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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

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…

Why a Catboat?

So, Why A Catboat?   There are many different types of sailboats and they are defined by three distinct characteristics: hull type, keel type, and mast/sail configuration. The most traditional and common hull type on a sailboat is a monohull—a single hull. The other two, catamarans and trimarans, have great…

Thanks for visiting!

Dear friends, Thank you for visiting our website! With our new blog section, it will be easier to keep in touch and stay up to date on what’s new with Catboat Charters. Additionally, we are in the process of setting up an online store for ordering Catboat Charters apparel online!…