Explore top attractions at Chesapeake Bay after your fishing trip with Captain Wayne Webb. Enjoy beaches and local highlights! Book now!

Things To Do

Things To Do in Chesapeake Bay Virginia

Some good fishing right now. We have one day left in June but several in July and August. We would love the chance to put you on some fish. 
Capt Wayne 757-751-2157

Chesapeake Bay Bridge-Tunnel - Northampton, VA

Family fishing trip displaying caught cobia on boat deck in Hampton VA waters

Summer Fishing Opportunities Await

We had a great group of guys today. They said they wanted to catch some cobia and that’s what we did. I have some availability in July and August.
Capt Wayne 757-751-2157

Two anglers holding a large cobia fish on a fishing boat in Hampton VA waters

Cobia Action Delivered

Ventured offshore this morning and were greeted by some hungry flounder. Took us about 2 hrs to secure our limit. Changed gears and found some sea bass. The guys said they had enough and wanted to head back and try for cobia. Half way back in we slowed down and it didn’t take long to find one. We have open days for wreck fishing or cobia trips in July and August
Capt Wayne 757-751-2157

Large fishing catch display with bluefish and grey triggerfish spread across wooden dock in Hampton VA

Offshore Limits and a Bonus Cobia

A bluefin a day keeps the Cabin Fever away! 
Our ticket got called early this morning with a thick 72incher for the table! 
Tuna fishing has been great for us this year and we’re hoping this “blizzard” rolling in doesn’t push the tunas off the beach! Stay connected with the latest updates for your opportunity to wrestle with a true sea monster!

Large bluefin tuna caught on fishing boat in Hampton VA

Early-morning bluefin tuna bite on fire

Spring fishing is right around the corner and we have you covered. We will be offering trophy drum trips starting in April. Wreck and cobia trips starting in may. Our calander is starting to fill up give us a call and let’s plan your next trip.
Capt wayne 757-751-2157￼

Large fishing catch displayed on dock at Wallace's Bait & Tackle in Hampton VA with multiple fish species

Spring trophy drum and cobia season booking now

Today is one of those days I won’t forget. We have caught a lot of blue fin this year,  but I dont ever really get a chance on the rod! So we did a fun trip today and I got more than my share. We caught 6 fish over 100 inches,  I got to reel in 5 of them.￼ We even caught a few on spinning gear. It was a great day with my friends, we all have sore arms.

Deep sea fishing action with marlin jumping near boat in Hampton VA waters

Epic bluefin tuna day with friends

Cobia

Amazing cobia fishing

<div>the cobia fishing has been amazing with a very nice class of fish. some days we have been catching 10 plus cobia a day</div>

Cobia fish caught while fishing in Hampton

Fisherman with big fish caught in Hampton

Chesapeake Bay Fishing Report

Sheepshead

Spadefish

Tautog

Spanish Mackerel

Bluefish

Experience the summer vibes and the thrill of reeling in your catch! Don't miss out on the summer fun! Contact us via phone, text, or messenger to secure your adventure today. We provide all the equipment, bait, and fuel you need. Just bring your comfy attire, snacks, and get ready to enjoy a fantastic day out on the stunning blue waters!

Read expert Fishing articles, travel insights, and local stories from Chasin’ Wake Charters in Richmond. Stay informed and inspired for your next adventure.

Richmond Fishing Articles & Insights | Chasin’ Wake Charters

Chasin’ Wake Charters, helmed by the seasoned Captain Wayne Webb, offers unparalleled fishing experiences along the scenic waters, ensuring an unforgettable experience for anglers of all levels. Our fleet boasts top-of-the-line center console boats, with the pride of our fleet being a meticulously restored 23-ft Mako, boasting a rich history dating back to 1991, rejuvenated in 2020 to ensure optimal performance and comfort. Powered by a robust Suzuki engine generating 250HP, our vessel promises an exciting ride, reaching a max cruising speed of 35 knots, guaranteeing swift access to prime fishing spots. Set out on a journey into the heart of the oceanic playground with our inshore and nearshore fishing excursions, meticulously curated to cater to your angling preferences. Whether you're a seasoned pro or a novice, our expert crew will introduce you to the exciting world of light tackle fishing, perfecting your technique amidst beautiful coastal vistas. Equipped with state-of-the-art amenities including GPS, fishfinder, and a live bait well, our vessel ensures a seamless fishing experience, promising bountiful catches with every outing. At Chasin’ Wake Charters, we prioritize your comfort and convenience, offering an array of inclusive services designed to enhance your fishing expedition. From providing rods, reels, and tackle to offering freshly sourced live bait and lures, every aspect of your trip is meticulously planned to maximize your chances of landing the catch of a lifetime. Additionally, indulge in a well-deserved break with complimentary snacks and refreshments, expertly prepared by our attentive crew. With a dedicated first mate on board, rest assured that every detail, from fishing licenses to catch cleaning and filleting, is seamlessly taken care of, allowing you to focus solely on the excitement of the chase. Join us at Chasin’ Wake Charters for an unparalleled fishing experience, where every moment is crafted to perfection, promising an outing that lingers in your memory long after the lines are reeled in. Book your expedition today and set out on a journey to reel in the ultimate catch amidst the gorgeous backdrop of nature’s pristine beauty.

EPSG:4269

Cobia caught while fishing in Hampton VA waters displayed on boat deck

Cobia catch displayed on fishing boat in Hampton VA waters

Large cobia fish caught during fishing trip in Hampton VA waters

Cobia catch on fishing charter boat in Hampton VA waters

Fishing group holding large cobia fish on boat in Hampton VA waters

Two anglers holding a large cobia fish on a fishing boat in Hampton VA

Cobia caught during fishing trip in Hampton VA waters

Large fishing catch display with bluefish and grey triggerfish on dock in Hampton VA

Cobia catch on fishing boat in Hampton VA waters

Successful fishing trip in Hampton VA with cobia and summer flounder catch displayed on boat

Three large redfish caught during fishing trip in Hampton VA

Deep sea fishing from boat deck in Hampton VA waters with bent fishing rod

A bluefin a day keeps the Cabin Fever away! 
Our ticket got called early this morning with a thick 72incher for the table! 
Tuna fishing has been grea

Spring fishing is right around the corner and we have you covered. We will be offering trophy drum trips starting in April. Wreck and cobia trips star

Today is one of those days I won’t forget. We have caught a lot of blue fin this year,  but I dont ever really get a chance on the rod! So we did a fu

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.

Discover unparalleled fishing experiences with Chasin’ Wake Charters, your premier choice for exciting fishing trips in the beautiful waters of Chesapeake Bay. Led by the seasoned angler Captain Wayne Webb, our charters specialize in providing unforgettable experiences tailored to your fishing desires. Whether you're a novice or a seasoned pro, we offer a variety of fishing charters, including inshore and trolling excursions, ensuring that every angler's preferences are met. With a focus on customer satisfaction and safety, our expert crew guarantees a seamless and enjoyable fishing experience from start to finish. Set sail with us on Chesapeake Bay fishing charters and immerse yourself in the excitement of chasing after the prized cobia. Known for its spirited fights and impressive size, cobia fishing in Chesapeake Bay is an experience like no other, and our charters are specially designed to maximize your chances of landing this sought-after species. With Captain Wayne's expertise and our top-of-the-line equipment, prepare for an action-packed day as you reel in your trophy cobia amidst the picturesque backdrop of Chesapeake Bay's waters. At Chasin’ Wake Charters, we specialize in providing tailored fishing trips that cater to your preferences and interests. Whether you're drawn to the excitement of cobia fishing or prefer the tranquility of inshore angling, our charters offer something for everyone. Our knowledgeable crew will guide you to the best fishing spots, share insider tips and techniques, and ensure that your fishing trip exceeds your expectations. Join us for an unforgettable day on the water, where memories are made and fish stories become reality. Experience the excitement of trolling fishing with Chasin’ Wake Charters as we navigate the waters of Chesapeake Bay in search of the perfect catch. Trolling allows anglers to cover more ground and target a variety of species, from trophy-sized cobia to striped bass and beyond. With our state-of-the-art equipment and Captain Wayne's expertise in trolling techniques, prepare for an action-filled day of reeling in fish after fish against the scenic backdrop of Chesapeake Bay's coastline. Book your trip with Chasin’ Wake Charters today and set on an unforgettable fishing journey in Chesapeake Bay. Whether you're seeking the excitement of cobia fishing, the tranquility of inshore angling, or the fun of trolling, our charters promise an experience that will leave you hooked for life. Join Captain Wayne Webb and our expert crew for a memorable day on the water, where every cast brings you one step closer to the catch of a lifetime. Fishing out of Hampton, Chasin’ Wake Charters will make your Fishing Charter the best Fishing experience we can provide. We target Bluefish, Cobia, Sheepshead, Spadefish, Spanish Mackerel, Tautog. We Fish Chesapeake Bay. See the maps below for exact guest meeting locations. We meet our guests at Chasin’ Wake Charters (365 Dandy Point Rd, Hampton, VA 23664, USA). Top-rated Fishing Charters in Hampton, VA.

Captain Wayne Webb is the esteemed leader behind Chasin’ Wake Charters, bringing a wealth of experience and expertise to every fishing excursion on Chesapeake Bay. With years of navigating the bay's waters under his belt, Captain Wayne is renowned for his dedication to ensuring memorable and successful fishing trips for all guests. His passion for angling is matched only by his commitment to safety, ensuring that every journey aboard his vessel is not only exciting but also secure. At the helm of Chasin’ Wake Charters is a meticulously maintained vessel perfectly suited for Chesapeake Bay's fishing adventures. A 23-foot center console boat, restored to pristine condition in 2020, the vessel promises both comfort and functionality. Powered by a robust 250HP Suzuki engine, Captain Wayne's boat effortlessly cruises through the bay's waters, reaching prime fishing spots with ease. Equipped with top-of-the-line amenities including GPS, fishfinder, and live bait well, guests aboard Captain Wayne's vessel are assured a seamless and enjoyable fishing experience from start to finish. Captain Wayne Webb embodies the epitome of a seasoned angler and a trusted guide on Chesapeake Bay. With his extensive knowledge of the bay's diverse fish species, fishing techniques, and optimal locations, guests can rest assured that they are in capable hands. Whether it's targeting trophy cobia or chasing after striped bass, Captain Wayne's passion for angling shines through in every aspect of the journey, making Chasin’ Wake Charters the premier choice for unforgettable fishing adventures on Chesapeake Bay.

Meet Captain Wayne Webb by Chasin’ Wake Charters

Book a 2-hour inshore fishing trip on Chesapeake Bay. Chase bluefish and cobia at sunset with Chasin' Wake Charters.

Bay Catch

Premier Chesapeake Bay Fishing Charters | 2-8 Hours

Book a 4-hour inshore fishing trip in Chesapeake Bay. Target bluefish, cobia, and more with expert guidance. Reserve now!

Bay Reel Fun

World-Class Half-Day Fishing in Chesapeake Bay

Book a premium 6-hour inshore fishing trip in Chesapeake Bay. Target multiple species with expert guides. Reserve now!

Bay Blitz

Top-Rated Chesapeake Bay Fishing Trip | 6 Hours

Discover inshore fishing on Chesapeake Bay. 8-hour trip perfect for novices. Learn from a pro, catch popular species. Book now!

Bay Basics

Beginner-Friendly Fishing in Chesapeake Bay

Experience world-class inshore fishing in Chesapeake Bay. Target multiple species on this 8-hour trip. Book now for an unforgettable day!

Bay Bounty

Expert-Guided Full Day Fishing in Chesapeake Bay

Contact Captain Wayne Webb for Inquiries

Call and Text:&nbsp;757-751-2157

Email:&nbsp;wwebb379@yahoo.com

Family Fishing Charters

Common Questions: What kind of fish is in the Chesapeake Bay?The Chesapeake Bay is home to a diverse array of fish species, including striped bass, bluefish, flounder, croaker, spot, red drum, Spanish mackerel, and the prized cobia, among others. What kind of fish is in the bay?Various fish species inhabit the waters of Chesapeake Bay, including striped bass, bluefish, flounder, croaker, spot, red drum, Spanish mackerel, and cobia, to name a few. Is Chesapeake Bay saltwater?Yes, Chesapeake Bay is primarily a saltwater estuary, although the salinity levels can vary throughout the bay due to factors such as freshwater input from rivers and tidal fluctuations.

Air Fee

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Divemaster Fee

Mate's Fee

Nitrox Fee

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State Taxes

Trimix Fee

Cancel before this guide’s cancellation window to get a full refund.

Spend more time on the water with this 6-hour Chesapeake Bay charter, starting at 8:00 AM. This extended trip gives anglers the chance to explore more fishing grounds and target a variety of species such as Bluefish, Cobia, Sheepshead, and Tautog. Ideal for guests who want a longer adventure without committing to a full day, this trip offers a great mix of fishing action and time to enjoy the Bay’s scenery.

23’ Mako

6 hrs 

Extended Half Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

Enjoy a relaxing 2-hour evening trip on the Chesapeake Bay starting at 6:30 PM. This private outing is perfect for families or those short on time who still want to experience the beauty of the Bay and the fun of fishing. Cast your lines for local favorites like Bluefish and Sheepshead while soaking in the sunset. All gear is included—just bring your snacks and drinks for a stress-free adventure.

2 hrs 

Quick Cast Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

For the ultimate experience, join Captain Wayne Webb on a full-day, 8-hour private fishing trip starting at 8:00 AM. With a full day on the Bay, you’ll have the best opportunity to chase a wide variety of species, from Bluefish and Cobia to Sheepshead and Tautog. This trip is perfect for serious anglers or groups who want to make the most of their day. Enjoy a full day of fishing, relaxation, and unforgettable moments on the Chesapeake Bay.

8 hrs 

Full Day Guided Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

New to fishing? This beginner-friendly 8-hour trip with Captain Wayne Webb is the perfect way to discover the excitement of fishing on the Chesapeake Bay. Departing at 8:00 AM aboard a 23’ Mako, you’ll spend the day learning the basics while targeting popular species like Bluefish, Cobia, Sheepshead, Spadefish, and Tautog. Captain Wayne will provide all the gear, guidance, and local knowledge you need to get started, so no experience is required. With a maximum of 4 guests, the trip ensures plenty of hands-on support and a relaxed atmosphere. Whether you’re a family, group of friends, or first-time angler, this trip offers a fun and educational introduction to fishing on the Bay.

Full Day Beginner-Friendly Fishing Trip In Chesapeake Bay - Bluefish, Cobia And More

Join Captain Wayne Webb for a half-day, 4-hour private fishing trip on the Chesapeake Bay. Choose a 7:00 AM start to catch the morning bite or head out at 12:00 PM for an afternoon adventure. You’ll have plenty of time to fish prime spots for Bluefish, Cobia, Spadefish, and more. Perfect for both beginners and seasoned anglers, this trip offers a balance of fishing time and relaxation on the water.