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 ...

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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 ...

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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 ...

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This week was seriously epic! Glaciers and bad decisions!! We had some pretty intense moments this week and made one huge mistake (that we will never repeat). ...

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 ...

In this Sailing Episode we give you an update on our sailing journey across Greece. Laura takes us under the sea in her sexy new dive gear! We also share with ...

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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 ...

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Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? ...

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 ...

Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? ...

Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew T-shirt: https://teespring.com/stores/sailing-into-freedom Want more? ...

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 ...

If you would like to support with single donations click here - https://www.paypal.me/PlukkyA blast from the past. These are the very last days of my time on ...

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 ...

If you would like to support with single donations click here - https://www.paypal.me/PlukkyA blast from the past. These are the very last days of my time on ...

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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 ...

Support: Patreon: http://www.Patreon.com/SailorBarry PayPal: http://www.paypal.me/dustcollect Sailor Barry & Hailly Episode 26! In real life we’re about ...