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Chesapeake Bay Fishing Charters

Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.

Rated #1 by Customers

  • Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.
  • Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.
  • Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.
  • Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.
  • Book your private fishing charter in Chesapeake Bay, Virginia, for a professional day on the water with Captain Trey.

Bay Bound Charters Available Trips

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Full-day Chesapeake Bay Trophy Striped Bass Fishing Charter

Full-day Chesapeake Bay Trophy Striped Bass Fishing Charter

Starting at undefined975.00

Winter Big Rockfish Hunt with Captain Trey — Prime Lower Bay Action - 8hrs

02 / 6
Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (PM)

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (PM)

Starting at undefined650.00

Half-Day Afternoon Bay Adventure with Captain Trey — Book Your Spot on the Bow

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Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (AM)

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (AM)

Starting at undefined650.00

Half-Day Morning Bay Adventure with Captain Trey — Book Your Spot on the Bow

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Extended Half-day Cobia & Red Drum Sight Fishing Charter - Chesapeake Bay

Extended Half-day Cobia & Red Drum Sight Fishing Charter - Chesapeake Bay

Starting at undefined825.00

6-Hour Sight Fishing Experience with Captain Trey — Hunt Chesapeake Bay Giants

05 / 6
Full-Day Chesapeake Bay Cobia & Trophy Red Drum Fishing Charter

Full-Day Chesapeake Bay Cobia & Trophy Red Drum Fishing Charter

Starting at undefined975.00

8-Hour Sight Fishing Day with Captain Trey — Maximize Your Time on the Bay

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Full-day Chesapeake Bay Inshore Mixed Species Fishing Charter

Full-day Chesapeake Bay Inshore Mixed Species Fishing Charter

Starting at undefined800.00

Fall Inlet Action with Captain Trey — Follow the Fish and Get Lines Tight

Chesapeake Bay Fishing with Bay Bound Charters

Chesapeake Bay Sport Fishing Excellence

Meet the Captain

Captain Trey Dunavant

Chesapeake Bay Fishing Charter

Experience the Best Inshore Fishing in the Chesapeake Bay

Tailored Trips for Every Angler with Captain Trey Dunavant

Whether you are a seasoned pro or a beginner picking up a rod for the first time, Bay Bound Charters provides high-quality, family-friendly fishing charters in Virginia Beach. With over 25 years of local experience, Captain Trey Dunavant specializes in all-skill-level trips that focus on the excitement of the catch and the beauty of the Virginia coast. We provide premium gear and hands-on guidance to ensure every guest feels confident on the water, making us a top choice for those looking to book an inshore fishing charter in Chesapeake Bay, Virginia.

Target Trophy Species and Coastal Favorites

Our trips are designed around the seasonal migrations that make this region legendary. Join us for specialized Cobia fishing in the Chesapeake Bay or target the hard-fighting Bull Red Drum and Black Drum that frequent our local flats and channels. From high-action sight casting to relaxing bottom fishing, we offer affordable fishing charters in Virginia Beach that prioritize your goals. Don't miss out on the peak season action—book your fishing trip today and experience the expertise of a true Chesapeake Bay fishing guide.

Bay Bound Charters Fishing Photos

Chesapeake Bay Catches & Fish Photos

Chesapeake Bay Fishing Near Me

5/55 ReviewsChesapeake Bay

Expert Fishing Guides in the Chesapeake Bay and Norfolk.

Prices range from $650 - $975

Fishing Charter Locations on Chesapeake Bay

The Chesapeake Bay offers a dynamic ecosystem that caters to every level of angler, from those seeking a relaxing day on the water to those pursuing a trophy catch. When the conditions align—typically with a moving tide and clear water—the Chesapeake Bay fishing hotspots near the Bridge-Tunnel and localized artificial reefs become incredibly productive. These structures act as magnets for a variety of species, making this region a premier destination for inshore fishing in the Chesapeake Bay. Whether you are casting into the shallows or positioning over deep-water ledges, the diversity of the habitat ensures that every trip is unique and rewarding.


The best cobia fishing in the Chesapeake Bay typically occurs during the warmer summer months when these powerful fish migrate through the lower Bay, providing world-class sight-casting opportunities. Alongside cobia, the area is famous for its "Bull" Red Drum and Black Drum, which offer a formidable challenge for any light-tackle enthusiast. For those looking to book a fishing charter in Virginia Beach, the local waters also provide consistent action for striped bass and speckled trout during the cooler shoulder seasons. Navigating these waters with an expert guide ensures you are in the right position to capitalize on these seasonal shifts and peak fishing windows.

Chesapeake Bay Fishing Locations

The map shows where we fish. The red area is our primary fishing area depending on time of year and fishing conditions. The pins represent guest meeting locations.

Our latest news and updates

Beyond the Shore: A Local’s Guide to Norfolk, VA
28March

Beyond the Shore: A Local’s Guide to Norfolk, VA

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Current Conditions and Seasonal Outlook for Virginia Beach Inshore Fishing
28March

Current Conditions and Seasonal Outlook for Virginia Beach Inshore Fishing

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Soonest Trip Availability

MOST POPULAR TRIPS

Full-day Chesapeake Bay Trophy Striped Bass Fishing Charter

Full-day Chesapeake Bay Trophy Striped Bass Fishing Charter

Starting at undefined975.00

Winter Big Rockfish Hunt with Captain Trey — Prime Lower Bay Action - 8hrs

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (PM)

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (PM)

Starting at undefined650.00

Half-Day Afternoon Bay Adventure with Captain Trey — Book Your Spot on the Bow

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (AM)

Chesapeake Bay Cobia & Red Drum Sight Fishing Charter (AM)

Starting at undefined650.00

Half-Day Morning Bay Adventure with Captain Trey — Book Your Spot on the Bow

Extended Half-day Cobia & Red Drum Sight Fishing Charter - Chesapeake Bay

Extended Half-day Cobia & Red Drum Sight Fishing Charter - Chesapeake Bay

Starting at undefined825.00

6-Hour Sight Fishing Experience with Captain Trey — Hunt Chesapeake Bay Giants

Full-Day Chesapeake Bay Cobia & Trophy Red Drum Fishing Charter

Full-Day Chesapeake Bay Cobia & Trophy Red Drum Fishing Charter

Starting at undefined975.00

8-Hour Sight Fishing Day with Captain Trey — Maximize Your Time on the Bay

Full-day Chesapeake Bay Inshore Mixed Species Fishing Charter

Full-day Chesapeake Bay Inshore Mixed Species Fishing Charter

Starting at undefined800.00

Fall Inlet Action with Captain Trey — Follow the Fish and Get Lines Tight

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Experience the heart-pounding action of the Virginia coast and secure your date with Bay Bound Charters today. Dive into a legendary Chesapeake Bay adventure where trophy catches and lifelong memories are waiting for you on the water!

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