Watch Sailing & Boating Adventures Around the World

🌴 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 ...

Jun 17, 2026
Language: EN
Play Time: 00:22:04

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...

Jun 03, 2022
Language: EN
Play Time: 00:25:24

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...

May 27, 2022
Language: EN
Play Time: 00:19:47

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'...

May 13, 2022
Language: EN
Play Time: 00:30:35

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....

May 06, 2022
Language: EN
Play Time: 00:20:30

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! ...

Apr 29, 2022
Language: EN
Play Time: 00:17:52