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The top boating charters in Massachusetts

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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. 

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Set sail on a 1976 Harris Custom Sportboat, fully restored in 2023, and 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? 

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Step aboard Keepin It Reel Charters for an unforgettable day on the water. 

Keepin It Reel 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?


Got Stryper’s Chatham Eco Tours

Embark on a luxurious, unforgettable journey through Boston’s breathtaking waterfront aboard the stunning Motor Yacht, Atlas. 

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Step aboard Cape Ann Cruises—a beautifully restored 1967 Royal Lowell-designed Phil Fessenden Custom Headboat, now modernized in 2023 for comfort, charm, and performance. 

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Massachusetts: 13 boats available

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Massachusetts: 13 boats available