Chesapeake Fishing Charters

74 fishing charters

The best out of 75 charter fishing deals in Chesapeake - enter dates to check availability

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Top Fishing Charters in Chesapeake

Chesapeake: 74 fishing charters available

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24 ft

Up to 4 people

Daddy Jack Charters 2

Just added to our fleet
Chesapeake
The famous “Hot Ditch” has a fish with your name on it, so let Daddy Jack Charters help you catch it! With Captain Jordan at the helm, you'll have a knowledgeable and experienced guide.
Trips from
US $350
Trips from
US $350

Angler's choice

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36 ft

Up to 6 people

Is That Right Sport Fishing

5.0/5 (61 reviews)
Virginia Beach (29 min drive from Chesapeake)
Is That Right Sport Fishing runs angling trips out of Virgina Beach, VA and offers to take you on a Chesapeake Bay or Atlantic Ocean sport fishing adventure to cherish for years to come! Capt.

"We had an amazing time with Captain Ryan and Mate CJ! From the very start, Capt." —⁠ Linwood,
Trips from
US $700
Trips from
US $700

Angler's choice

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27 ft

Up to 6 people

ReelBlessed Sportfishing Charters

4.9/5 (86 reviews)
Virginia Beach (31 min drive from Chesapeake)
Book your next trip with Reelblessed Sportfishing Charters and find out what makes the fishing in Hampton so unique. Captain Richard will be your guide, which allows you to benefit from years of sportfishing experience.

"First catch and release shark adventure for 3 of the 4 of us this afternoon." —⁠ Jimmy,
Trips from
US $300
Trips from
US $300
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46 ft

Up to 6 people

Big Dog Charters

4.8/5 (27 reviews)
Virginia Beach (29 min drive from Chesapeake)
Why Fishing with Big Dog Charters Is a Great Catch 🎣 When it comes to unforgettable fishing adventures, Big Dog Charters delivers.

"Absolutely outstanding experience. Weather was a little challenging and the Captain and First Mate still got us on fish!" —⁠ Bryan,
Trips from
US $675
Trips from
US $675

Angler's choice

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36 ft

Up to 6 people

Sea Teaser Sportfishing – Virginia Beach

4.8/5 (157 reviews)
Virginia Beach (28 min drive from Chesapeake)
Explore the inshore and nearshore waters around Virginia Beach, Virginia and have a great time catching fish with Sea Teaser Sportfishing! Along with Captain Tyler Rowe, you’ll explore these fish-rich grounds and target a great variety of species pr

"The MT Pockets=Full Buckets.    Captain Tyler and Mate Kevin did an excellent job for our trip." —⁠ Bryan,
Trips from
US $425
Trips from
US $425

Angler's choice

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42 ft

Up to 6 people

Marcia B Sportfishing

5.0/5 (208 reviews)
Virginia Beach (30 min drive from Chesapeake)
Spend a memorable fishing day with Marcia B Sportfishing and explore the productive waters of Virginia Beach! Let Captain Kurt Ward take you where the fish hide and then it’s your time to shine on the rod.

"Took my family on a 4-hour morning inshore trip with Captain Wes and 1st Mate Luke on the Marcia B." —⁠ MICHAEL,
Trips from
US $400
Trips from
US $400

Angler's choice

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31 ft

Up to 6 people

Afishinado VB Fishing Charters

5.0/5 (35 reviews)
Virginia Beach (28 min drive from Chesapeake)
If you’re ready to enjoy fishing in Virginia Beach, book a trip with Afishinado VB Fishing Charters. Having logged many hours on these tides, Captain Kevin knows them forwards and back.

"The day was good, slight cloud cover made sight fishing early difficult so we trolled for Spanish for a bit." —⁠ Brian,
Trips from
US $375
Trips from
US $375

Angler's choice

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43 ft

Up to 6 people

Catherine C. Charters

5.0/5 (138 reviews)
Virginia Beach (30 min drive from Chesapeake)
Book your next trip with Catherine C. Charters and discover what makes fishing in Virginia Beach unique. Having logged many hours on these tides, Captain Bob knows them forwards and back.

"I and two of my brothers stepped onto Captain Bob’s boat having never done any sea-fishing before and had an experience none of us will ever forget—getting to fight with a massive ray on the end of the line, and although it ended in heartbreak as the ray snapped the line close to the boat after about thirty minutes, it was an incredible first fish." —⁠ Isaac,
Trips from
US $400
Trips from
US $400
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25 ft

Up to 4 people

Bay Bound Charters

5.0/5 (1 review)
Norfolk (23 min drive from Chesapeake)
Bay Bound offers guided sport fishing out of Virginia Beach, VA. Departing from Morningstar Marina Little Creek, Captain Trey will take you on an unforgettable fishing adventure in the Chesapeake Bay.

"It was slow at first but that isn’t the captains fault , just the way fishing is, however the captain knows his stuff and once the fish were on , they were on and we got our limit of cobia and those big boys put up a great fight!" —⁠ Lucas,
Trips from
US $650
Trips from
US $650

Angler's choice

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44 ft

Up to 19 people

Four Winds Chartering

4.8/5 (213 reviews)
Hampton (44 min drive from Chesapeake)
Four Winds Chartering runs the most fun and exciting fishing adventures in the beautiful city of Hampton, Virginia.

"Captain John and Tim took great care of us today on a last minute inshore charter." —⁠ Dustin,
Trips from
US $550
Trips from
US $550

Top deep sea fishing trips in Chesapeake

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Top-rated family fishing trips in Chesapeake

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Half-day fishing trips in Chesapeake

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Top Targeted Species in Chesapeake

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Top Types of Fishing in Chesapeake

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Top Fishing Techniques in Chesapeake

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Frequently Asked Questions about Fishing Charters in Chesapeake

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Frequently Asked Questions about Fishing Charters in Chesapeake

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Fishing in Chesapeake

Experience world-class angling on Chesapeake Bay, where the diverse estuary ecosystem offers year-round fishing adventures. The Chesapeake region is renowned for its abundant populations of striped bass (rockfish), cobia, red drum, flounder, and speckled trout, creating prime opportunities for both novice and seasoned anglers.

Spring through fall delivers explosive action as migratory species like Spanish mackerel and bluefish join resident gamefish. Winter fishing remains productive with trophy striped bass and persistent yellow perch runs in the tributaries. Charter options accommodate groups from intimate parties to corporate outings, with experienced captains leveraging decades of local knowledge to target seasonal hotspots.

The Bay's unique structure – blending shallow flats, deep channels, and tributary systems – supports multiple fishing techniques. Anglers can troll for cruising rockfish, bottom-fish for flounder, or sight-cast to surface-feeding cobia. Conveniently accessible from Virginia Beach, Williamsburg, and Norfolk, these nutrient-rich waters promise unforgettable battles with hard-fighting sportfish against a scenic coastal backdrop.

Chesapeake

Based on 29,438 reviews by FishingBooker anglers

Chesapeake Fishing Calendar

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Featured photos from Chesapeake

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What anglers said about fishing in Chesapeake

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How did anglers rate fishing charters in Chesapeake?

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Nearby Fishing Destinations

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