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The top boating charters in Gloucester

Gloucester

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

Lyla Rose Charters

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

Tuna Tail Charters

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

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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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Cape Ann Cruises is a 1967 Royal Lowell Designed Phil Fessenden Custom Headboat (restored in 2023), based out of Gloucester. 

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Climb aboard Agawam Boat & Fishing Charters, a sleek 2015 Parker 2510 Sportfish Walkaround ready to take you on an unforgettable adventure from Essex! 

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Set sail with 30 Fathom Charters aboard a beautifully restored 1999 Stamas Tarpon 29 Center Console, docked in scenic 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 adventure with Reel Balance Charters, a premium 2021 Blackfin 252CC Center Console, based out of Hampton. 

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

Gloucester: 16 boats available

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