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The top boating charters in Upper Chesapeake Bay

Upper Chesapeake Bay

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Experience an unforgettable adventure with Backlash Outdoor Adventures, a 2001 Parker 2520 Pilothouse, cruising out of beautiful Pasadena. 

Backlash Outdoor Adventures

Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! 

Hot Pursuit Charter Fishing LLC

Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore. 

Chasin Dreams Boat Tours

Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side. 

Bay Hunter Charters

Tight Times Charters is a 1990 Kencraft Challenger Pilothouse (restored in 2023), based out of Edgewater. 

Tight Times Charters

Screaming Eagle charters is a 2010 Trojan Sportfish Sportfishing based out of Neavitt. 

Screaming Eagle charters

Set sail with Hallocks Grace Charters aboard the stunning 2002 Provincial 42 Downeast, docked in Shady Side, and experience the perfect blend of luxury, comfort, and adventure. 

Hallocks Grace Charters

Set sail on Vista Lady Fish, a 40' Robbins Bay boat built for both comfort and performance. 

Vista Lady Fish

Set sail aboard the Ditch Hag, a beautifully restored 1980 Gene Travers 41ft Chesapeake Deadrise Downeast, based out of Baltimore. 

Ditch Hag Sportfishing Charters

Step aboard Fin N’ Feather Chesapeake Bay, a beautifully restored 1998 Webbers Cove Custom Bay boat, and embark on an unforgettable maritime adventure! 

Upper Chesapeake Bay: 12 boats available

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