We visit a wreck on a nearby reef. It is sad to see another boat washed up on a reef, damaged and stripped beyond repair. We take some time to explore the ...

We go exploring around Cayo Alcatraz but it's not what we expected. It really is a lonely harsh place and I love it. I visit a hurricane devastated beach and ...

We officially check out of Cuba and leave Cien Fuegos as early as we can in the morning. Its a long day sail but we fall back on a backup plan when the wind ...

$2 lunches, $1 socks, boat repairs, massive German Shepherd playing with 4 week old kittens and we save a cat missing half of its face!!! It's all happening ...

Margarida is excited. We arrive to Cien Fuegos where she can finally get some culture. We also explore Trinidad, a nearby city where we find the world's ...

We leave the western part of the Cays of the Gods and head to the lighthouse at the end of the chain. We are hoping to climb and take pictures from the top but ...

Tag along while we island hop our way South! This week we sailed from Long Island to Water Cay, down to Flamingo Cay, then Buena Vista Cay. We ran into some ...

Margarida is back and we sail for the Cays of the Gods, sounds dreamy doesn't, well there aren't too many trees there but it's a stop along the way to Cien ...

I am still alone but Margarida is flying back today wooohooo....I am trying to arrange a perfect romantic picnic but things seem to be getting in the way. ...

We are still on opposite sides of Cuba. Margarida is still with her parents enjoying the sites while I have an easy run back to Cayo Largo in order to be ready ...

In this week's episode of Barefoot Sail and Dive we have a few problems in paradise specifically with getting our keel off! It seriously won't budge. Watch ...

What can I say? Margarida leaves and I am alone....oh well it's a sad time but I find a wise moray eel and she becomes my teacher - my moray eel teacher, and ...

Margarida's parents come to visit us and we do a tour of Cayo Rico and Hijo Reef. Southern Cuba is a sailor's dream with crystal clear water, the whitest ...

Harold is really supporting both my channels by watching 1000's of times. I didn't know how he did it so I rang up YOUTUBE and got the inside scoop. The ...

Toau, one of the worst pass entries for us as we showed in the last video, turns out to be a beautiful, uninhabited place in Paradise. We enjoy a few lonely ...

We leave beautiful Cayo Rico and finally get in to Cayo Largo, Cuba. We check in and have a problem with all the fresh groceries that we have brought in. The ...

Just before arriving to see Margarida I was hit by several squalls and the furler got jammed in both directions - I could not furl or unfurl the genoa. This ...

Check out the new channel Spearfishing Nomad https://youtu.be/Bu4boWa_H0g The champion Margarida gets us conch and hogfish for dinner. I give a lesson on how ...

We made it to the Maldives! When we arrived we received the warmest welcome from our agent, Assad and all the officials. They came to Skylark to complete the ...

We are finally back together and talk about what is happening between us. Give it a thumbs up if you liked this episode! Get your Sailing Into Freedom Crew ...

We move from our friends in Cayo Campos and head East to Cayo Rosario. We sail over some shallow areas very slowly but even with Margarida keeping lookout on ...

The final return but it isn't what you would expect. Give it a thumbs up if you liked this episode! Webb Chiles (the Legend) books on Amazon: - The Open ...

I go diving and discover lobster everywhere... so many in fact that there were not enough proper hiding spots. I even got charged by one, classic! I feed ...

Margarida shows us a bit of domestic life on the boat while I go out and get some dinner. I return and am greeted by a smiling darling wife ready to go to the ...