I always wanted to circumnavigate the island of Sao Vicente. We tried to do it in one day, but it turned we couldn't in one day. So we crossed the channel ...

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 ...

Finally life is coming back to normal in Mindelo. You can here it all over by way of music. And people are out and about playing and dancing. But as well we ...

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 ...

Living full time aboard my sailboat can be a lot of fun and a lot of work. Join me as I undertake many boat repair projects since my return from Dakar Senegal. ...

Carnival madness in the Caribbean! The amazing Carnival in Guadeloupe was truly the experience of a lifetime! This Carnival in the Caribbean was the best! ...

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 ...

After a month sea trial in the San Blas islands we are able to finally assess the performance of not only the rebuilding of our broken bulkheads but also the ...

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 ...

Me and my boat Galopin are stranded in Dakar Senegal, West Africa. But the man, Arona comes to the rescue with a new gearbox. He installs it successfully and ...

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! ...

Dakar Senegal, West Africa. Where no other sailing channel dares to go. But me and Giani go there and enjoy fine food and meet a host of interesting people. ...

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 ...

If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to 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 ...

If you would like to support with single donations click here - https://www.paypal.me/Plukky New crew that has never been out on the ocean before sailing to a ...

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 ...

Valentine’s Day on my boat in Cape Verde was quite an event. My friend Wendy organized a small party with three of her friends. It went on until dawn when more ...

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 ...

I see sailboats leaving Mindelo Bay everyday to cross the mighty Atlantic Ocean. And I'm trying to sail on myself. But me and my boat Galopin are still getting ...