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Catboat Charters is Martha's Vineyard's most intimate sailing charter. We offer private sailing excursions for groups of up to six. Come for a 2 hour cruise through Katama Bay, past the Edgartown Lighthouse, and along the shores of Chappaquiddick.

Catboat Charters

August Cool

Once again, another month has past and we couldn’t be more overwhelmed with our adventures on the high seas! First of all, the weather has been truly amazing and it’s been great to see so many people out and enjoying our beautiful island. We’re honored, as always, that so many…

A Very Special Sail

Photo: Captain Kurt Peterson and Chris Wedholm Last night, shortly after six p.m., Captain Kurt and Deckhand Haleigh welcomed guests aboard Tigress for a sunset sail. The night was warm, the sky was mostly clear, but streaked with a few clouds, the makings of the kind of sunset for which…

The Best Of The Vineyard

What a wonderful month June has been so far! The weather has been perfect for sailing—warm but not too hot, windy, but not too windy—and everyone has been in good spirits because of it. The improvements that Captain Kurt made to our Tigress, over the winter months, have her looking…

Great Harbor

After Thomas Mayhew purchased Martha’s Vineyard in 1642, his son, Thomas Mayhew Jr set out to begin a colony of families in what was then known as Great Harbor. Little did they know just how great a harbor she would become… In 1671, the three-year-old son of King James II…

We Have Our Work Cut Out For Us!

As we get ready to sail into our 2018 season, we cant help but reflect on what an incredible season we had in 2017. Every season that we have had so far has surpassed the one that preceded it. That means 2018 has its work cut out for it! 2017…

Three Equal Parts

Catboat Charters sees itself in the unique position of being able to offer a vacation experience made up of three equal parts. The first part, and probably the most obvious one, is our Tigress. Tigress is a 91 year old, 30 foot, wooden Catboat and that alone makes her a…