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Chesapeake Bay Crabbing & Fishing | Fishpit Charters

  • Published Date: July 18, 2025
  • Fishing
  • Chesapeake Bay
  • $349 - $1,050 price range
  • Updated Date: July 26, 2025

Summary

Get ready for a double dose of Chesapeake Bay action with Fishpit Charters! We'll kick things off by setting crab pots and traps to snag some of the bay's famous jumbo crabs. You'll learn the ins and outs of baiting, tossing traps, and hauling in these tasty crustaceans. But that's just the start – while we're waiting on those crab pots, we'll be casting lines for a variety of fish. Rockfish, speckled trout, white perch, and redfish are all on the menu. It's four hours of non-stop bay fishing fun, with all the gear and know-how provided. Our trip is perfect for a group of four, but we can squeeze in a couple more if you've got a bigger crew. Just bring some comfy clothes and a good attitude – we'll handle the rest. Whether you're a seasoned angler or it's your first time on the water, you'll come away with new skills and some great catches.

Chesapeake Bay Crabbing & Fishing | Fishpit Charters

Chesapeake's Finest Catches

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Five striped bass caught during cruises and fishing in Salisbury

Best Fishing Buddies In Chesapeake Bay

Six striped bass caught during cruises and fishing excursion in MD

What A Catch In Chesapeake Bay

Two striped bass and yellow bass fish caught in Salisbury

Bass Bliss In Chesapeake Bay

Two striped bass caught on fishing cruises in MD

Fishing Bass In Chesapeake Bay

Three striped bass caught while fishing in Maryland

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Three striped bass caught in Salisbury

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Two striped bass caught in Salisbury during cruises and fishing

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Two striped bass fish caught in MD

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Two 54-inch fish caught while cruising and fishing in MD

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Scenic view of Salisbury city

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Five striped bass caught during cruises and fishing in Salisbury

Best Fishing Buddies In Chesapeake Bay

Six striped bass caught during cruises and fishing excursion in MD

What A Catch In Chesapeake Bay

Two striped bass and yellow bass fish caught in Salisbury

Bass Bliss In Chesapeake Bay

Two striped bass caught on fishing cruises in MD

Fishing Bass In Chesapeake Bay

Three striped bass caught while fishing in Maryland

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Three striped bass caught in Salisbury

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Two striped bass caught in Salisbury during cruises and fishing

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Two striped bass fish caught in MD

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Two 54-inch fish caught while cruising and fishing in MD

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Scenic view of Salisbury city

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Five striped bass caught during cruises and fishing in Salisbury

Best Fishing Buddies In Chesapeake Bay

Six striped bass caught during cruises and fishing excursion in MD

What A Catch In Chesapeake Bay

Two striped bass and yellow bass fish caught in Salisbury

Bass Bliss In Chesapeake Bay

Two striped bass caught on fishing cruises in MD

Fishing Bass In Chesapeake Bay

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Chesapeake's Crabbing & Fishing Double-Header

Trip Overview

Get ready for a two-in-one adventure on the legendary Chesapeake Bay! We're talking crabbing AND fishing, folks. This isn't your average day on the water - it's a full-on Chesapeake experience. For four action-packed hours, you'll be setting crab pots, learning the ins and outs of the Bay's ecosystem, and reeling in some of the best fish these waters have to offer. Whether you're a seasoned angler or a first-timer, this trip's got something for everyone. We provide all the gear, know-how, and licenses - you just bring your A-game and weather-appropriate duds. It's the perfect way to dive into the Bay's bounty with room for up to six people (though we start with four - additional folks welcome for a small fee).

What to Expect on the Water

First things first - we're going crabbing. You'll learn the art of baiting and tossing crab pots like a local. We're after those prized jumbo blue crabs that make the Chesapeake famous. But here's the kicker - while those pots are doing their thing, we switch gears. Out come the rods, and we're casting for some of the Bay's most sought-after fish. Rockfish (that's striper to you out-of-towners), speckled trout, white perch, redfish - they're all on the menu. It's non-stop action as we bounce between checking crab pots and working those fishing spots. You'll get hands-on with everything from setting bait to hauling in your catch. And don't worry if you're green - we'll walk you through every step, sharing local tips and tricks that'll have you feeling like a Chesapeake pro in no time.

Top Catches This Season

Alright, let's talk targets. The Chesapeake's got a lineup that'd make any angler drool. First up, striped bass (or rockfish, as we call 'em round here). These bad boys are the pride of the Bay - hard-fighting and delicious. Then there's the speckled trout, a favorite for light tackle enthusiasts. White perch might be smaller, but they're abundant and perfect for a fish fry. And let's not forget redfish - these copper-colored beauties put up a fight that'll have you grinning from ear to ear. As for the crabs, we're talking those big, meaty blue crabs that the Chesapeake's known for. When we pull up a pot full of jumbos, it's like hitting the seafood lottery. Each species has its own quirks and challenges, and we'll teach you how to target them all. It's like a greatest hits tour of Chesapeake Bay fishing, all in one trip.

Why Anglers Keep Coming Back

Look, there's a reason folks can't get enough of fishing the Chesapeake. It's not just about what's biting - it's the whole package. One minute you're hauling in a crab pot, the next you're battling a fat striper. The scenery's something else too - wide open waters, osprey diving for fish, maybe even a bald eagle if you're lucky. And let's be real, there's nothing like the rush of feeling that tug on your line or the satisfaction of pulling up a pot full of crabs. It's addictive in the best way possible. Plus, you're not just catching fish - you're soaking up generations of Chesapeake Bay knowledge. Our guides live and breathe this stuff, and they're always eager to share the local lore. Whether it's your first time or your fiftieth, each trip out here's got its own flavor. That's why people keep coming back - there's always something new to discover on the Chesapeake.

Species You'll Want to Hook

Striped Bass (Rockfish): The undisputed king of the Chesapeake. These guys can grow over 40 inches long and put up a fight that'll test your arms and your drag. They're most active in the cooler months, but you can find them year-round if you know where to look. Anglers love 'em for their size, fight, and the fact that they make for some mighty fine eating.

Speckled Trout: Don't let the name fool you - these aren't your standard trout. Specks are actually part of the drum family and are known for their distinctive spots and delicate flavor. They're a blast on light tackle, especially when they're chasing bait in the shallows. Fall's prime time for big specks, but you can catch 'em spring through fall.

White Perch: These little fighters might not be the biggest fish in the Bay, but they more than make up for it in numbers and taste. They school up, so when you find 'em, you can catch 'em all day long. Perfect for kids or anyone who loves constant action. They're around all year but really turn on in the warmer months.

Redfish: Also known as red drum, these copper-colored bruisers are a favorite among Chesapeake anglers. They've got a distinctive black spot near their tail and can grow to over 50 inches long. Redfish love structure and put up a stubborn fight, especially on light tackle. Fall's the best time to target the big ones, but you can find smaller "puppy drum" throughout the warmer months.

Blue Crab: The Chesapeake's claim to fame. These feisty crustaceans are what put the Bay on the culinary map. Males (or "jimmies") can grow up to 9 inches across the shell. They're most active in the warmer months, especially late summer and early fall when they're at their fattest and tastiest. There's nothing quite like the satisfaction of pulling up a pot full of big, blue beauties.

Time to Book Your Spot

Alright, folks, let's wrap this up. What we're offering here isn't just a fishing trip - it's a full-on Chesapeake Bay experience. You're getting the best of both worlds: the thrill of hook-and-line fishing and the unique challenge of crabbing. It's a chance to learn the ropes from folks who know these waters like the back of their hand. Whether you're looking to fill the cooler or just want to spend a day making memories on the water, this trip's got you covered. Remember, we provide all the gear and know-how - all you need to bring is your enthusiasm and a good pair of non-slip shoes. Spots fill up fast, especially during peak seasons, so don't wait to lock in your date. Give us a call or book online, and get ready for a day on the Chesapeake you won't forget. Trust me, once you've had a taste of this double-header adventure, you'll be hooked for life.

Learn more about the species

Bluefish

Bluefish are aggressive predators that pack a serious punch for their size. You'll find these toothy fighters cruising in schools near shore, often in water less than 20 feet deep. They average 3-5 pounds but can top 20. Bluefish hit hard and fight dirty - be ready for some acrobatics! Late spring through fall is prime time, with bigger fish showing up as the water warms. Anglers love blues for their powerful strikes and tasty meat when eaten fresh. To land one, try casting metal lures or live bait near breaking schools. Just watch those razor-sharp teeth when unhooking!

Bluefish

Redfish

Redfish, also called red drum, are hard-fighting bottom feeders that'll test your gear. Look for their copper-colored backs and signature tail spot in shallow water less than 4 feet deep. They love to hang around oyster bars, marsh edges, and grass flats. Reds average 3-10 pounds inshore but can top 40 offshore. Fall is prime time as they school up to spawn. Anglers prize them for their strong runs and excellent table quality. To hook up, try sight-casting with gold spoons or scented soft plastics. A local trick is to look for their tails waving above the surface as they root for crabs in the mud flats - it's a dead giveaway and makes for exciting sight fishing.

Redfish

Sea Trout

Speckled trout, or specks, are a Bay favorite for light tackle anglers. These silver beauties with spotted backs average 1-3 pounds but can reach 10+. Look for them around grass flats, oyster bars, and creek mouths in 2-6 feet of water. Spring and fall are prime, but you can catch them year-round. Specks are known for their soft mouths and tendency to throw hooks, making them a fun challenge. They're also delicious eating. For best results, try casting soft plastics or live bait under a popping cork. My local tip: focus on points and drop-offs on falling tides - the specks stack up to ambush bait getting pulled out of the shallows.

Sea Trout

Striped Bass

Striped bass, or stripers, are one of the Bay's most prized gamefish. These silver-sided bruisers with dark stripes can reach over 40 inches and 30 pounds. You'll find them prowling structure like bridge pilings, channel edges, and underwater humps. Spring and fall offer the best action as stripers migrate. They put up an impressive fight on light tackle and make excellent table fare. Anglers target them with live bait, bucktails, and topwater lures. My go-to trick is fishing live eels around dawn and dusk - stripers can't resist 'em. Just be sure to check current regulations, as size and catch limits change frequently to protect the population.

Striped Bass

About the MayCraft 2300 Pilot House

Company vehicle

Vehicle Guest Capacity: 6

Manufacturer Name: Evinrdue

Maximum Cruising Speed: 35

Number of Engines: 1

Horsepower per Engine: 200

Get ready for a fun-filled day on the Chesapeake Bay with our Crabbing and Fishing Adventure! We'll kick things off by setting crab pots and traps to catch those famous jumbo Chesapeake Bay crabs. You'll learn all about the bay's ecosystem, how to bait and toss traps, and the art of crabbing. But that's not all – while we wait for those crabs to take the bait, we'll switch gears and cast our lines for some exciting inshore fishing. You'll have a chance to reel in rockfish, speckled trout, white perch, and maybe even a redfish or two. This action-packed four-hour trip is perfect for both beginners and experienced anglers. We provide all the necessary licenses, bait, and know-how, so you can focus on having a great time. Just come dressed for a day on the water and bring your enthusiasm! Our boat comfortably accommodates up to four people, with the option to add two more for an additional fee. Get ready to experience the best of what the Chesapeake Bay has to offer!

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Fishpit Charters, the premier Chesapeake Bay fishing charter, offers a unique and exciting way to experience one of America's most treasured waterways. With Captain Todd Bellamy at the helm, you can rest assured that your trip will be an unforgettable adventure filled with fun and excitement. Don’t delay – book your trip today and connect with some of the finest species Mother Nature has to offer!

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