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World-Class Half-Day Fishing in Chesapeake Bay

  • Published Date: August 19, 2025
  • Fishing
  • $250 - $900 price range
  • Updated Date: August 21, 2025

Summary

Get ready for a great half-day of fishing on the Chesapeake Bay with Captain Wayne Webb. This 4-hour trip gives you options – hit the water at 7 AM to catch the morning bite, or start at noon for an afternoon adventure. Either way, you'll have plenty of time to target Bluefish, Cobia, Spadefish, and more in some of the bay's best spots. Whether you're new to fishing or have been doing it for years, this trip offers a nice mix of active fishing and enjoying time on the water. With room for up to 4 guests, it's perfect for a small group or family outing. Captain Wayne knows these waters well and will put you on the fish while making sure everyone has a good time. Gear up for some quality time on the Chesapeake, pulling in fish and soaking up the bay's beauty.
World-Class Half-Day Fishing in Chesapeake Bay

Reeling Them In

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Three people fishing in Hampton

On the hunt for the big one.

Fishermen with a cobia catch in Hampton

Hooks, bait, and a little fate.

three people fishing with two fish in va

Today’s agenda: fish and relax.

Two cobia fish caught in Hampton, Virginia

A tug on the line makes everything fine.

Four anglers enjoying a day of fishing in Hampton

Reeling in sunshine and smiles.

Two cobia fish caught during a fishing trip in Hampton

Big catches, bigger stories.

Two cobia fish caught in Hampton, Virginia

Tides change, fishing stays.

Cobia fish caught by fisherman in Hampton

The water is my happy place.

3 ladyfish caught while fishing in VA

Catch more than fish — catch moments.

A group of 4 people fishing in Hampton

Boat life, best life.

Three people fishing in Hampton

On the hunt for the big one.

Fishermen with a cobia catch in Hampton

Hooks, bait, and a little fate.

three people fishing with two fish in va

Today’s agenda: fish and relax.

Two cobia fish caught in Hampton, Virginia

A tug on the line makes everything fine.

Four anglers enjoying a day of fishing in Hampton

Reeling in sunshine and smiles.

Two cobia fish caught during a fishing trip in Hampton

Big catches, bigger stories.

Two cobia fish caught in Hampton, Virginia

Tides change, fishing stays.

Cobia fish caught by fisherman in Hampton

The water is my happy place.

3 ladyfish caught while fishing in VA

Catch more than fish — catch moments.

A group of 4 people fishing in Hampton

Boat life, best life.

Three people fishing in Hampton

On the hunt for the big one.

Fishermen with a cobia catch in Hampton

Hooks, bait, and a little fate.

three people fishing with two fish in va

Today’s agenda: fish and relax.

Two cobia fish caught in Hampton, Virginia

A tug on the line makes everything fine.

next-image

Half-Day Fishing Frenzy on Chesapeake Bay

Ready to reel in some action on the Chesapeake? Captain Wayne Webb's got your ticket to a half-day fishing adventure that'll have you hooked. Whether you're an early bird or afternoon angler, this 4-hour trip serves up prime fishing time for bluefish, cobia, spadefish, and more. With room for up to four guests, it's the perfect mix of serious fishing and laid-back fun on the water.

What to Expect on the Water

Hop aboard Capt. Wayne's well-equipped vessel for a morning or afternoon of Chesapeake Bay fishing at its finest. Early risers can catch the 7 AM departure to hit those dawn feeding frenzies, while the noon trip is perfect for those who prefer to sleep in. Either way, you're in for four solid hours of casting, reeling, and hopefully, plenty of "fish on!" moments. The Bay's diverse fishery means you could be battling bluefish one minute and wrestling with a cobia the next. And don't forget about those oddball catches like spadefish – they're a blast to catch and make for great photos.

Techniques & Tackle Talk

On this trip, you'll get to try out a variety of fishing techniques tailored to what's biting. Capt. Wayne might have you drifting live bait for cobia, working jigs for bluefish, or even dropping lines near structure for tautog and sheepshead. The captain provides all the gear, from rods and reels to bait and tackle, so you just need to bring your game face. He'll show you the ropes if you're new to fishing, or swap advanced tactics with you seasoned anglers. Either way, you're bound to pick up some new tricks to add to your fishing arsenal.

Top Catches This Season

The Chesapeake's famous for its variety, and this trip delivers. Let's break down the stars of the show:

Tautog (Blackfish): These bruisers love structure and put up a stubborn fight. They're like underwater bulldogs – all muscle and attitude. Spring and fall are prime time for tog, and they make for some excellent eating if you're lucky enough to land a keeper.

Bluefish: The Bay's speed demons. When a school of blues rolls through, hold onto your rod! These toothy critters hit hard and run fast. They're most active in the warmer months and provide non-stop action when you find them.

Spadefish: Don't let their odd shape fool you – spadefish are feisty fighters. They school up around structure in the summer months. Landing one of these silvery oddballs is always a treat and a true Chesapeake Bay experience.

Sheepshead: With their human-like teeth and zebra stripes, sheepshead are one of the Bay's most unique catches. They're tricky to hook but a blast to catch. Look for them around pilings and oyster beds in the warmer months.

Cobia: The heavyweight champ of the Bay. Cobia can top 100 pounds and when they show up in summer, anglers go wild. Spotting and casting to these bruisers is a heart-pounding experience. Even a "small" 30-pounder will give you the fight of your life.

Why Anglers Keep Coming Back

Capt. Wayne's half-day trips are a hit for good reason. You get a solid chunk of fishing time without burning your whole day, perfect for fitting in other activities or for those with busy schedules. The 4-person max means everyone gets plenty of attention and a fair shot at the hot spots. Plus, the captain's local knowledge ensures you're always on the fish – no wasted time running all over the Bay. It's an ideal intro for newbies but still delivers the goods for experienced anglers looking to scratch that fishing itch.

Time to Book Your Spot

Whether you're looking to bend a rod, fill the cooler, or just enjoy some time on the water, Capt. Wayne's half-day Chesapeake Bay trip checks all the boxes. With morning and afternoon options, it's easy to fit into any schedule. Remember, the Bay's fishery changes with the seasons, so there's always something new to catch. Don't miss out on your chance to experience some of the best inshore fishing the East Coast has to offer. Grab your spot on the boat and get ready to make some Chesapeake memories!

Learn more about the species

Bluefish

Bluefish are the bulldogs of the Bay - aggressive, hard-fighting, and a blast to catch. These guys show up in early summer when water temps hit the mid-60s, sticking around till fall. Look for them busting bait on the surface, especially around dawn and dusk. Most blues run 2-5 pounds, but 10+ pounders aren't uncommon. They've got a mouthful of razor-sharp teeth, so watch your fingers! Blues are schooling fish, so when you find one, you've often found many. They'll hit just about any lure, but topwater plugs and metal spoons are local favorites. For a real thrill, try fly fishing with big poppers. Blues put up an epic fight and make tasty table fare when eaten fresh. Pro tip: bleed them right away for the best flavor. Just be ready for some serious action - when a bluefish blitz is on, it's non-stop excitement.

Bluefish

Cobia

Cobia are the bruisers of the Bay, showing up in late spring when water temps hit the 70s. These powerful fish average 20-40 pounds, but 60+ pounders aren't unheard of. Look for them cruising near the surface around buoys, channel markers, and other structure. Cobia are often mistaken for sharks due to their size and shape. They put up an epic battle, known for long runs and acrobatic jumps. Live eels are the go-to bait, but big bucktail jigs work too. Sight-casting to cobia is a real rush - have a pitch-bait ready at all times. Once hooked, be prepared for a lengthy fight. Cobia are excellent eating and make great targets for both experienced anglers and newcomers looking for a trophy. Pro tip: when you spot one, cast well ahead of its path and let the bait sink. Cobia are curious and will often investigate.

Cobia

Sheepshead

Sheepshead are the Bay's toothy convicts, sporting human-like chompers and distinctive black-and-white stripes. These structure-loving fish average 2-5 pounds but can top 10. You'll find them around bridge pilings, reefs, and rocky areas from spring through fall. Sheepshead are notorious bait stealers, using those teeth to pick crabs and barnacles off pilings. To catch 'em, use a small, strong hook with fiddler crabs or pieces of clam. Fish tight to structure and be ready for a subtle bite. Once hooked, sheepshead fight hard, using their deep bodies to bull-dive back to cover. They're excellent eating too, with sweet, white meat. Here's a local trick: scrape some barnacles off the pilings to create a chum slick. This often brings sheepshead right to you. Just mind those teeth when unhooking!

Sheepshead

Spadefish

Spadefish are one of the Bay's most unique catches. These disk-shaped oddballs usually run 3-5 pounds but can hit 10+ pounds. You'll find them around structure like buoys, pilings, and wrecks from late spring through early fall. Spadefish school up, so where there's one, there's likely more. They put up a scrappy fight on light tackle, darting and spinning like a big panfish. The real challenge is getting them to bite - they can be finicky eaters. Small jigs tipped with clam strips work well, or try sight-casting tiny flies. Patience and stealth are key. Once hooked, be ready for some acrobatics. Spadefish aren't prized for eating, but they're a ton of fun to catch and release. Local secret: chum with small bits of clam to get a school fired up, then present your bait right in the mix.

Spadefish

Tautog

Tautog, also called blackfish, are a tough, stocky species that'll give you a real workout. These guys hang out around rocky structures and reefs, usually in 20-50 foot depths. They've got thick lips and strong teeth for crushing shellfish, their favorite snack. Most tautog run 1-3 pounds, but trophy fish over 10 pounds aren't unheard of. Spring and fall are prime seasons when the water's around 55-65°F. Anglers love targeting tautog for their hard-fighting nature and tasty white meat. To catch 'em, use a sturdy rod and reel combo with 30-40 lb test line. Bait up with green crabs or clams on a simple bottom rig. The bite can be subtle, so stay alert. When you feel that telltale tap-tap, set the hook hard and be ready for a battle. These fish will try to dive back into the rocks, so you've got to muscle them up quick.

Tautog

About the 23’ Mako

Company vehicle

Vehicle Guest Capacity: 4

Manufacturer Name: Suzuki

Maximum Cruising Speed: 35

Number of Engines: 1

Horsepower per Engine: 250

Ready to get your lines wet in the Chesapeake Bay? Captain Wayne Webb's got you covered with this 4-hour fishing trip that's perfect for anglers of all levels. Whether you're an early bird catching the morning bite at 7 AM or prefer a leisurely noon start, you'll have prime opportunities to reel in some impressive catches. We're talking Bluefish, Cobia, Spadefish, and more - the Bay's got plenty to offer! With room for up to 4 guests, it's a great way to spend half a day on the water with friends or family. Capt. Wayne knows all the hot spots, so you can focus on the fun of fishing while soaking in the scenic Chesapeake views. No need to be a pro - beginners are welcome, and there's a nice balance of active fishing and relaxation time. So grab your hat and sunscreen, and let's see what's biting in the Bay!
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Embark on an exhilarating fishing adventure with Chasin’ Wake Charters, the top choice for memorable fishing trips on Chesapeake Bay. Guided by the expert Captain Wayne Webb, Chasin’ Wake Charters provides anglers of every skill level the chance to catch trophy fish while enjoying the breathtaking beauty of Chesapeake Bay's pristine waters. Dedicated to customer satisfaction and passionate about fishing, Chasin’ Wake Charters guarantees an unforgettable day on the water filled with excitement, camaraderie, and lasting memories.

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