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Top-Rated Chesapeake Bay Evening Fishing Charter

  • Published Date: July 17, 2025
  • Fishing
  • Chesapeake Bay
  • $550 - $850 price range

Summary

Get ready for a relaxing evening on the water with this 4-5 hour Chesapeake Bay fishing trip. Running from June to September, it's the perfect way to unwind after work and enjoy those long summer evenings. You'll cast off at 4 pm, giving you plenty of time to try your luck with the local fish as the sun starts to set. The calm waters and peaceful atmosphere make for ideal fishing conditions. With room for up to 6 guests, it's a great option for small groups or families. Don't worry if you're new to fishing – the experienced crew will show you the ropes and make sure everyone has a good time. They'll help you with techniques and give you the inside scoop on the best spots to drop a line. As you cruise the bay, keep an eye out for local wildlife and take in the beautiful scenery. Remember, deposits are non-refundable, so book your spot on this special charter today and get ready for a memorable evening on the Chesapeake!
Top-Rated Chesapeake Bay Evening Fishing Charter

Evening Catches

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3 striped bass caught in Baltimore

Fishing Chesapeake Bay with these guys!

Three anglers fishing in Baltimore

Child-friendly Chesapeake Bay Fishing Trip

4 striped bass caught in Baltimore

They enjoyed! Top Chesapeake Bay Fishing trip

4 striped bass caught while fishing in MD

Some Striped Bass Fishing with these new anglers!

Striped bass fishing in MD

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Striped bass fishing in MD

Epic Striped Bass Fishing In Chesapeake Bay

Two striped bass fishing in Maryland

Chesapeake Bay Fishing Charters

3 striped bass caught fishing in MD

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Striped bass caught in MD

Quality Striped Bass Fishing in Chesapeake Bay

Two people fishing in Baltimore

Best Maryland Fishing Charters!

3 striped bass caught in Baltimore

Fishing Chesapeake Bay with these guys!

Three anglers fishing in Baltimore

Child-friendly Chesapeake Bay Fishing Trip

4 striped bass caught in Baltimore

They enjoyed! Top Chesapeake Bay Fishing trip

4 striped bass caught while fishing in MD

Some Striped Bass Fishing with these new anglers!

Striped bass fishing in MD

Striped Bass Madness In Chesapeake Bay

Striped bass fishing in MD

Epic Striped Bass Fishing In Chesapeake Bay

Two striped bass fishing in Maryland

Chesapeake Bay Fishing Charters

3 striped bass caught fishing in MD

Chesapeake Bay Fishing for Stripers 2022

Striped bass caught in MD

Quality Striped Bass Fishing in Chesapeake Bay

Two people fishing in Baltimore

Best Maryland Fishing Charters!

3 striped bass caught in Baltimore

Fishing Chesapeake Bay with these guys!

Three anglers fishing in Baltimore

Child-friendly Chesapeake Bay Fishing Trip

4 striped bass caught in Baltimore

They enjoyed! Top Chesapeake Bay Fishing trip

4 striped bass caught while fishing in MD

Some Striped Bass Fishing with these new anglers!

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Sunset Fishing on the Chesapeake Bay

Hey there, anglers! Ready for a laid-back evening of fishing on the beautiful Chesapeake Bay? Our 4-hour happy hour charter is the perfect way to unwind after work and reel in some impressive catches. From June through September, we'll hit the water at 4 pm, giving you plenty of time to enjoy the bay's calm waters and maybe even catch a stunning sunset. Whether you're a seasoned pro or just getting your feet wet, our crew's got your back with tips and tricks to make sure everyone has a great time. So grab your buddies (up to 6 can join) and let's make some memories on the water!

What to Expect on the Water

Picture this: You hop aboard our comfy charter boat, cold drink in hand, ready to leave the workday behind. As we cruise out onto the Chesapeake, you'll feel the stress melt away with each passing wave. Our experienced crew will set you up with all the gear you need and show you the ropes (literally). We'll hit some of our favorite fishing spots where the striped bass and bluefish love to hang out. As the sun starts to dip, casting your line into the golden-hued waters is pure magic. Don't worry if you're new to this – we're here to help you land that photo-worthy catch. And hey, even if the fish aren't biting, the views alone are worth the trip.

Fishing Techniques & Gear

On our Chesapeake Bay charters, we like to keep things simple and effective. We'll mainly be using light tackle spinning gear – perfect for the species we're after and easy for anglers of all skill levels. Depending on what's biting, we might do some trolling or switch to bottom fishing. Live bait is often the ticket here, but we'll also have some killer artificial lures on hand. Our go-to setup is usually a simple fish finder rig with circle hooks – it's a great way to feel those subtle bites from cautious stripers. And don't sweat it if you're not sure how to tie a knot or bait a hook – that's what we're here for!

Species You'll Want to Hook

Let's talk about the stars of our show: striped bass and bluefish. Striped bass, or "rockfish" as we call 'em around here, are the pride of the Chesapeake. These silver-sided beauties with their distinctive dark stripes can put up one heck of a fight. They typically range from 20 to 30 inches, but don't be surprised if you hook into a 40-inch monster! Stripers love to hang around structure and drop-offs, so we'll target those sweet spots. They're most active during low light conditions, making our evening trip perfect for landing a big one.

Now, bluefish – these guys are the bad boys of the bay. With their sharp teeth and aggressive attitude, hooking into a bluefish is like starting a barroom brawl on your line. They're fast, they're strong, and they'll give you a run for your money. Bluefish typically show up in the bay from spring to fall, with the bigger ones (we call 'em "choppers") arriving in the summer. They're known for their savage strikes and acrobatic jumps – trust me, when a bluefish hits your lure, you'll know it!

Why Anglers Keep Coming Back

There's something special about fishing the Chesapeake as the day winds down. The water takes on this glass-like quality, reflecting the sky's changing colors. It's peaceful, but there's still that buzz of excitement every time your rod tip twitches. Our regulars love how easy it is to squeeze in some quality fishing time without taking a whole day off. Plus, the chance to see ospreys diving for their dinner or dolphins playing in the distance? That's the kind of after-work happy hour you can't get at a bar. And let's be honest, there's no better way to decompress than by battling it out with a hard-fighting striper or bluefish.

Time to Book Your Spot

Alright, folks, if you're itching to get out on the water and try your luck with some of the Chesapeake's finest, now's the time to lock in your trip. Our 4-hour evening charters fill up fast, especially during those prime summer months. Remember, we're talking June through September here, so don't wait too long to book. Whether you're looking to unwind after a long day at the office, celebrate a special occasion, or just want to soak in those gorgeous bay views, we've got you covered. Bring your friends, your family, or make it a solo adventure – either way, you're in for a real treat. Just a heads up, we do require a deposit to hold your spot, and it's non-refundable. So check your calendar, rally the troops, and let's get you out on the Chesapeake for an evening of fishing you won't forget. The fish are waiting, the sunsets are stunning, and the memories? Well, those are yours to make. See you on the water!

Learn more about the species

Bluefish

Bluefish are the bulldogs of the Bay - aggressive, toothy, and always ready for a fight. These gray-blue bruisers usually run 3-10 pounds but can hit 20. You'll find them busting up bait schools near the surface, often in a frenzy. Look for birds diving to spot a blitz. Blues show up in early summer and stick around through fall. They're not picky eaters, so almost any lure or bait will work. Anglers love blues for their strong runs and acrobatic jumps. The meat has a rich, full flavor - smoke it for the best taste. One tip: use wire leaders, or those razor-sharp teeth will slice through your line. And watch your fingers when unhooking them - blues don't give up easily, even in the boat.

Bluefish

Striped Bass

Striped bass are the big draw in the Bay, and for good reason. These powerful fish typically run 20-40 pounds but can get up to 70. You'll find them near structures like reefs and drop-offs, often cruising the shorelines in moving water. They're most active at dawn and dusk when the water's cooler. Spring and fall are prime seasons as the bass migrate. Anglers love stripers for their hard-fighting nature - they'll give you a real workout. The meat is sweet and flaky too, great for the grill. For best results, try live bait like herring or eels. A local trick: fish the tide changes, when stripers are most aggressive. Just remember to use strong tackle - these fish can snap light line in a heartbeat.

Striped Bass
Rockin N Rowan Fish Charters

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Chesapeake Bay Fishing Charters

Don't miss your chance to book a charter and catch the fish of a lifetime! The Chesapeake Bay is teeming with fish just waiting to be caught, so don't wait to reserve your next fishing trip. Choose a date and book your charter today!

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