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Top-Rated Chesapeake Bay Fishing | Fishpit Charters

  • Published Date: July 17, 2025
  • Fishing
  • Chesapeake Bay
  • $349 - $1,050 price range
  • Updated Date: July 26, 2025

Summary

Looking for a fun half-day out on the water? Join us for a 4-hour fishing trip on the Chesapeake Bay. We'll be targeting the bay's famous striped bass, but that's not all - you might also reel in red drum, white perch, croaker, blue catfish, speckled trout, or black drum, depending on the season. Our experienced guides know just where to find the fish and will tailor the trip to your skill level and preferences. Whether you're a seasoned angler or it's your first time holding a rod, we've got you covered. With room for up to 4 people, it's perfect for a small group or family outing. We'll provide all the gear and know-how - you just bring your enthusiasm and maybe a snack or two. Remember, the Chesapeake's conditions can change quickly, so our team will make sure we're fishing the right spots for the day. It's a great way to experience the bay's rich fishing grounds and maybe land that trophy catch you've been dreaming of.

Top-Rated Chesapeake Bay Fishing | Fishpit Charters

Chesapeake 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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Reel in the Bay's Best: 4-Hour Chesapeake Fishing

Get ready to wet a line in one of the East Coast's most iconic fishing grounds. This 4-hour charter with Fishpit Charters puts you right in the heart of Chesapeake Bay's legendary striped bass action. But that's just the start – we'll be targeting a whole buffet of species that call these waters home. Whether you're itching to battle a bruiser red drum or finesse some speckled trout, our seasoned crew knows exactly where to find the hot bite.

What to Expect on the Water

Hop aboard our fully-rigged fishing machine for a half-day of non-stop action. We keep our groups small – just 4 anglers max – so you'll get plenty of elbow room and one-on-one time with the captain. No experience? No problem. Our guides live and breathe these waters, and they'll have you casting like a pro in no time. From picking the perfect spot to showing you how to work that lure just right, we're here to make sure your trip is a keeper.

Depending on the season and what's biting, we might be drifting live bait for stripers, jigging the deep holes for white perch, or sight-casting to cruising red drum. The beauty of Chesapeake fishing is its variety – every trip's a new adventure. And hey, if you've got a bucket-list fish in mind, just let us know. We'll do our best to put you on 'em.

Gearing Up for Success

Leave the tackle box at home – we've got you covered with top-notch gear that's perfect for Chesapeake Bay fishing. We use a mix of light and medium-heavy rods, paired with quality reels that can handle anything from a scrappy white perch to a bulldogging black drum. Depending on our target and technique for the day, we might be slinging soft plastics, working topwater lures, or soaking cut bait on the bottom.

Our boat's decked out with all the latest electronics to help us find the fish, plus a live well to keep your bait frisky. We've even got an on-board fishfinder, so you can see exactly what's swimming beneath us. It's like having x-ray vision for the water – pretty cool stuff that'll have you feeling like a seasoned pro in no time.

Species You'll Want to Hook

Striped Bass: The undisputed king of Chesapeake Bay, stripers (or rockfish, as we call 'em around here) are the ultimate gamefish. These silver-sided brutes can top 40 pounds and put up a fight that'll have your arms burning. Spring and fall are prime time for trophy stripers, but we catch 'em year-round. There's nothing quite like the explosion when a big striper crushes a topwater lure – it's the kind of heart-stopping action that keeps anglers coming back year after year.

Black Drum: These big, ugly bruisers are the heavyweight champs of the Bay. Black drum can grow to over 100 pounds, and even an average-sized fish will test your tackle and your stamina. We usually target them in the spring when they move into the shallows to spawn. Dropping a crab or clam bait near structure is the ticket to hooking into one of these behemoths. When that rod doubles over and the reel starts screaming, you'll know you're in for a battle royal.

White Perch: Don't let their size fool you – these scrappy little fighters punch way above their weight class. White perch are abundant in the Bay and make for some of the tastiest fish fries you'll ever have. We catch 'em year-round, but summer is peak season. Light tackle is the name of the game here, and it's a blast to see how many you can stack up in a day. Perfect for kids or anyone who wants non-stop action.

Red Drum: Also known as redfish or channel bass, these copper-colored beauties are a sight to behold. They love to cruise the shallows, often revealing their presence with a tell-tale tail waving above the surface. Sight-casting to reds is an adrenaline-pumping experience – you'll be hooked for life after your first "tailing" red. Fall is prime time for big bulls, but we catch them throughout the warm months.

Speckled Trout: These spotted speedsters are prized for both their fighting ability and their delicate flavor. Specks love to ambush bait in grassy areas and around structure. We target them with light tackle and artificial lures, making for some of the most exciting fishing the Bay has to offer. The best action is typically in the fall, but we catch them from spring through autumn.

Blue Catfish: These invasive cats have taken over parts of the Bay, but there's a silver lining – they grow big and fight hard. Blue cats can top 100 pounds, and even a 20-pounder will give you a run for your money. We catch them year-round, often while targeting other species. They're also excellent eating, so keeping a few for the dinner table is a win-win.

Why Anglers Keep Coming Back

It's not just about the fish – although that's a big part of it. The Chesapeake Bay is a special place, with a rich history and stunning scenery. As we cruise to our fishing spots, you might spot ospreys diving for their own catch, or see a pod of dolphins playing in our wake. And there's something magical about watching the sun rise over the water as we head out for a morning of fishing.

But what really sets our trips apart is the personal touch. We're not just here to put you on fish – we want to share our love for this incredible ecosystem and help you become a better angler. Whether you're learning to read the water, perfecting your casting technique, or picking up tips on how to clean and cook your catch, you'll walk away with skills that'll serve you well on future fishing adventures.

Time to Book Your Spot

So there you have it, folks – four hours of non-stop fishing action in one of the East Coast's most productive waterways. Whether you're a seasoned angler looking to test your skills or a first-timer hoping to bend a rod, our Chesapeake Bay fishing charters offer something for everyone. Just remember, the fish are always biting, but our calendar fills up fast. Don't miss your chance to create some lasting memories and maybe even land the catch of a lifetime. Give us a call or book online today – the Bay is calling, and the fish are waiting!

Learn more about the species

Black Drum

Black drum are the heavyweights of the Bay, with some topping 80 pounds. Most we catch are in the 5-30 pound range though. They hang out in shallow flats and around oyster beds, using their strong jaws to crush shellfish. Spring is peak season when they school up to spawn. These big boys put up a stubborn fight, so heavy tackle is a must. Fresh crab or clam on a fish-finder rig is hard to beat. They're not the fastest fish, but they've got stamina. Patience is key - let them take the bait and run before setting the hook. Drum are prized for their pugnaciousness, but the meat can get tough in bigger fish. For eating, stick to ones under 15 pounds. Here's an insider tip: listen for their distinctive grunting sound. On a quiet day, you can actually hear them feeding. It's pretty cool and can clue you in to where they're hanging out.

Black Drum

Striped Bass

Striped bass are the crown jewel of Chesapeake fishing. These powerful fish can grow over 40 pounds, though 20-30 pounders are more common. They're structure-oriented, so look for them around reefs, sandbars, and drop-offs. Stripers love moving water, so fishing the shorelines during tidal changes is a good bet. Spring and fall are prime seasons as the bass migrate through the Bay. They're aggressive predators, chasing bait fish like menhaden and herring. Live bait works great, but artificial lures like bucktails and swimbaits produce too. Anglers love stripers for their strong fights and excellent table fare. Nothing beats the thrill of a big striper crushing a topwater lure at dawn. For best results, match your lure size to the bait fish around. And don't forget to check regulations - size and catch limits change frequently to protect the population.

Striped Bass

White Perch

White perch are a fun little fish to catch in the Chesapeake. They're usually 7-10 inches long and under a pound, but put up a good fight for their size. You'll find them in brackish waters near shore, especially around tributaries and estuaries. Spring is prime time when they migrate to spawn in slightly salty rivers. These guys are pretty easy to catch - they'll bite on just about anything. I like using small jigs or soft plastics that mimic their prey. Bloodworms or minnows work great as live bait too. Early morning or evening is best, but you can catch them all day. White perch are tasty eating and make for a nice fish fry. Locals love '

em.They school up, so when you find one, you've probably found a bunch. Here's a tip: look for shaded areas in warm, but not hot water. That's where they like to hang out. A light rod with 4-8 lb line is perfect - you don't need anything fancy for these little fighters.

White Perch

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

Ready for some Chesapeake Bay fishing action? Our 4-hour charter trips are perfect for anglers of all levels looking to land some prized catches. We'll take you to the best spots to target striped bass, red drum, white perch, croaker, blue catfish, speckled trout, and black drum. Our experienced guides know just where to find the fish and will tailor the trip to your preferences and the current conditions. With room for up to 4 people, you'll get plenty of individual attention and tips to improve your technique. Whether you're aiming to catch your first fish or break your personal record, we're here to help make it happen. The Chesapeake's diverse fishery means there's always something biting year-round. Grab your friends or family and join us for a fun-filled morning or afternoon on the water. Just remember, fish aren't guaranteed, but a good time is! Book your spot now and get ready to create some great fishing memories.

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Chesapeake Bay's Best Fishing Trips

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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