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.

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WE’RE BACK AT SEA! 🌴 San Blas, Boat Repairs & Insurance Update! Ep-235
Leading the Escapade

WE’RE BACK AT SEA! 🌴 San Blas, Boat Repairs & Insurance Update! Ep-235

Sailing the San Blas Islands, Panama after months of sailboat repairs, boatyard damage and an ongoing insurance claim! ⛵️🌴 After months stuck in the boatyard, Escapade is finally back on the water and we’re sailing again! In this episode, we take you along for our first week back aboard Escapade as...
🌴 The Last Paradise Before the Pacific Crossing | San Blas Islands! Ep-227
Leading the Escapade

🌴 The Last Paradise Before the Pacific Crossing | San Blas Islands! Ep-227

After weeks of offshore passages, unexpected challenges, and nonstop movement, we finally wake up in one of the most beautiful cruising destinations in the world: the San Blas Islands of Panama. With only one day to explore before continuing our journey, we move Escapade into crystal-clear shallow ...
Sailing to the Caribbean’s Most Remote Islands! Ep-226
Leading the Escapade

Sailing to the Caribbean’s Most Remote Islands! Ep-226

After a whirlwind week in Cartagena, it's time to continue our journey west. Before leaving Colombia, we make the most of our time ashore celebrating our friends' wedding and exploring one of the Caribbean's most vibrant cities. From island beach clubs and sunset catamaran cruises to...
Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know
Sailing Big Lost

Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know

Sailing in San Blas, Panama comes with incredible beauty—but recent boat electrical fires have cruisers seriously concerned. In this episode of Sailing Big Lost, we talk about power risks at anchor, generator considerations, and lessons every cruiser should know. It’s been a rainy and overcast week...
The End of an Incredible Chapter | Sailing Sitka Ep 181
Sailing Sitka

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...
Are we lonely in this life? (Calico Skies Sailing 132)
Calico Skies Sailing

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! ...
Sailing the Eastern San Blas Islands | Episode 52
WE|Sail

Sailing the Eastern San Blas Islands | Episode 52

WE sail to the beginning of the San Blas Island chain and start navigating our way through the archapelago.Despite the natural beauty of the islands, WE start having mixed emotions about this area due to the amount of trash around the villages and islands. Once anchored off the first island we kno...
Sailing to  the San Blas Islands of Panama
WE|Sail

Sailing to the San Blas Islands of Panama

This episode we say goodbye to Cartagena, Colombia and sail west towards the San Blas Islands of Panama. We have a great overnight sail to the islands, where we first do a little boatwork before setting off and exploring these fairly remote and beautiful islands... The San Blas is an island chain ...
KITEBOARDING The remote SAN BLAS islands – Adventure 11 (Sailing Around the World)
Sailing Nahoa

KITEBOARDING The remote SAN BLAS islands – Adventure 11 (Sailing Around the World)

How can you possibly leave when the wind is up and kiteboarding is to be had? The shallow waters of the San Blas offer some of the best Kiteboarding in the entire Caribbean. Behind each barrier reef are vast sections of knee deep water. The perfect flat water to kite. Your support allows us to c...
WeBoating
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