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Upper Chesapeake Bay Cruise | Ditch Hag Charters

  • Published Date: July 16, 2025
  • Fishing
  • Baltimore
  • $550 - $650 price range
  • Updated Date: November 1, 2025

Summary

Ready for a laid-back day on the water with great food to boot? Hop aboard the Ditch Hag for a half-day cruise to some of the best waterfront restaurants along the upper Chesapeake Bay. As you glide across the water, you'll take in peaceful shoreline views and unwind before arriving at your dining destination. Whether you're in the mood for a casual dockside spot or an upscale seafood joint, this trip offers a unique way to enjoy a meal out. The experienced crew handles navigation while you focus on the important stuff – good food, scenic views, and quality time with family or friends. It's a perfect outing for special occasions like birthdays or anniversaries, or just because you want to shake up your routine. Keep in mind that deposits are non-refundable, but the memories you'll make are priceless. With room for up to 5 guests, it's an intimate way to experience the bay and satisfy your taste buds at the same time.
Upper Chesapeake Bay Cruise | Ditch Hag Charters

Bay Views & Bites

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White Bass fish caught while fishing in Baltimore

Local waters, local knowledge

Striped bass caught on fishing cruises in Baltimore

A good day starts before the city wakes

7 striped bass caught in Baltimore during cruises and fishing

Putting guests on quality fish in Baltimore

Striped bass caught while fishing in MD

Calm water and steady pulls

4 people cruising and fishing in Maryland

Early morning lines in Baltimore waters

5 striped bass and wiper fish caught in Baltimore cruises and fishing

Striped bass days on the Chesapeake

4 striped bass caught in Baltimore, Maryland during a fishing cruise

Harbor calm, rods ready

5 striped bass caught during fun fishing excursion in MD

Baltimore sunset and steady bites

Striped bass caught during fishing cruises in MD

Fresh air, good company, steady action

Striped bass fishing in MD with 5 people

Casting along Maryland’s historic shoreline

White Bass fish caught while fishing in Baltimore

Local waters, local knowledge

Striped bass caught on fishing cruises in Baltimore

A good day starts before the city wakes

7 striped bass caught in Baltimore during cruises and fishing

Putting guests on quality fish in Baltimore

Striped bass caught while fishing in MD

Calm water and steady pulls

4 people cruising and fishing in Maryland

Early morning lines in Baltimore waters

5 striped bass and wiper fish caught in Baltimore cruises and fishing

Striped bass days on the Chesapeake

4 striped bass caught in Baltimore, Maryland during a fishing cruise

Harbor calm, rods ready

5 striped bass caught during fun fishing excursion in MD

Baltimore sunset and steady bites

Striped bass caught during fishing cruises in MD

Fresh air, good company, steady action

Striped bass fishing in MD with 5 people

Casting along Maryland’s historic shoreline

White Bass fish caught while fishing in Baltimore

Local waters, local knowledge

Striped bass caught on fishing cruises in Baltimore

A good day starts before the city wakes

7 striped bass caught in Baltimore during cruises and fishing

Putting guests on quality fish in Baltimore

Striped bass caught while fishing in MD

Calm water and steady pulls

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Cruise & Dine: Chesapeake Bay's Hidden Gems

Ready for a laid-back day on the water with some killer eats? Hop aboard the Ditch Hag for a half-day cruise that'll take you to some of the best waterfront grub spots on the upper Chesapeake. We're talking views for days, a chill ride, and the kind of food that'll have you coming back for seconds. Whether you're in the mood for a no-frills crab shack or want to get fancy with white tablecloths, we've got you covered. This trip is all about kicking back, enjoying the scenery, and letting someone else do the driving while you focus on the important stuff – good food and even better company.

What's the Deal?

Picture this: You and your crew (up to 5 total) climb aboard our trusty vessel, the Ditch Hag. As we pull away from the dock, you'll feel the stress melt away with each passing wave. We'll cruise along the shoreline, giving you a front-row seat to some of the prettiest views the Bay has to offer. No need to worry about navigation or parking – our experienced crew's got all that covered. Your job? Sit back, relax, and work up an appetite. We'll drop you off right at the dock of your chosen restaurant, where you can indulge in some of the freshest seafood around. After you've had your fill, we'll be waiting to whisk you back home. It's the perfect way to celebrate a special occasion or just treat yourself to a day out on the water.

Smooth Sailing, Full Bellies

This ain't your average booze cruise. We're all about comfort and getting you to your destination in style. The Ditch Hag is set up for easy cruising, with plenty of seating and shade to keep you comfy. As we make our way to your chosen eatery, keep your eyes peeled for local wildlife – you might spot ospreys diving for fish or even a bald eagle if you're lucky. Our crew knows these waters like the back of their hand, so feel free to pick their brains about the area's history or the best menu items at our destination. And don't worry about rushing through your meal – we'll work with you to make sure you've got plenty of time to savor every bite before we head back.

Grub Spots Worth Writing Home About

Look, we're not here to tell you where to eat – that's part of the fun of this trip. But we've got the inside scoop on some real gems. Want a place where you can crack crabs right on the paper-covered tables? We know a joint. Looking for somewhere to impress your date with white linens and fancy wine lists? We've got you covered there too. From hole-in-the-wall local favorites to upscale seafood houses, the upper Chesapeake's got it all. And the best part? Rolling up to these spots by boat. Trust us, there's nothing like pulling up to the dock, stepping off, and walking straight to your table. It's the kind of entrance that'll make you feel like a million bucks.

Why Folks Keep Coming Back

This trip's a hit for all sorts of reasons. For some, it's the perfect low-key date night – because nothing says romance like a sunset cruise and a great meal. For others, it's a chance to get the whole family together without anyone having to play designated driver. We've had folks celebrate birthdays, anniversaries, and even pop the question on board (pro tip: wait until after the meal for that one, less chance of dropping the ring overboard). But honestly? Most people just love the chance to see the Bay from a different angle and enjoy some top-notch food without having to deal with traffic or parking. It's the kind of easy, breezy day out that'll have you wondering why you don't do this more often.

Bonus Round: Fishing on the Side

Now, we know this trip's all about the eats, but if you're itching to wet a line, we can make that happen too. The upper Chesapeake's teeming with fish, and if you're up for it, we can do a bit of casual fishing on the way to or from the restaurant. We're talking about the chance to hook into some striped bass, white perch, or even some hardhead sea catfish. It's not the main event, but it's a fun way to work up an appetite or burn off some of those calories on the way back. Just let us know when you book, and we'll make sure to have some rods and bait on board.

Local Catches You Might Hook

Striped Bass: These bad boys are the rockstars of the Chesapeake. Also known as rockfish, they're hard-fighting and even better eating. They can grow to impressive sizes, with some topping 40 pounds. Spring and fall are prime times to target them, but you can find keepers year-round. There's nothing quite like the thrill of feeling a big striper hit your line – it's the kind of rush that keeps anglers coming back year after year.

White Perch: Don't let their size fool you – these little guys pack a punch in both fight and flavor. They're abundant in the Bay and make for some of the best fish fries you'll ever have. You can catch them pretty much year-round, but they're especially active in the warmer months. They're perfect for kids or anyone who wants to experience the joy of reeling in fish after fish.

Hardhead Sea Catfish: These whiskered critters might not win any beauty contests, but they're fun to catch and tasty to boot. They're bottom feeders, so you'll want to use bait on the floor of the Bay. Late spring through early fall is your best bet for hooking into these guys. Don't let their size fool you – even a small hardhead can put up a surprisingly good fight.

Ready to Set Sail?

Alright, here's the deal – this trip's a fan favorite, and spots fill up fast, especially on weekends. If you're thinking about treating yourself (and your taste buds) to a day out on the Bay, don't wait too long to book. Remember, we can take up to 5 guests, so it's perfect for a double date, family outing, or just getting the gang together for some good food and even better views. And hey, that deposit? It's non-refundable, so make sure you're good to go before you lock it in. Trust us, once you experience the Chesapeake this way, you'll be planning your next trip before you even get back to the dock. So what are you waiting for? Give us a shout, and let's get you out on the water for a meal you won't forget.

Learn more about the species

Hardhead Sea Catfish

Hardhead catfish are common catches in the Chesapeake, usually 12 inches long and 1-3 pounds. You'll find them in muddy or sandy bottoms near shore, especially around river mouths. They're year-round residents but move to deeper water in winter. These catfish aren't prized for eating, but they put up a decent fight. Be careful of their sharp, venomous spines when handling. They'll bite almost any bait, with shrimp being a top choice. Use bottom rigs in shallow areas. Anglers often catch them while targeting other species like seatrout or drum. A local tip: if you're trying to avoid them, use artificial lures instead of natural bait. Despite their reputation as a nuisance, hardheads can be fun to catch, especially for kids learning to fish. Just remember to handle with care!

Hardhead Sea Catfish

Striped Bass

Striped bass are a prized catch in the Chesapeake, typically ranging from 20 to 40 pounds. These powerful swimmers love structure, so look for them around reefs, sandbars, and drop-offs. They're most active in cooler water, making spring and fall prime seasons. Stripers put up a heck of a fight, and their sweet, flaky meat is excellent eating. To boost your chances, try live bait like herring or eels - the movement really gets their attention. Cast early morning or evening for best results. If you're fly fishing, an 8 to 14-foot rod will serve you well. Remember, stripers are structure-oriented, so focus on shorelines and moving water. With some patience and the right technique, you'll be reeling in these silver-sided beauties in no time.

Striped Bass

White Perch

White perch might be small, but they're a blast to catch. Most run 7-10 inches and under a pound, though some can reach 3 pounds. You'll find them in brackish waters, especially tributaries and estuaries. The Chesapeake is full of them. Spring is prime time, when they migrate to spawn. Early morning and evening are your best bets. These little fighters are easy to catch and great for introducing kids to fishing. They're also tasty - perfect for a fish fry. Use light tackle, 4-8 pound line, and small hooks. Bloodworms and minnows are top baits, but soft plastics work too. Here's a local trick: look for shadowy areas in warm, but not hot, water. That's where they like to hang out. Jig your bait a bit to mimic their prey and you'll be doubling up in no time.

White Perch

About the Chesapeake Deadrise

Company vehicle

Vehicle Guest Capacity: 6

Manufacturer Name: Cummins

Maximum Cruising Speed: 17

Number of Engines: 1

Horsepower per Engine: 450

Hop on the Ditch Hag for a laid-back cruise to some of the best waterfront eateries along the upper Chesapeake Bay. Kick back and soak in the peaceful shoreline views as you make your way to a tasty meal with your crew. Whether you're in the mood for a casual dockside joint or a fancy seafood spot, this boat ride lets you enjoy the bay without any hassle. Our skilled team will handle the sailing while you focus on the important stuff - good food, great scenery, and even better company. It's a chill way to spend your day on the water with a delicious destination waiting at the end. Perfect for celebrating special occasions or just treating yourself to something a little different. Keep in mind that deposits can't be refunded, so check out our Trips & Rates page for all the details.
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Fishing thrills in Baltimore, MD!

Ready to fish the Chesapeake Bay? Book your trip with Ditch Hag Sportfishing Charters and join Captain Gus Clifton Jr. for a day on the water you won’t forget. With expert guidance, a well-equipped boat, and prime fishing grounds, it’s the perfect time to plan your next outing. Reserve your spot today and let’s go fishing!

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