...
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....
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👉 What does a broken toilet, a perfectly cooked eyeball , and kite surfing all have in common?...
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! ...
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...
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...
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...
After a few days exploring the surrounding islands we begin our undersea exploration. Fellow cruiser and friend Hannah is willing to take Sierra off our hands for the day! So we dedicate the day to exploring under the surface. The amount of diversity here is incredible and on a short swim around ...
If you had a week to spend on a Deserted Island what would you do? We anchor Delos at the incredible uninhabited Coco Bandero Cays, San Blas, Panama and make a plan to sink into the sand for the next week or so. We begin by exploring the beach, meeting the local fisherman, and cooking an amazing l...
How does a big ole' cruising ketch match up against a production catamaran? We meet up with our buddy Colin from @ParlayRevival in San Blas, Panama for a weekend of messing around in boats. When two boats and crews get together it's always a race, and in this case an entire regatta :) ...
We make it to the paradise of San Blas, Panama and promptly consider never leaving! Our first stop in this incredible spot is Cayos Chichime, where we immediately head into the beach to stretch our legs. We find swaying palm trees, golden colored beaches, and gin-clear water. The locals are super...
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