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Family Fishing Adventure: Chesapeake Bay Charters

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

Summary

Captain Andy's family-friendly fishing trip in Chesapeake Bay is a great way to spend quality time on the water. Over 6 hours, you'll cruise the bay targeting popular species like Striped Bass, Redfish, and Flounder. The trip is designed with kids in mind, so expect a relaxed atmosphere where everyone can learn and have fun. All gear is provided, making it easy for first-timers or those without their own equipment. With room for up to 4 guests, it's perfect for parents and children to bond over the excitement of reeling in fish together. Captain Andy keeps things easygoing and shares his local knowledge, helping you spot wildlife and understand the bay's ecosystem. Whether you're hoping to catch dinner or just enjoy being out on the water, this trip offers a bit of everything. It's a chance to create some lasting family memories while experiencing the beauty of Chesapeake Bay.
Family Fishing Adventure: Chesapeake Bay Charters

Family Catches of the Day

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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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Family Fun Fishing on Chesapeake Bay

Ready for a day on the water your kids will talk about for years? Captain Andy's family-friendly fishing trip on Chesapeake Bay is the perfect way to introduce the little ones to angling while having a blast yourself. Over six action-packed hours, you'll cruise the bay's rich waters, dropping lines for striped bass, redfish, and more. With all the gear provided and a laid-back captain at the helm, it's smooth sailing for anglers of all ages. So grab the sunscreen, pack some snacks, and get ready to make some serious fishing memories!

What to Expect on the Water

From the moment you step aboard Captain Andy's comfortable fishing boat, you're in for a treat. The trip kicks off with a quick safety rundown and fishing 101 for the newbies. Then it's time to motor out into the Bay's fish-rich waters. Cap'n Andy knows these waters like the back of his hand, so you'll be hitting the hotspots in no time. Whether you're trolling for stripers or bottom fishing for black drum, there's always something biting in the Chesapeake. And don't worry if you've never held a rod before – Andy's there to show you the ropes, from baiting hooks to reeling in the big ones. Between casts, soak in the Bay's beauty and keep an eye out for osprey diving for their own catch of the day.

Fishing 101: Bay Style

On this trip, you'll get to try out a few different fishing techniques. Light tackle fishing is the name of the game here, perfect for beginners and pros alike. You might start off drifting with live bait, letting the current do the work while you wait for that telltale tug on the line. Or maybe you'll try some bottom fishing, dropping weighted lines to where the big ones lurk. If the fish are feeling frisky, Cap'n Andy might break out the trolling gear, dragging lures behind the boat to entice those hard-fighting stripers. The best part? All the gear is provided, from rods and reels to bait and tackle. Just bring your sense of adventure (and maybe a lucky fishing hat).

Species You'll Want to Hook

Chesapeake Bay is home to a smorgasbord of fish species, and on this trip, you've got a shot at some real beauties. Let's break down what might end up on the end of your line:

Spanish Mackerel: These speedy swimmers are a blast to catch. They hunt in schools, so when you find one, you've often found many. With their sleek, torpedo-shaped bodies and sharp teeth, Spanish mackerel put up a great fight on light tackle. They're most active in the warmer months, from late spring through early fall. Anglers love 'em for their fast runs and acrobatic jumps when hooked.

Black Drum: The heavyweight champions of the Bay, black drum can grow to over 100 pounds! Don't worry, though – the ones you're likely to catch are more in the 5-30 pound range. These bottom-feeders have a distinctive "drumming" sound they make with their air bladders. Black drum are most active in the spring and fall, and they're known for their strong, steady pulls when hooked. Kids especially get a kick out of their barbels (whisker-like feelers under their chins).

Striped Bass (Rockfish): The rockstar of the Chesapeake, striped bass (or "stripers") are prized for their fight and their flavor. These silver-sided beauties with distinctive black stripes can range from a few pounds to over 50! Spring and fall are prime striper seasons in the Bay. When a big one hits your line, hold on tight – they're known for powerful runs and head-shaking jumps that'll have the whole family cheering.

Sea Trout: Also known as weakfish (though there's nothing weak about 'em), sea trout are a favorite target for light tackle anglers. With their spotted sides and yellowish fins, they're a pretty catch. Sea trout are most active in the warmer months and tend to hang out near structure like oyster bars. They're known for their soft mouths, so a gentle touch when reeling them in is key.

Redfish: With their copper-red coloring and distinctive black spot near the tail, redfish (also called red drum) are a sight to behold. They can range from "puppy drum" size (a few pounds) all the way up to bull reds over 40 pounds! Redfish love shallow water and are often found near grass beds or shorelines. They put up a stubborn fight, with powerful runs that'll test your drag. Fall is prime time for reds in the Bay, but you can catch 'em year-round.

Why Anglers Keep Coming Back

What sets Captain Andy's family trips apart? It's all about the little things. Like how he always seems to have a joke ready to lighten the mood if the fish aren't biting. Or the way he patiently shows kids (and grown-ups) how to tie the perfect knot, again and again. It's the thrill of watching your youngster's face light up as they reel in their very first fish, with Andy right there to help land it and snap a photo for the family album. And let's not forget the wealth of local knowledge he shares – from Chesapeake Bay history to the best spots for crab cakes after your trip. By the time you dock, you'll feel less like customers and more like old fishing buddies.

Time to Book Your Spot

So there you have it, folks – a day on the water that's sure to be the highlight of your family's summer. With room for up to four guests, it's perfect for parents and kids or a group of friends looking to wet a line. Remember, the fish are always biting, but spots on Captain Andy's calendar fill up fast. So don't let this chance for family bonding and Bay adventure slip away. Grab your crew, pick a date, and get ready to make some serious fishing memories. Who knows? You might just spark a lifelong passion for angling in your little ones (or rekindle your own). Book now and let the good times and tight lines roll!

Learn more about the animals

Black Drum

Black Drum are hefty bottom-feeders that can reach over 100 pounds, though most are 5-30 pounds. Look for them around oyster beds, piers, and in brackish water. They use their strong jaws and teeth to crunch shellfish. Spring is spawning time when big schools gather. Anglers love Black Drum for their powerful fight and good eating, especially the smaller ones under 15 pounds. To catch 'em, use fresh crab or clam on a fish-finder rig. My local trick is to chum with crushed oyster shells to bring them in. Listen closely - you might hear their distinctive drumming sound underwater. Black Drum aren't the prettiest fish, but they're a fun challenge that'll test your gear and give you a tasty meal.

Black Drum

Redfish

Redfish, or Red Drum, are hard-fighting inshore fish that love shallow water. Most run 3-10 pounds, but they can reach over 40. Look for them tailing in marshes, around oyster bars, and near docks in 1-4 feet of water. Fall is prime time as they school up to spawn. Anglers love Redfish for their powerful runs and excellent table fare. To catch 'em, try gold spoons, soft plastics, or cut bait on the bottom. My local trick is to fish the edges of grass flats on a falling tide - redfish move out with the water to ambush bait. Watch for their distinctive copper color and tail sticking out of the water. There's nothing like sight-casting to a tailing redfish in skinny water.

Redfish

Sea Trout

Sea Trout, also called Speckled Trout, are a popular inshore species. They typically run 14-24 inches and 1-5 pounds. Look for them around grass flats, oyster bars, and channel edges in 3-6 feet of water. Fall and spring are prime seasons as water temps change. Anglers love Sea Trout for their willingness to hit lures and their tasty, flaky white meat. To catch 'em, try soft plastics or live shrimp under a popping cork. My local tip is to fish the first hour of incoming tide on grass flats - that's when trout move in to feed. Sea Trout aren't huge fighters, but they're fun on light tackle and make for some of the best fish tacos you'll ever have.

Sea Trout

Spanish Mackerel

Spanish Mackerel are fast, sleek fish that put up a great fight. They usually run 1-2 feet long and a few pounds, but can get up to 3 feet and 25 pounds. Look for them in open water near the surface, often in schools chasing bait. Spring and fall are prime seasons as they migrate. These fish are a blast to catch - they hit lures hard and make blistering runs. Their meat is also delicious grilled or smoked. To catch 'em, try trolling small shiny spoons or jigs near the surface. My best tip is to watch for birds diving - that often means Spanish Mackerel are feeding on bait below. Cast into the frenzy and hang on!

Spanish Mackerel

Striped Bass

Striped Bass, or "stripers," are hard-fighting fish that migrate through the Bay. They average 5-30 pounds but can top 50. Look for them around structure, drop-offs, and current breaks. Spring and fall are prime as they follow bait schools. Anglers love stripers for their aggressive strikes and bulldogging fights. They're also excellent eating. To catch 'em, try live eels or bunker, or toss topwater plugs at dawn and dusk. My go-to local trick is to fish the tide changes around bridge pilings - stripers stack up there to ambush bait. Nothing beats the thrill of a big striper blasting a topwater lure. These fish are a Chesapeake Bay icon and one of the most exciting species to target.

Striped Bass
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