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Premier Chesapeake Bay Fishing with Outta Line

  • Published Date: August 19, 2025
  • Fishing
  • Chesapeake Bay
  • $667 - $880 price range

Summary

Ready for some serious fishing action in Chesapeake Bay? Captain Andy's got you covered with this high-performance 6-hour trip. We're talking top-notch gear and a well-equipped boat to chase after the bay's prized catches: Striped Bass, Spanish Mackerel, Redfish, and Sea Trout. This isn't your average leisurely cruise—it's designed for anglers who want to put their skills to the test. With room for up to 4 fishermen, you'll have plenty of elbow room to work those lines. Captain Andy knows these waters like the back of his hand, so expect to hit all the prime spots where the big ones are biting. Whether you're gunning for a new personal best or just want to load up the cooler, this charter delivers the goods. The season runs from June through October, perfect for those summer and early fall fishing days. Grab your buddies and get ready for a day of non-stop action on the Chesapeake!
Premier Chesapeake Bay Fishing with Outta Line

Chesapeake's Finest Catches

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Striped bass caught in MD

Sunny day for striper fishing in Chesapeake Bay!

Striped bass caught in Trappe

Striped bass Chesapeake bay hooked!

4 people enjoying a day of fishing in Trappe

Huge Chesapeake fish haul!

Striped bass caught in MD

Kids have fun striper fishing in Chesapeake Bay!

Striped bass caught in Trappe

Chesapeake Bay Reels in Striper!

A single angler fishing in Trappe

Cute hooks in Chesapeake Bay!

A person fishing in Trappe

Tiny but mighty reels Chesapeake Bay!

Fishing adventure in MD with 2 people

Black Drum hooked in Chesapeake Bay!

Striped bass caught while fishing in Trappe

Chesapeake Bay striper fishing day!

Striped bass caught in Trappe

Chesapeake Bay Striper Fishing!

Striped bass caught in MD

Sunny day for striper fishing in Chesapeake Bay!

Striped bass caught in Trappe

Striped bass Chesapeake bay hooked!

4 people enjoying a day of fishing in Trappe

Huge Chesapeake fish haul!

Striped bass caught in MD

Kids have fun striper fishing in Chesapeake Bay!

Striped bass caught in Trappe

Chesapeake Bay Reels in Striper!

A single angler fishing in Trappe

Cute hooks in Chesapeake Bay!

A person fishing in Trappe

Tiny but mighty reels Chesapeake Bay!

Fishing adventure in MD with 2 people

Black Drum hooked in Chesapeake Bay!

Striped bass caught while fishing in Trappe

Chesapeake Bay striper fishing day!

Striped bass caught in Trappe

Chesapeake Bay Striper Fishing!

Striped bass caught in MD

Sunny day for striper fishing in Chesapeake Bay!

Striped bass caught in Trappe

Striped bass Chesapeake bay hooked!

4 people enjoying a day of fishing in Trappe

Huge Chesapeake fish haul!

Striped bass caught in MD

Kids have fun striper fishing in Chesapeake Bay!

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Reel in the Big Ones on Chesapeake Bay

Hey there, anglers! Captain Andy here, ready to take you on a no-nonsense fishing adventure in the heart of Chesapeake Bay. This ain't your average day on the water – we're talking about a high-octane, 6-hour inshore trip that'll put your skills to the test and fill your cooler with some of Maryland's finest catches. From June to October, we're chasing the cream of the crop: Striped Bass, Spanish Mackerel, Redfish, and Sea Trout. Bring your A-game and up to three of your fishing buddies, 'cause we're about to show you why Chesapeake Bay is a top-rated fishing destination.

What to Expect on the Water

Listen up, folks – this ain't no leisurely cruise. We're hitting the Bay hard for six solid hours of non-stop action. You'll be aboard a well-equipped vessel that's built for serious fishing, not sightseeing. We're talking top-of-the-line gear, fish-finding tech that'll make your head spin, and enough local know-how to put you on the fish faster than you can say "fish on!" Whether you're gunning for your personal best or just want to stack up some tasty fillets, we've got you covered. Just remember, the fish don't take days off, and neither do we – rain or shine, we're out there making it happen.

Techniques That Land the Big Ones

Alright, let's talk shop. On this trip, we're not messing around with one-trick ponies. We're switching it up based on what's biting and where. One minute we might be trolling for Stripers, the next we're casting lures for Spanish Mackerel. We'll hit structure, work the tidelines, and maybe even do some light chumming if that's what it takes. Bring your casting arm 'cause you'll be throwing everything from soft plastics to topwater lures. And when those Redfish are schooling up, hold onto your rod – it's about to get real. Don't worry if you're not up on all the latest techniques; Captain Andy's got years of experience and he'll show you the ropes. Just be ready to learn and put in the work – that's how you become a better angler.

Species You'll Want to Hook

Let's break down the heavy hitters you'll be targeting on this trip. First up, Striped Bass – the rockstars of Chesapeake Bay. These bruisers can top 40 pounds and put up a fight that'll make your arms ache. They love to hang around structure and chase bait schools, so we'll be hitting all their favorite haunts. Best time to target them? Early morning and late evening when they're actively feeding.

Spanish Mackerel are next on the hit list. These speed demons will test your reflexes and your drag. They might not be the biggest fish in the Bay, but what they lack in size, they make up for in numbers and fight. When a school of Spanish Mackerel hits, it's non-stop action that'll have you grinning from ear to ear. Plus, they're delicious on the grill.

Don't sleep on the Redfish, folks. These copper-colored beauties are a sight to behold and a blast to catch. They love to cruise the shallows, tailing and rooting for crabs. When you spot one, make a precise cast, and hold on tight – they'll make a run that'll have your drag singing. Fall is prime time for Reds in the Bay, so book your trip accordingly if these are on your bucket list.

Last but not least, we've got Sea Trout. These speckled hunters are the perfect mix of finesse and fight. They're not the biggest fish in the Bay, but they're wily and will test your light tackle skills. We'll target them around grass flats and oyster bars, using everything from soft plastics to topwater lures. The best part? They're excellent table fare, so be sure to keep a few for dinner.

Why Anglers Keep Coming Back

Look, I could go on all day about why this trip is the real deal, but let's cut to the chase. You're getting six hours of hardcore fishing with a captain who eats, sleeps, and breathes Chesapeake Bay angling. We're not out here to take pictures and tell fish stories – we're here to put you on fish, plain and simple. The Bay's got a reputation for world-class inshore fishing, and we're gonna show you why. From the moment you step on the boat to the time you're heading home with a cooler full of fish, you're in for a day of serious angling that'll have you booking your next trip before you even hit the dock.

Time to Book Your Spot

Alright, anglers, here's the deal – spots on this trip fill up fast, especially during peak season. If you're serious about getting in on some of the best inshore fishing Chesapeake Bay has to offer, don't wait around. Grab your fishing buddies, pick a date, and let's make it happen. Remember, we're running from June through October, so there's plenty of time to get out there and tangle with some trophy fish. Whether you're a seasoned pro or looking to step up your game, this is the trip that'll deliver the goods. So what are you waiting for? Book now and get ready for a fishing adventure that'll have you coming back year after year. Trust me, once you fish the Bay with us, you'll be hooked for life.

Learn more about the animals

Black Drum

Black Drum are the big bruisers of the Chesapeake, with adults commonly 20-30 pounds. You'll find them hanging around oyster beds and shallow flats, often in just a few feet of water. They use those powerful jaws to crush shellfish, so listen for their distinctive drumming sound. Spring and early summer are prime time as they move inshore to spawn. Anglers target them for the challenge - these guys pull like a truck when hooked. The smaller ones under 15 pounds are good eating too. For best results, use fresh crab or clam for bait and fish it right on the bottom. And here's a pro tip: when you feel that telltale tap-tap, be patient and let them take it before setting the hook.

Black Drum

Redfish

Redfish, also called Red Drum, are hard-fighting bruisers that'll test your gear. In the Chesapeake, they typically run 20-35 inches, but bigger ones show up too. Look for them tailing in shallow flats or hanging around oyster bars and marsh edges. They're most active here from late summer through fall. Anglers love Reds for their powerful runs and copper-colored good looks. The meat's pretty tasty too. To hook up, try sight-casting with live crabs or working soft plastics along the edges of grass flats. Here's a local tip: on hot days, look for them in deeper holes near shallow flats. They'll move up to feed when the tide's right.

Redfish

Sea Trout

Sea Trout, also called Weakfish, are a favorite target in the Chesapeake. These silvery fish usually run 14-24 inches and put up a scrappy fight on light tackle. Look for them over grass flats and around creek mouths, often in 3-10 feet of water. They're most active here from late spring through fall. Anglers love Sea Trout for their aggressive strikes and delicate flavor. To catch 'em, try drifting live shrimp or working soft plastics near the bottom. One local trick is to fish the falling tide in the evening - that's when they often feed most actively. Just be ready for some fast action when you find a school!

Sea Trout

Spanish Mackerel

Spanish Mackerel are a blast to target in the Chesapeake. These speedsters usually run 1-3 feet long and put up an exciting fight. Look for them in open waters near the surface, often chasing bait schools. They're most active here from June through September when water temps warm up. Anglers love 'em for their fast runs and acrobatic jumps when hooked. The meat's pretty tasty too, great for grilling or smoking. To up your odds, try trolling small spoons or jigs behind the boat. A local trick is to watch for birds diving - that often means Spanish are feeding below. Just be ready for some serious action when you hook into one of these rockets!

Spanish Mackerel

Striped Bass

Striped Bass are the rockstars of the Chesapeake. These powerful fish average 10-30 pounds but can top 50. You'll find them prowling structure like bridge pilings, rock piles, and channel edges. They're here year-round, but fall and spring see big migrations that fire up the bite. Anglers love Stripers for their aggressive strikes and strong fights. Plus, they're excellent on the dinner table. To hook up, try live-lining spot or eels around structure. Or troll umbrella rigs along drop-offs. Here's a local secret - on calm summer nights, work topwater lures around lighted docks. The blow-ups will get your heart racing!

Striped Bass
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