Chesapeake Fishing Charters

The best out of 78 charter fishing deals in Chesapeake - enter dates to check availability

Chesapeake Fishing Charters

Compare 78 captains, read reviews, and book in minutes

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Top Fishing Charters in Chesapeake

Chesapeake: 78 fishing charters available

Showing 1 - 10
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Listing image
24 ft
up to 4
Daddy Jack Charters 2
4.8
/5
(2 reviews)
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.

"another great trip with Captain Jordan. Nice boat with good electronics..." —⁠ Jim,
trips from
US $350
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36 ft
up to 6
Is That Right Sport Fishing
5.0
/5
(64 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 $440
Angler's Choice
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25 ft
up to 4
Double Play Sportfishing
4.8
/5
(178 reviews)
Virginia Beach (31 min drive from Chesapeake)
Double Play Sportfishing brings you right to the center of the action! Join Captain Keith, who's been fishing the waters of Virginia Beach for over 25 years. His trips are available year-round and anglers of all skill levels are welcome to join.

"We just missed two hurricanes, had rough waves, lots of ocean grass, but not many fish, and that didn’t stop the Captain’s effort to get us some." —⁠ Gordon,
trips from
US $350
Angler's Choice
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27 ft
up to 6
ReelBlessed Sportfishing Charters
4.9
/5
(91 reviews)
Hampton (43 min drive from Chesapeake)
Get ready for an unforgettable day on the water with Reelblessed Sportfishing Charters—where great fishing meets fun, entertainment, and relaxed family-and-friends vibes! If you want to experience what makes fishing in Hampton Roads unique, Captain

"First catch and release shark adventure for 3 of the 4 of us this afternoon." —⁠ Jimmy,
trips from
US $300
Angler's Choice
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43 ft
up to 6
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
Angler's Choice
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42 ft
up to 6
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
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42 ft
up to 6
Prowler Fishing Charter
4.5
/5
(286 reviews)
Norfolk (25 min drive from Chesapeake)
Prowler Fishing Charter will take you on one of the most exciting trips you will ever take, as you explore the rich waters out of Norfolk, VA.

"The captain was very good at meeting our expectations for getting the kids out on some fish." —⁠ Michael,
trips from
US $450
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36 ft
up to 6
Sea Teaser Sportfishing – Virginia Beach
4.8
/5
(158 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
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21 ft
up to 4
Puttin'n Sportfishing
4.3
/5
(4 reviews)
Virginia Beach (26 min drive from Chesapeake)
Make the most of your time in Virginia Beach and go fishing with Puttin'n Sportfishing. With Captain Preston at the helm, you'll benefit from years of knowledge and experience.

"Went out on a short trip. Captain Preston was honest about the fishing conditions." —⁠ Mike,
trips from
US $450
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31 ft
up to 6
Afishinado VB Fishing Charters
5.0
/5
(42 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 the Atlantic Ocean, Captain Kevin knows them forwards and back.

"We went out for a family fishing trip today and had a great experience overall." —⁠ Jason,
trips from
US $400

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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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

4.5
/5
Based on 30,422 reviews by FishingBooker anglers

Chesapeake Fishing Calendar

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Recent Catches in 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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