World-Class Chesapeake Bay Fishing with Max Fly

Published Date: July 11, 2025
Fishing

Chesapeake Bay
$500 - $900 price range

Summary

Get ready for an epic day of fishing on the Chesapeake Bay with Max Fly Charters. We'll set out from Oxford, MD or Exmore, VA for 8 hours of non-stop action. Our roomy boat can fit up to 5 guests, but 4 is the sweet spot for comfort. We'll be targeting some of the bay's most sought-after fish - Cobia, Trout, and Striped Bass. Whether you're a seasoned angler or new to fishing, our experienced crew will make sure you have a great time out on the water. We'll provide all the gear and know-how you need to land some impressive catches. As we cruise the bay, you'll get to soak in the beautiful Chesapeake scenery and hopefully reel in some fish stories to share back home. It's a full day of fishing, fun, and making memories out on one of America's most iconic bodies of water. Don't miss your chance to experience the best of Chesapeake Bay fishing with Max Fly Charters.

World-Class Chesapeake Bay Fishing with Max Fly

Big Catches on the Bay

Tight lines and great times in Chesapeake’s

Fisherman with a 25-inch catch in Oxford

Giant redfish!

Happy fishing here!

Reel in the Bay: Chesapeake Fishing Charters

Hey there, anglers! Ready to wet a line in some of the East Coast's most productive waters? Max Fly Charters is your ticket to a full day of rod-bending action on the Chesapeake Bay. We're talking about 8 solid hours of chasing after some of the Bay's most sought-after gamefish. Whether you're dropping lines near the oyster beds of Oxford, MD, or cruising the waters off Exmore, VA, we've got the local know-how to put you on the fish.

What's the Deal?

Picture this: You're out on the water as the sun's coming up, coffee in hand, surrounded by the calm of the Bay. We've got room for up to 5 folks on board, but if you want to spread out and have room to really work those rods, we recommend keeping it to 4. Our captain's been fishing these waters for years and knows all the sweet spots where the big ones like to hang out. We're after the heavyweights here - Cobia that'll make your arms ache, Striped Bass (or "rockfish" as we call 'em around here) that'll test your drag, and Trout that'll keep you on your toes. And don't worry about growling stomachs - we've got lunch covered so you can focus on the fishing.

How We Roll on the Water

Alright, let's talk tactics. Depending on what's biting and where, we might be doing a little bit of everything. Some days, we're chumming and live-lining for those big stripers. Other times, we're sight-casting to cobia cruising near the surface. For the trout, we might be jigging soft plastics or working the edges of grass beds. We've got all the gear you need - from light tackle for the trout to heavier setups for when a big cobia decides to crash the party. And if you're new to this kind of fishing, no sweat. We'll show you the ropes, from how to work a jig to the best way to fight a big fish on light tackle. It's all part of the service, folks.

Species You'll Want to Hook

Let's break down the headliners of our Chesapeake Bay fishing show:

Striped Bass (Rockfish): These are the rock stars of the Bay. Stripers can grow to over 40 pounds, and they fight like their tails are on fire. Spring and fall are prime time for these bad boys. They love to hang around structure, so we'll be hitting bridge pilings, rocky points, and channel edges. Nothing beats the thrill of a big striper smashing a topwater lure at dawn.

Cobia: Now we're talking about some bruisers. Cobia show up in the Bay when the water warms up, usually from June to September. These guys can top 100 pounds, and they've got the attitude to match. Sight-fishing for cobia is a rush - you'll see them cruising near the surface, often following rays or turtles. Get ready for some serious battles if we hook into one of these.

Sea Trout (Speckled Trout): These speckled beauties are a favorite for light tackle enthusiasts. They're abundant in the Bay from spring through fall, hanging around grass beds and oyster bars. Sea trout hit lures with a vengeance and put up a great fight on light gear. Plus, they're mighty tasty if you're looking to take some home for dinner.

Bluefish: When the blues are running, it's non-stop action. These toothy critters show up in big schools and will hit just about anything that moves. They're great fun on light tackle and put up a scrappy fight. Look for them from late spring through fall, often chasing bait on the surface.

Redfish (Red Drum): While not as common as some of our other targets, hooking into a big red is always a possibility, especially in the southern parts of the Bay. These copper-colored beauties can grow to over 50 pounds and are known for their powerful runs. Fall is usually the best time to target them.

Why Anglers Keep Coming Back

Look, I could go on all day about the fishing, but it's more than just that. It's about being out on the water, watching ospreys dive for their breakfast, seeing the sun rise over the Eastern Shore, and maybe catching a glimpse of a pod of dolphins if we're lucky. It's about swapping stories, learning new techniques, and yeah, maybe bragging a little when you land that fish of a lifetime. Every trip is different, and that's what keeps folks coming back year after year.

Time to Get Your Line Wet

So, what do you say? Ready to see what the Chesapeake Bay has to offer? Whether you're a seasoned angler looking to tangle with some trophy fish or a newcomer wanting to learn the ropes, we've got you covered. We're booking up fast for the prime seasons, so don't wait too long to reserve your spot. Give us a call, and let's get you out on the water. Trust me, once you've experienced fishing the Chesapeake with Max Fly Charters, you'll be hooked for life. See you on the Bay!

Learn more about the species

Bluefish

Bluefish are feisty fighters that'll give you a run for your money. These seasonal visitors show up in the Bay from June to October, typically hanging out in tidal rivers and sandy harbors. Look for them churning up the water in what we call a "bluefish blitz" - it's a sight to see. Most blues we catch are in the 3-7 pound range, but the big ones can hit 20 pounds. They've got a mouthful of sharp teeth, so watch your fingers when unhooking. Blues are aggressive feeders and will hit just about any bait or lure you throw at them. What makes them fun to target is their hard-hitting strikes and powerful runs. When a school is feeding, the action can be non-stop. Plus, smaller "snapper" blues are great for getting kids into fishing. If you want to eat what you catch, blues have a rich, flavorful meat that's excellent when grilled fresh. Just remember to bleed and ice them quickly. Pro tip: Try using oily baitfish like bunker or mackerel. Blues can't resist that scent trail. Cast into the feeding frenzy and hang on tight!

Cobia

Cobia are real bruisers, often reaching 6 feet and 100 pounds. These solitary hunters cruise our shallow waters from late spring through fall, hanging around structures like reefs, wrecks, and buoys. You'll often spot them near the surface in 30-70 foot depths during their spawning run. What makes cobia special? They put up one heck of a fight and taste fantastic on the dinner table. Plus, there's nothing quite like the rush of sight-fishing for these "brown torpedoes." We typically target them with bucktail jigs, but they'll hit just about anything that looks like prey. Pro tip: toss out a live eel if you really want to get their attention. Just be ready for an arm-wrenching battle when they strike. Cobia aren't picky about water conditions, which means we can chase them in a variety of spots around the Bay. Whether you're after a trophy fish or just want to tangle with a hard-fighting opponent, cobia fishing is always an adventure.

Redfish

Redfish are a favorite target around here, known for their copper-red backs and that distinctive black spot near the tail. Most run 20-30 inches, but the big bulls can push 40+. You'll find 'em in shallow water, often just 1-4 feet deep, hanging around oyster beds, grass flats, and old pier pilings. Fall's prime time when they school up, but we catch 'em year-round. Anglers love redfish for their hard-fighting nature - they'll give your drag a workout. Plus, they're excellent eating with a mild, sweet flavor. These fish aren't picky eaters. They'll hit everything from live shrimp to artificial lures. One local trick: on a calm morning, look for their tails breaking the surface as they root around in super-shallow water. Sneak up quietly and you can sight-cast to them - it's a rush when they explode on a topwater plug. Just remember to vary your retrieve speed to trigger those strikes.

Sea Trout

Sea trout are a fun catch around here, typically ranging from 1-5 pounds but sometimes hitting 40 in rare cases. You'll find them hanging out in grass flats and shallow waters at night, or in deeper channels during winter. These fish love to hit artificial lures - jerk baits, topwater plugs, and plastic shrimp work great. What makes sea trout exciting is their fight and delicate flavor. The meat's white, flaky, and tender when cooked right. Just don't overdo it or it'll get mushy. Best time to target them is fall through early spring when the water's cooler. They school up in deeper spots when it gets cold, so that's prime time to find a bunch. Here's a local trick - if you're having trouble spotting them, try slow trolling along grass edges. Nine times out of ten, that'll put you on fish. The bite can be subtle, so stay alert. Once you hook one, get ready for some acrobatics - these guys like to jump!

Striped Bass

Striped bass are a real treat to catch in the Chesapeake. These powerful swimmers can grow up to 40 pounds, though most we land are in the 20-30 pound range. You'll find them hanging around structures like reefs and drop-offs, often near moving water. Spring and fall are prime times as they migrate through the Bay. Folks love targeting stripers for their strong fights and excellent eating. That white, flaky meat is hard to beat. To boost your chances, try live bait like herring or menhaden - stripers can be picky eaters. Early morning or dusk are usually the best times to cast your line. Here's a local tip: look for diving birds. That often means baitfish are being pushed to the surface by feeding stripers below. If you see that action, get ready for some excitement. With the right timing and technique, you could be in for some of the best fishing the Chesapeake has to offer.

About the Mako (Center console)

Vehicle Guest Capacity: 5

Manufacturer Name: Suzuki

Maximum Cruising Speed: 28

Number of Engines: 1

Horsepower per Engine: 300

Ready for an awesome day of fishing in the Chesapeake Bay? Join Max Fly Charters for 8 hours of non-stop action as we chase after some big catches. We'll be cruising the waters around Oxford, MD and Exmore, VA, targeting prized fish like Cobia, Trout, and Striped Bass. Our boat has room for up to 5 people, but we think 4 is the sweet spot for everyone to have plenty of space. Whether you're an experienced angler or just getting started, you'll have a blast reeling in fish and soaking up the beautiful bay scenery. We provide all the gear you need - just bring your sense of adventure and get ready to make some epic fishing memories. Book your trip with us in Oxford and let's get out on the water for an amazing day of Chesapeake fishing!

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