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The top boating charters in Gloucester

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. 

Artemis Sailing Charters

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

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

Tuna Tail Charters

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

Andiamo Boat Charters

Set sail on an unforgettable adventure with Reel Balance Charters, a premium 2021 Blackfin 252CC Center Console, based out of Hampton. 

Reel Balance Fishing 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

The Fishbucket is a Wellcraft 3200 coastal sportfishing boat based out of Boston. 

Fishbucket Sportfishing – Boston

Set sail on a memorable adventure with Jimmy Rig Charters aboard the sleek and powerful 2021 Cobia 262 CC Center Console, docked in vibrant Boston. 

Gloucester: 9 boats available

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