Is there such a thing as the BEST ANCHORAGE IN THE WORLD? The best place to anchor your sailboat and enjoy cruising life? In this video we use one of our ...

Week three and we're still grinding while we deal with those little spots of osmosis. But propeller shaft problems develop as we try to pull the cutlass ...

* ALL FOOTAGE FILMED & INITIAL EDIT PRIOR TO FINNS DISAPPEARANCE. This week we get a lot of final jobs done as we prepare to cross the Atlantic Ocean ...

There are many parallels to boat life and surviving and thriving in paradise, but it’s the simple moments that are remembered most. ❤ Join Our Crew! ❤ For ...

Updated Note: This video was made when I left Tokyo Port for good in March 2021 and is the first episode of Season 3 of this Channel A lot happened during ...

One of the main questions we get asked about living on a sailboat is "do you work?"

After a few days of cleaning we move onto our new sailboat! Patreon: https://www.patreon.com/thewaywardlife Website: http://www.the-wayward-life.com ...

LIVING on a SAILBOAT FAR AWAY from large centers of civilization gives us the option of taking ourselves "out of the equation". With case counts rising in the ...

This episode is all about what it is like to be at anchor in a storm! join us as we cruise the wast coast of Canada in winter. Follow us on Facebook and ...

Gotta love those days when sailing is easy! You can read, cook up a storm in the galley or simply take a nap. After waking up in a new location we set sail ...

We are FINALLY back to full time boat life! We loaded up the trimaran and set out on our first leg of the Florida loop. We planned to just get to the first ...

Vesper WatchMate XB-8000 smart AIS install - Sailing Sailfish Ep.35 Join us we install our new AIS Vesper XB-8000 smartAIS Transponder with WiFi and NMEA 2000 ...

We're back on Archer! Five months in 20 minutes is all it took! We show you the repair process and share what it felt like to get "home” at the end of 2019 ...

Yes, that day threw a lot at me. 27 hours non-stop. It's my birthday this week and I make another important incremental step forward in training for my ...

Catamaran Sailing Uninhabited Island and Boat Life Full Time! In today's sailing vlog, we sail our catamaran off grid to go exploring uninhabited islands in ...

We're a long way from western conveniences. For your chance to win a Sprinter Van with $80k worth of customizations and support a great cause, go to ...

Is this TOO GOOD to be true?! For the first time in the last YEAR we find ourselves actually sailing...DOWN WIND! And what's that?! The waves are BEHIND ...

In this episode, we answer some of your questions so you can get to know us a bit better.

Can you survive 100 Days in a DESERTED ISLAND?? 🏝 3 months stranded in a paradisiac and deserted island with no grocery stores, no internet, no cars and no ...

We start heading north again! We sail to an Island with a dark past of cults and treasure. Follow us on Facebook and Instagram for real time updates ...

We are on a remote island with a unseaworthy boat. We need to get her to a qualified yard on another island and fully inspect her for damage. And we learn that ...

Hi .. . this is not a normal episode. Just wanted to update on my whereabouts. I have made it to Havu Port on the southern tip of Oshima. It was a bit of a ...

What's next for SailAway?! Where do we go from here?! We catch you up on our most recent passage, life in Antigua, and our cruising plans for the future. ...

In this episode I do my last bit of solo sailing before going home for the holidays to spend time with family. Then I have a new crew member join me - my Mom! ...