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The top boating charters in Massachusetts

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30 Fathom Charters is a 1999 Stamas Tarpon 29 Center console (restored in 2023), based out of Newburyport. 

30 Fathom Charters

Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay. 

Trinacria Cruising Boston

Set sail on an unforgettable journey with Artemis Sailing Charters aboard the beautifully restored 1994 Sundeer Pilothouse 64 Sailing vessel, based out of Gloucester. 

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Tuna Tail Charters is a 2008 Duffy 35 cruiser Downeast based out of Gloucester. 

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Did you know that Chatham, located on Cape Cod’s famous “Elbow,” is home to three iconic lighthouses, over 60 miles of breathtaking shoreline, and expansive sandbars perfect for exploring or relaxing? 

Got Stryper’s Chatham Adventure Tours

Step aboard Lyla Rose Fishing Charters, a beautifully restored 28’ BHM Downeast vessel, based in the historic fishing hub of Gloucester. 

Lyla Rose Charters

Set sail on a 1976 Harris Custom Sportboat, fully restored in 2023, and based out of Gloucester. 

10 Point Charters

Boston Fish Charters invites you on an unforgettable adventure in Boston Harbor! 

Boston Fish Charters

Set sail on Andiamo Fishing Charters, a 2008 Sailfish Center Console designed for adventure and comfort. 

Andiamo Boat Charters

Did you know that the world-famous “Elbow of Cape Cod” has three lighthouses, over 60 miles of shoreline, acres of pristine sand bars to explore or relax on, and is home to the largest grey seal colony in New England?


Massachusetts: 19 boats available

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