{1} %dest%: 1 boat available| [2,Inf] %dest%: %chartersCount% boats available

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{1}The most popular fish species you can target is %fish1%.|{2}The most popular fish species you can target are %fish1% and %fish2%.|{3}The most popular fish species you can target are %fish1%, %fish2%, and %fish3%.

{1}%tt1% boat tours is commonly offered by local guides.|{2}%tt1% boat tours and %tt2% boat tours are commonly offered by local guides.|{3}%tt1% boat tours, %tt2% boat tours, and %tt3% boat tours are commonly offered by local guides.

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To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%, while an 8 hour private trip will cost you %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for an 8 hour private trip is %avg_price_full%.

To give you an idea of how much a boat tour in %destinationName% costs, the average price for a 4 hour private trip is %avg_price_half%.

Shared trips are available, with an average rate of %avg_price_shared% per person.

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{1}Top fishing technique is %t1%.|{2}Top fishing techniques include %t1% and %t2%.|{3}Top fishing techniques include %t1%, %t2%, and %t3%.

{1}If you’re looking to fish around %destinationName%, top nearby destinations include  %n1%.|{2}IIf you’re looking to fish around %destinationName%, top nearby destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top nearby destinations include %n1%, %n2%, and %n3%.

These prices are based on trips booked on our site recently.

{1}If you’re looking to fish around %destinationName%, top destinations include  %n1%.|{2}If you’re looking to fish around  %destinationName%, top destinations include %n1% and %n2%.|[3,Inf]If you’re looking to fish around %destinationName%, top destinations include %n1%, %n2%, and %n3%.

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{1} %dest%: %chartersCount% boat available|[2,Inf] %dest%: %chartersCount% boats available

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Top Upper Chesapeake Bay boating charters in Fall 2025, from US $42 p/p. Best price guaranteed, verified reviews, and secure online booking. 4-12 hour boating trips for family and friends.

The 10 BEST Boat Tours in Upper Chesapeake Bay from US $75 (Fall 2025)

Upper Chesapeake Bay

upper-chesapeake-bay

Upper Chesapeake Bay, United States

Price per Day

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

Backlash Outdoor Adventures

Step aboard Chasin Fins, a sleek 2019 Key West 239 FS Center Console ready to take you on unforgettable adventures from beautiful Cambridge. 

Chasin Fins

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

Chasin Dreams Boat Tours

Step aboard Tight Times Charters, a beautifully restored 1990 Kencraft Challenger Pilothouse, now better than ever after a 2023 upgrade. 

Tight Times Charters

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

Hot Pursuit Charter Fishing LLC

Step aboard Screaming Eagle Charters—a classic 2010 Trojan Sportfish ready to show you the best of Neavitt and the Chesapeake Bay! 

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

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

Bay Hunter 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

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

Upper Chesapeake Bay Boat Tours

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Upper Chesapeake Bay: 16 boats available

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