Call us crazy, but we recently invited some complete strangers on our upcoming bareboat charter trip! In this video we fly to Ft. Myers beach, Florida to meet ...

Open ocean on @SailingBigLost

We're setting the sails for passage making, but we move right on past a popular destination in the South Pacific. See what happens as we tackle yet voyage ...

Sailing is all about the journey…even the frustrating bits. Get a bottle of vitamin D3+K2 & 5 travel packs FREE with your first purchase: ...

After two days on the island Helgoland I have seen enough, and it's time to continue the trip towards Gothenburg, Sweden. Well in all my video's I tell you ...

Support: Patreon: http://www.Patreon.com/SailorBarry PayPal: http://www.paypal.me/dustcollect Buy Us A Beer!!: https://www.buymeacoffee.com/sailorbarry Sailor ...

On this week's episode of Onboard Lifestyle, we button up our bulkhead painting project before taking an incredible nature walk through the nearby jungle. The ...

The time has finally come! We've been doing a MAJOR refit of our boats electronics, we're about to commission Calypso and take you along for the ride! ...

Do you want more information about becoming a sailing cruiser? Read our article outlining everything you need to know. ...

Unforgettable Sailboat Adventure: Rescuing a Vulture #sailboat #vultures #rescue We try to rescue a vulture that crash landed next to our boat. We were ...

Support: Patreon: http://www.Patreon.com/SailorBarry PayPal: http://www.paypal.me/dustcollect Buy Us A Beer!!: https://www.buymeacoffee.com/sailorbarry Sailor ...

Armed Men Try to Board our Sailboat at Midnight! Secure your privacy with Surfshark! Enter code WYNNS for an extra 4 months free at https://surfshark.com/wynns ...

To moment I published a video of my trip to Gothenburg, Sweden, quite some people wrote me that I had to go and see the Isle Helgoland. "You will love it," ...

On this week's episode of Onboard Lifestyle, the crew continues the much needed bulkhead paint repair. Sand, fair, sand, paint, sand, fair, sand, paint. That ...

This is my first single handed solo sail in my 46ft sailboat. What could go wrong when a girl sails her sailboat alone for the first time? Stick around to find ...

Welcome back aboard our sailing catamaran, Calypso! We're about to jump right into a MAJOR electrical upgrade! Come along as Dave from Marine Craft starts ...

Sat at anchor - Don't they ever sleep in this place? #boatlife #greece #sailing We are on the island of Leros sat at anchor in the bay and it's their ...

Yacht Yoga - Finding your zen #sailing #yoga #zen Did you know that practicing yoga on a yacht can elevate your experience of mindfulness to a whole new ...

How to sail through a narrow channel Join us as we sail between Paros and AntiParos where the depths get down to less than 1 metre! ...

In this harrowing video, Carl and Jenny from the YouTube channel share their experience dealing with a serious issue onboard - a blockage in their boat's ...

Join Captain Hank as he ventures further into the breathtaking Baltic Sea on his quest to reach Sweden. In part two of this captivating series, witness Captain ...