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The top boating charters in Upper Chesapeake Bay

Upper Chesapeake Bay

Activities

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Climb aboard Burton Charters, Inc., a sleek and spacious 2000 Sea Ray 540 Cruiser, and experience the Chesapeake Bay in comfort and style. 

Burton Charters, Inc

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

Bay Hunter Charters

Step aboard Rowe Boat Sportfishing & Excursions, a beautifully restored 1990 Markley Pilot House Downeast, offering the perfect blend of classic charm and modern comfort. 

Rowe Boat Sportfishing & Excursions

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

Last Cast Charters is a 2014 Parker 1 Pilothouse based out of Crisfield. 

Last Cast Charters

Step aboard Lucky Strike Charters, a spacious and stable 2007 Markley 48 Bay boat based out of Deale, perfect for unforgettable group adventures. 

Lucky Strike Charters

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

Ditch Hag Sportfishing Charters

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

Hot Pursuit Charter Fishing LLC

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

Vista Lady Fish

Experience the perfect blend of relaxation and adventure with Stella Charters, a modern and versatile 2018 Avalon Pontoon, based in Pasadena. 

Upper Chesapeake Bay: 16 boats available

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Upper Chesapeake Bay: 16 boats available