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The top boating charters in Massachusetts

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THANK YOU TO ALL THE SUMMER 2025 PASSENGERS. I ENJOYED SHARING THE BEAUTY OF CAPE COD FROM THE WATER. 

Pleasant Bay Boat Tours

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Trinacria Cruising Boston

Step aboard the Krista Mari, a 26′ Steigercraft Miami, for a private 2-hour cruise along Bass River. 

Bass River Cruises

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

Lyla Rose Charters

Step aboard Tuna Tail Charters for an unforgettable adventure out of Gloucester. 

Tuna Tail Charters

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

Set sail around the scenic waters of Martha’s Vineyard aboard Our Passion, a beautifully maintained 1983 Pearson 422 Sailing Yacht operated by Martha’s Vineyard Charter Company. 

Martha’s Vineyard Charter Company

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

10 Point Charters

Set sail with 30 Fathom Charters aboard a beautifully restored 1999 Stamas Tarpon 29 Center Console, docked in scenic Newburyport. 

30 Fathom 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: 27 boats available

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Massachusetts: 27 boats available