We're pulling the anchor up and headed for the Hudson River! It's finally time to repair the damage from our hit and run boater, in the meantime we'll do some ...

We're going sailing and Tara, our new crew member, is hoisting the sails! We'll sail towards New York where we'll anchor off of a famously haunted island where ...

I take Tara to a pub where she decides to take one for the team...She's slurping it down so we can enjoy a cold one! Then we're sailing to a favorite local ...

We're in Montauk, New York waiting out a big blow. We'll go exploring which turns into day drinking in one of America's most lovely towns! Come see all the ...

We're on Block Island in the Northeast U.S., we meet some amazing new friends who offer us their sweet classic Jeep for a day of exploring! Come experience ...

We've pulled the anchor up and departed for an offshore sail to Block Island! Tara immediately learns what it means to have a sailboat moving under you, come ...

Tara, the new nanny, is onboard! We get her settled in, fix some boat issues, and visit a local historic destination before setting sail for Martha's Vineyard! ...

After our weekend in Provincetown we sail 20 miles south to the Cape Cod Canal where we deal with high currents and bridges. Then we're off to get our ...

We're sailing to an historic town in America! We'll grab some fuel, deal with another crazy boater, get the most expensive mooring ball ever and explore a ...

We're moving on...From a month of bad events, we've set sail and are headed east. Come hang out in a couple of Long Island Sound anchorages with us as we catch ...

We're relaxing in a new anchorage when a seemingly intoxicated boater comes and slams into Calypso right before a storm hits. There's a struggle to get them ...

We JUST got hit by a Hurricane, come see the aftermath. We notice we have some damage, then we try to get off the dock when we get some terrible news..all ...

It's a snoozy morning that gets destroyed by a Hurricane! We're hunkered down for what turns out to be way worse of a storm than anyone could have guessed. ...

We finish our overnight sail, we arrive in New York harbor during the early morning hours. We're just in time to get an amazing experience with the Statue of ...

We've woken at anchor in a gorgeous bay, we're heading a bit north to a lovely vacation destination! Come see how difficult it can be to find space! Then we're ...

We've grabbed the only available anchorage before a massive thunderstorm hits us. The problem? We are completely exposed to the rough seas and winds that are ...

We're headed north along the Chesapeake Bay! We'll have a night at anchor, then navigate through the famous C&D canal system. Will we continue past Cape ...

It's true! Come see what we mean. We're taking you on a journey showing you what it's like maintaining a 44' sailing catamaran while living aboard and ...

Electronics repair, diesel engine maintenance, safety gear...We're taking you through so much good stuff on this episode! Plus we explore what keeps Jeremiah ...

You won't find pretty sunsets and yummy cocktails in this video. Come see what life is really like when you live on a sailboat! Check out our NEW webpage at ...

We've received a great list of questions from a couple that are planning to sell it all and go sailing, we sit down and give our opinions! Hopefully this will ...

How do you handle getting prescription medications while cruising offshore? Medical emergencies? What about a serious heart related emergency? We'll show you ...

You're coming along the ICW with us as we navigate narrow channels and bridges! See what happens when you come up to a bridge with an unknown height while at ...

We get hit by a HUGE lightning and wind storm, we have to drop anchor fast if we're going to be able to make it through. We'll hunker down with you while it ...