After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean. ...

What happens if a through-hull fitting fails offshore? As we prepare Escapade for a Pacific Ocean crossing, we're tackling one of the most important sailboat ...

Discover how Chesca and Ben transitioned from overlanding in a Sprinter van to sailing the seven seas aboard their Freedom 40. A deep dive into the technical ...

After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️ Known as the Island in the Clouds, ...

Ep. 213 ~ Join us as we continue sailing through Greece's stunning Ionian Islands aboard our Fountaine Pajot Helia 44 catamaran, Okaliptus! This episode is ...

Life in Saint Martin is looking much brighter this week! 🌴⛵ After a rough stretch of boat problems and setbacks, we're finally enjoying island life again. ...

Five years ago we bought this abandoned steel yacht for just £2,000. What followed was half a decade of welding, grinding, painting, engineering, rebuilding ...

The Tuamotus are some of the most beautiful islands we've ever visited—but living this far from everything comes with challenges most people never see. In this ...

Sailing from San Quintin to Cedros Island turned into the most challenging sail of our Baja journey thus far. High winds, massive swells, and a snapped line ...

People often see the beautiful beaches, sunsets, and tropical anchorages... but this is the side of cruising life nobody talks about. What started as a simple ...

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → https://bethecaptain.com 🔓 FREE: The ...

Most people think we're crazy. We sold the house, left the routine behind, and crossed the Pacific Ocean with our kids. It hasn't always been easy. There have ...

After weeks of offshore passages, unexpected challenges, and nonstop movement, we finally wake up in one of the most beautiful cruising destinations in the ...

After crossing the Pacific Ocean and spending weeks in the Marquesas, we finally arrived at one of the places we've dreamed about for years: the Tuamotus. In ...

After crossing the Pacific Ocean, we finally arrived in the Tuamotus Islands of French Polynesia. Crystal-clear lagoons, coral atolls, and some of the most ...

After all of the publicity we had to do recently to help find the perpetrator of our stabbing experience, we just wanted to let everyone know we are doing much ...

If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss! We hop on a local bus to the Dutch side and head to the ...

After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we ...

📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → https://bethecaptain.com 🔓 FREE: The ...

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉https://keanespecialty.com/get-a-quote?pid=YSN 🫡 With our first ...

Some lessons come from books. Others come from curiosity, responsibility, friendship, and adventure. Would you choose this education for your kids? ...

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 ...

After returning to Taiohae Bay on Nuku Hiva, we thought we'd only be staying a few more days before continuing west toward the Tuamotus Islands. The route was ...

We are pausing our regular Sunday episode schedule because something serious has happened. This video is a compilation of our evidence from a recent stabbing ...