Chesapeake Fishing Charters

74 fishing charters

The best out of 74 charter fishing deals in Chesapeake - enter dates to check availability

Loading...

Top Fishing Charters in Chesapeake

Chesapeake: 74 fishing charters available

Showing 1 - 10
Listing image
Loading...

24 ft

Up to 4 people

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.
FREE Cancellation
Instant Confirmation
Trips from
US $350
Trips from
US $350

Angler's choice

Listing image
Loading...

36 ft

Up to 6 people

5.0/5 (62 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,
Instant Confirmation
Trips from
US $700
Trips from
US $700
Listing image
Loading...

46 ft

Up to 6 people

4.8/5 (28 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,
FREE Cancellation
Instant Confirmation
In demand!
Last booked: 2 days ago
Trips from
US $675
Trips from
US $675

Angler's choice

Listing image
Loading...

31 ft

Up to 6 people

5.0/5 (38 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.

"What an incredible day out of Virginia Beach. The weather could not have been better, sunny, warm, and calm, and our captain and mate made the whole trip unforgettable." —⁠ Michael,
FREE Cancellation
Instant Confirmation
Recent reports
Trips from
US $375
Trips from
US $375

Angler's choice

Listing image
Loading...

43 ft

Up to 6 people

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,
FREE Cancellation
Instant Confirmation
Trips from
US $400
Trips from
US $400

Angler's choice

Listing image
Loading...

36 ft

Up to 6 people

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,
FREE Cancellation
Instant Confirmation
Trips from
US $425
Trips from
US $425
Listing image
Loading...

38 ft

Up to 21 people

4.9/5 (113 reviews)
Virginia Beach (29 min drive from Chesapeake)
If you’re looking for some rod-bending action in the stunning waters of the lower Chesapeake Bay, then you’ve come to the right place.

"My family and I had a great time on this charter! It was our first time doing something like this as a family and we definitely do it again!" —⁠ Sasha,
FREE Cancellation
Instant Confirmation
Trips from
US $425
Trips from
US $425

Angler's choice

Listing image
Loading...

27 ft

Up to 6 people

4.9/5 (87 reviews)
Hampton (43 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,
FREE Cancellation
Instant Confirmation
Recent reports
Trips from
US $300
Trips from
US $300

Angler's choice

Listing image
Loading...

35 ft

Up to 6 people

4.9/5 (236 reviews)
Virginia Beach (30 min drive from Chesapeake)
FREE FISH CLEANING.  E-FishinSea Charters is proud to welcome you aboard their beautiful boat. Offering a huge variety of trips, there will be something for everybody with E-Fishinsea Sport Fishing Charters.

"This trip was truly exceptional, marking my family’s inaugural fishing adventure." —⁠ Yessica,
FREE Cancellation
Instant Confirmation
Trips from
US $450
Trips from
US $450
Listing image
Loading...

42 ft

Up to 6 people

4.5/5 (283 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.
FREE Cancellation
Instant Confirmation
Recent reports
Going fast!
2 bookings in the past week.
Trips from
US $450
Trips from
US $450

Top deep sea fishing trips in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Top-rated family fishing trips in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Half-day fishing trips in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...
Loading...

Top Targeted Species in Chesapeake

Loading...Loading...Loading...Loading...Loading...Loading...

Top Types of Fishing in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...Loading...Loading...Loading...

Top Fishing Techniques in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...Loading...Loading...Loading...

Frequently Asked Questions about Fishing Charters in Chesapeake

Loading
Loading

Frequently Asked Questions about Fishing Charters in Chesapeake

Loading
Loading
Loading
Loading
Loading
Loading
Powered by AI

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 29,533 reviews by FishingBooker anglers

Chesapeake Fishing Calendar

Loading

Featured photos from Chesapeake

What anglers said about fishing in Chesapeake

Loading...
Loading...
Loading...
Loading...
Loading...Loading...Loading...Loading...

How did anglers rate fishing charters in Chesapeake?

Loading...Loading...Loading...Loading...

Nearby Fishing Destinations

Loading...
Loading...
Loading...
Loading...