Herby paints and installs the dinghy rack. He and Maddie discuss the importance of a shakedown cruise and why they are still in Maryland. Support us on ...

Our sailing adventure around Scotland comes to an end and its time to head South. In this episode we go through the Crinan Canal, its a rather daunting ...

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The Sailing Infidels Cruisin' to Haida Gwaii - Part I. In this video, we leave the Fraser River and head north up Johnstone Strait to Port McNeill. Follow ...

What’s this?! An Out Chasing Stars channel trailer?? Well, we figured after almost three years of making videos, it was about time! Meet Amy and David. ...

After brief stop in St. Martin we get back to our route. Hurricane season starts soon and we need to be out and still so much to see and do. So we do - we sail ...

Part 2 of Lealea's first long voyage from Hawaii to Neah Bay, WA. Sailing the Pacific in our Albin Vega 27' sailboat. We thank you for your support. You ...

Maddie and Herby discuss how to choose a good anchorage. They meet new cruising friends and bring Tooth III to the boat! There's a delicious dinner and it all ...

Trouble in Paradise – there is no escaping the dark side of our world and even cruising isn’t a solution 100% of the time. We had only just arrived in Paradise ...

Join us as we sail to the "Dangerous Archipelago" to rendezvous with our good friends Liz and Tahui on "Swell" and Jesse and Leane on "Valkyrie." Our goal is ...

In this episode we spend a relaxing day looking around the beautiful area that are at. For viewing the early release of episodes in this series you can check ...

Is your sailing lifestyle becoming boring? What's life like on a boat - does it grow old? When should you stop sailing? How old are most liveaboards? Are they ...

We set off on a Delos Dives Madagascar Expedition! We’d heard rumors about a few epic dive sites only a day sail away from our trusty anchorage in Nosy be! So ...

Maddie Herby take down, flake, and drop off their mainsail for maintenance. Herby does some work on Tooth III, and Maddie reveals her secret for combatting ...

We are busy in the Episode! We sail from Nassau to the Berry Islands, have a dance party, get some beach time, snorkel with rays, baracuda, lion fish, land ...

The adventure just got bigger. The Caribbean adventure starts with my solo sail across the Atlantic. Now on Patreon. Im pleased to announce we are now on ...

Now offering sailing charters in Tampa Bay! Go to: https://sailingsatori.life/charters ▶ Check out my gear on Kit: https://kit.com/sailingsatori In this ...

We take the boat to Lumut town, anchor up and go on a little road trip through the countryside and end up at a rather strange temple. In it they walk through ...

From one stunning anchorage to another, the Whitsunday Islands prove to be superb cruising grounds for us. The sailing is both challenging and fun - first ...

Lanzarote is the island of 100 volcanoes. So we cruise down volcano road, in Timanfaya national park. A most amazing landscape. Which is the case of much of ...

Justine eats fish to be alive, and Robi lives to fish. We're truly living off the sea, with a little luxury of ice and fresh water on the side. ...

We had a long day waking at 3am to time the currents correctly in the C&D Canal. We transited the canal quickly with a favorable tide and began our decent ...

We are counting down the Top Ten Caribbean Islands that we have sailed to! This is Part 1 covering islands 10-6. Thank you to The Jameson Fog for letting ...

Herby and Maddie give each other onboard haircuts before they set sail for an anchorage further up the river. They are then able to visit their other sailboat ...