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Top Rated Chesapeake Bay Fishing Charter | 4 Hours

  • Published Date: July 3, 2025
  • Fishing
  • Chesapeake Bay
  • $500 - $900 price range

Summary

Join Max Fly Charters for a half-day fishing trip on the Chesapeake Bay. You'll head out on a 25' Mako center console, perfect for groups up to 5 (though 4 is ideal for comfort). The bay's known for great Striped Bass, Cobia, Redfish, Sea Trout, and Bluefish action. Whether you prefer fly fishing or conventional tackle, the crew's got you covered. Morning and afternoon trips are available, each running about 4 hours - plenty of time to get on the fish. At $500, it's a solid deal for a guided bay fishing experience. The captain knows these waters and will put you on the best spots. Expect hands-on instruction if you're new to bay fishing, or some local knowledge if you're experienced. It's a chance to get out on the water, enjoy the Chesapeake scenery, and hopefully land some nice fish. Pack some snacks, sunscreen, and get ready for a fun day of fishing.
Top Rated Chesapeake Bay Fishing Charter | 4 Hours

Chesapeake Catches

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Cobia fish caught by 3 people in Oxford

Hook, line, and sinker: Chesapeake fishing

A fisherman holds a large cobia fish caught in Oxford

A fisherman holds a large cobia fish caught in Oxford

2 cobia fish caught in Oxford

Can’t beat a double hookup in Chesapeake Bay!

Cobia fish caught in MD

Perfect weather, perfect catch

Redfish caught fishing in MD

Tight lines and great times in Chesapeake’s

Fisherman with a 25-inch catch in Oxford

Fisherman with a 25-inch catch in Oxford

1 angler fishing in Oxford

Giant redfish!

Cobia fish caught fishing in MD

Happy fishing here!

Cobia fish caught in MD

Chesapeake’s waters are calling – ready to reel in

A lone angler fishing in Oxford

Big catches, beautiful bay – Chesapeake fishing

Cobia fish caught by 3 people in Oxford

Hook, line, and sinker: Chesapeake fishing

A fisherman holds a large cobia fish caught in Oxford

A fisherman holds a large cobia fish caught in Oxford

2 cobia fish caught in Oxford

Can’t beat a double hookup in Chesapeake Bay!

Cobia fish caught in MD

Perfect weather, perfect catch

Redfish caught fishing in MD

Tight lines and great times in Chesapeake’s

Fisherman with a 25-inch catch in Oxford

Fisherman with a 25-inch catch in Oxford

1 angler fishing in Oxford

Giant redfish!

Cobia fish caught fishing in MD

Happy fishing here!

Cobia fish caught in MD

Chesapeake’s waters are calling – ready to reel in

A lone angler fishing in Oxford

Big catches, beautiful bay – Chesapeake fishing

Cobia fish caught by 3 people in Oxford

Hook, line, and sinker: Chesapeake fishing

A fisherman holds a large cobia fish caught in Oxford

A fisherman holds a large cobia fish caught in Oxford

2 cobia fish caught in Oxford

Can’t beat a double hookup in Chesapeake Bay!

Cobia fish caught in MD

Perfect weather, perfect catch

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Reel in Chesapeake Bay's Best: Half-Day Fishing Trip

Ready to get your line wet in the Chesapeake Bay? Max Fly Charters has you covered with a 4-hour fishing trip that'll have you hooked from start to finish. We're talking prime fishing grounds, a sweet 25' Mako center console, and the chance to land some of the bay's most sought-after fish. Whether you're a seasoned angler or just getting your feet wet, this trip's got something for everyone.

What's the Catch?

Picture this: You're cruising out on the Chesapeake, rod in hand, with the bay's calm waters stretching out around you. Our seasoned captain knows exactly where the fish are biting, so you'll be in for some serious action. We're targeting the big five of the bay - Striped Bass, Cobia, Redfish, Sea Trout, and Bluefish. And get this - you can choose between fly fishing or conventional tackle. It's your call, and we've got the gear to make it happen. With room for up to 5 anglers (though 4's the sweet spot for comfort), you can bring your fishing buddies or make some new ones on board.

Casting Call

Alright, let's talk fishing. On this trip, we're not just tossing lines and hoping for the best. Depending on what's biting, we might be trolling for stripers, sight casting for cobia, or working the shallows for redfish. If you're into fly fishing, you're in for a treat - there's nothing like the thrill of presenting a fly to a tailing red or watching a striper smash your popper on the surface. For the conventional crowd, we'll be using everything from light tackle for trout to heavier gear when the big boys come to play. The captain's always got an eye on the fishfinder, so you'll be right where the action is.

Fish Tales

"Best morning I've had in years! Landed my first cobia and the captain was a riot. Can't wait to come back." - Mike S.

"Took my kids out and they haven't stopped talking about the stripers they caught. Great with families!" - Sarah T.

"As a fly fisherman, I was impressed. Got into some nice reds on the flats. Top-notch guide service." - Tom R.

The Bay's Big Five

Striped Bass (Rockfish): The king of the Chesapeake, stripers are hard-fighting and delicious. These guys can grow over 40 inches and put up a serious battle. Spring and fall are prime time, but summer nights can be magic too. There's nothing like the thrill of a big striper crushing a topwater lure at dawn.

Cobia: These bruisers show up in the summer, and boy, are they a sight to see. Cobia can top 100 pounds and will test your stamina. Look for them cruising near the surface or hanging around buoys. Sight-casting to cobia is an adrenaline rush you won't forget.

Redfish: Also known as red drum, these copper-colored beauties love the bay's shallows. They've got a distinctive spot on their tail and can grow to over 40 inches. Fall is prime time for big bulls, but you can find them year-round. Watching a red tail in skinny water is a fly fisher's dream.

Sea Trout (Speckled Trout): These spotted hunters are a light tackle favorite. They're most active in spring and fall, hanging around structure and grass beds. Sea trout hit hard and make for some fantastic eating. The "gator" trout over 24 inches are trophies worth bragging about.

Bluefish: When the blues are running, hold onto your rod! These toothy critters are pure muscle and attitude. They travel in schools and can create exciting blitzes on the surface. Blues are great for newcomers because they're aggressive and not picky about bait. Just watch those teeth when you're unhooking them!

Time to Get Your Fish On

Look, the Chesapeake's calling, and the fish are waiting. Whether you're after your personal best striper, want to check cobia off your bucket list, or just looking to bend a rod with some friends, this trip's got you covered. At $500 for a half-day, with morning and afternoon options, it's a steal for the quality of fishing you're getting. Don't let another season slip by - book your spot with Max Fly Charters and get ready for some serious Chesapeake Bay action. The fish are biting, and your next big catch is just a cast away!

Learn more about the species

Bluefish

Bluefish are hard-fighting predators that'll test your gear and your skills. These toothy critters typically run 3-10 pounds, but we sometimes see real monsters over 20. They're famous for their aggressive feeding frenzies, often churning up the water's surface as they attack bait schools - we call that a "bluefish blitz." You'll find them throughout the Bay from spring to fall, especially around structure and drop-offs. They love to hang out near schools of menhaden or other baitfish. Summer's usually prime time, but fall can be great too as they fatten up before migrating south. Anglers love bluefish for their powerful runs and acrobatic jumps. They're not picky eaters, so they'll hit just about any lure or bait. Fresh or live bait works well, but watch your fingers - those teeth are razor sharp! The meat's good eating when prepared right, with a rich, full flavor. Here's a local tip: bleed them immediately and get them on ice for the best table fare. Try 'em grilled with a zesty marinade to cut the oiliness.

Bluefish

Cobia

Cobia are real bruisers out here in the Bay. These solitary hunters can grow up to 6 feet long and 100 pounds, often mistaken for sharks with their dark brown coloring and single dorsal fin. We typically find them around structure like reefs, wrecks, and buoys in 30-70 feet of water. Summer's prime time as they move inshore to spawn. Keep your eyes peeled – sight fishing's the way to go. They'll cruise just under the surface, giving us a shot at some exciting topwater action. Cobia put up one heck of a fight and make for excellent eating. Their firm, white meat is a real treat on the grill. When targeting these bad boys, I like to use a heavy bucktail jig, around 4-8 ounces. Color doesn't matter much, but mimicking their favorite prey – crabs and small fish – can't hurt. Here's a local tip: if you spot rays, there's a good chance you'll find cobia shadowing them. It's like they're hitching a ride to the next meal. Stay ready – when a cobia decides to hit, it'll test your gear and your arms!

Cobia

Redfish

Redfish, or red drum, are a popular target in the Chesapeake Bay. These bronze-backed beauties with their distinctive tail spots typically run 20-30 inches, though bigger ones lurk offshore. You'll find them prowling the shallows – we're talking 1-4 feet of water – around oyster reefs, grass beds, and mudflats. They're aggressive feeders, hitting everything from live bait to topwater lures. Fall's prime time for reds, when cooling waters get them fired up. Anglers love 'em for their hard-fighting spirit and excellent table fare. That light, sweet flavor makes for some mighty fine eating. If you want to boost your chances, try this local trick: on a falling tide, look for reds tailing in super skinny water. Ease up quietly, and a well-placed cast with a weedless jig or fly can produce explosive strikes. Just be ready – these guys pull like freight trains when hooked!

Redfish

Sea Trout

Sea trout are a fun catch here in the Bay. These silvery fish usually run 14 to 24 inches and put up a good fight for their size. You'll find them hanging around grass flats and shallow waters, especially at night. In winter, they school up in deeper spots, sometimes down to 160 feet. These guys love to hit artificial lures - jerk baits, topwater plugs, and plastic shrimp work great. They're pretty aggressive feeders, which makes for exciting action. The meat is mild and tender, perfect for a fresh dinner if you're keeping any. Best time to target sea trout is typically fall through spring when the water's cooler. They like temperatures between 34 and 80 degrees. If you're having trouble finding them, try slow trolling along grass edges. My go-to trick is using a popping cork rig - it mimics the sound of feeding fish and can really get them fired up. Just remember, they've got soft mouths, so set the hook easy.

Sea Trout

Striped Bass

Striped bass are the prize catch of the Chesapeake. These powerful fish typically run 20-40 pounds, with some monsters pushing 70. You'll find them near structures like reefs and drop-offs, often cruising the shorelines in moving water. Spring and fall are prime seasons when they're actively feeding. What makes stripers so fun? They put up a heck of a fight, and their meat is sweet and flaky - perfect for the grill. Plus, there's something special about landing a fish with those distinctive dark stripes down its silvery sides. To boost your chances, try live bait like herring or menhaden. These picky eaters can't resist a lively offering. I always tell folks to fish early morning or late evening when the water's cooler near the surface. And here's a local tip: Watch for diving birds. They'll often lead you right to a school of stripers in a feeding frenzy. Just be ready for some serious action when you hook into one of these hard-pulling beauties.

Striped Bass
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Reel in Chesapeake's Finest Catch!

Book your fishing charter with Captain Max Fry of Max Fly Charters today and finally catch the big one! Don't miss out on your chance to experience the thrill of reeling in a trophy fish while enjoying the scenic beauty of Chesapeake Bay. Time is running out, so book now to secure your spot before it's too late.

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