Have you ever dreamed of selling it all and going cruising on your own sailboat? If so, you might want to try it first! That's exactly what our new crew member ...

We've found it! Paradise in the islands. Crystal clear water, remote beaches and more! After a full day of exploring, we'll settle into bed without knowing ...

We're sailing through beautiful crystal clear waters! We'll take you exploring on a deserted island where we find our own little slice of paradise. The girls ...

Lucy is aboard and we're going SAILING! We're putting her right in the mix. Raising sails, controlling Calypso and more! Come see her testing out the cruising ...

I'm pregnant and super nauseous, what better time to bring on some new crew?! You'll meet Lucy in this episode! Plus we'll get some maintenance done as well as ...

We're setting sail together! You're going to help us raise Calypso's sails and sail ourselves to a tropical paradise! We'll see beautiful sights and more along ...

We've been working months to cross to The Bahamas and further, come see what destroys the plan! Have you ever gone offshore and ended up being face to face ...

We're fresh off the dock when I (Brittany) pop positive for being pregnant! Great news but do we need to adjust course? Come see! Then we'll show you what NOT ...

Oh boy, here we go! We've been working for months to leave the dock...Provisioning and boat maintenance including compounding the entire hull. Jeremiah will ...

We've splashed Calypso after knocking out tons of work! Now it's time to head south for warmer weather. But first, we have some unexpected items arise. Come ...

Our final video from life on the hard. We've been working non-stop to get Calypso's repairs completed so we can get her back in the water and cruising! Come ...

We're on the hard, that's where things get hard! Come see what we mean. John is here and he's helping us do some tough repairs. The frustration will set in on ...

Captain John is aboard Calypso, we're headed for dreaded haul out! Why is it dreaded? You'll find out! Come along for the bumpy ride! Then we're taking you to ...

We're aboard Calypso with Captain John, ready to haul her out for some much needed repairs. We'll flash back to the last time we hung out with him, which just ...

We're headed north when we get hit at the wrong place at the wrong time! A massive squall gives us white out conditions while transiting a draw bridge, at the ...

We've pulled into a marina to get some repairs completed. Some critical, some that are nice to have. I'll show you some of the goodies that I picked up in The ...

We just got back from The Bahamas, we're prepping for a passage to Panama! Will that happen? Come see! This season includes a ton of adventure including new ...

We cross the Gulf Stream from The Bahamas and find our starboard prop has seized, making navigating through a draw bridge quite scary! So Jeremiah gears up and ...

We're buddy boating, sailing towards the U.S., the weather is perfect for getting some drone shots while under sail! Everything is great until....Well, you'll ...

DON'T TRY THIS AT HOME! Our on board propane system fails and we're forced to replace the entire thing while at anchor. Come along for this risky maintenance ...

We found a little secret over in The Bahamas, we're going to share it with you! Brittany will get beat up by Nacho and more! If you enjoy our videos, please ...

We find the perfect anchorage...and I mean PERFECT! We have it all to ourselves so we decide to celebrate! We'll show you how we handle school while cruising ...

Would you do this?! We visit a spot where you can get right in with tons of sharks! Oh boy, here we go! Then we're off for a place where you can take a natural ...

We're sailing north in the Exumas, we're going to pull into Staniel Cay which is a popular anchorage. We'll go ashore, explore the town before hitting the bar ...