Find the best activities at Chesapeake Bay after your fishing adventure with Captain Neal. Enjoy beaches and local attractions! Reserve your spot today!

Things To Do

Things To Do in Chesapeake Bay

Happy New Year to all my Class Act fans and valued customers 2025 going to be a great year for all of us!


Chesapeake Bay Bridge-Tunnel - Northampton, VA

Ringing in 2025 with Gratitude and Excitement

Nice lil cruise with these ladies today!! I have the best customers hands down. We had a blast celebrating the future bride to be. 🫶👰‍♀️ Thanks to my beautiful wife for being the best first mate.

Celebrating a Bride-to-Be with a Fun Day on the Water

Redfish

Red Drum 2023!

The Red drum 2023 Fishing Report is finally here! We're thrilled to share the latest updates with all the fishing enthusiasts out there. With temperatures rising and water levels increasing, it's time to gear up for an unforgettable season ahead.

As per our research, we predict that this year's red drum fishing will be fantastic. The population of these magnificent fish has increased significantly over the past few years, making them a prime target for anglers. Moreover, our team of experts have analyzed the best locations to catch red drums and have compiled a list of hotspots that are sure to deliver an exciting experience.

So what are you waiting for? Grab your fishing gear and head out to catch some big ones! The 2023 Red drum Fishing Report promises nothing but thrilling adventures on the water. Don't miss this opportunity to reel in some impressive catches while enjoying nature's beauty at its finest.

Chesapeake Bay Fishing Report

Sea Trout

If you’re feeling gutsy and want to try your luck catching some big ones, head to those lagoons for some fun-filled fishing! Take the plunge now and don’t miss out on a chance to catch some Redfish & Sea Trout in the fast-flowing waters. So what are you waiting for? Book a trip with us and get out there today!

Spanish Mackerel

Family Fishing in Chesapeake Bay, VA

Is another great day full of laughs and fish what more can you ask for? This family from Pennsylvania was a fun crowd and Paw Paw is 91 years old and still ripping lips! It's a great day and we hooked some Spanish mackerel! Fish with us!

A fisherman holding a Spanish Mackerel fish on Gwynn Island

Half day charter with these guys today was a pleasure we whacked a few mackerel and the spot bite was really good thanks guys see you again soon.

Read expert Fishing articles, travel insights, and local stories from Class Act Charters  in Mathews County. Stay informed and inspired for your next adventure.

Mathews County Fishing Articles & Insights | Class Act Charters 

Captain Neal Hudgins invites you to join the Class Act Charters team for the day! The fish of Gwynn island VA will rue the day when you fish with Captain Neal… All legal catches are heading back to the dock with you! Captain Neal welcomes anglers of all ages and skill levels to join the Class Act Charter team. Captain Neal will be at the helm of his 43ft Donelle Charter boat for the duration of the trip. As the pictures above show, this is a spacious fishing vessel designed with both performance and comfort in mind. Her cockpit has plenty of room for your group to spread out while fishing, but also step out of the elements. The vast majority of the cockpit is covered in shade, and also provides protection should an afternoon shower surprise your group. Putting your group on the bite and keeping everyone safe is what it’s all about! Charter boat Class Act has been outfitted with a range of fishing finding electronics to give your group every advantage while you’re out on the water! Top-of-the-line fishing equipment, combined with Captain Neal’s local knowledge? These fish don’t stand a chance! Depending on the time of year you’re visiting Gwynn Island VA, Captain Neal will have your group targeting Sheepshead, Mackerel, Cobia, Redfish, Seabass, Tautog, Bluefish, Black Drum, and much more! Leave your lucky fishing pole at home, Captain Neal will provide your group with all of the fishing equipment you’ll need for a successful trip. Be sure to bring sunscreen, weather-appropriate clothing, drinks (no glass bottles), snacks, sunglasses, and anything else you may want to bring to ensure you’re comfortable!

EPSG:4269

Scenic view of Gwynn Island, a fishing destination

Photograph of a Spanish mackerel, a 12-inch fish, caught while fishing on Gwynn Island.

Seven anglers enjoying a fishing trip in VA

A Spanish Mackerel caught fishing in Gwynn Island

Happy New Year to all my Class Act fans and valued customers 2025 going to be a great year for all of us!

Nice lil cruise with these ladies today!! I have the best customers hands down. We had a blast celebrating the future bride to be. 🫶👰‍♀️ Thanks to m

Gift a fishing charter! Give the unforgettable experience of fishing with Class Act Charters and Captain Neal Hudgins in Chesapeake Bay.

E-GIFT CARDS

Set off On A Fishing Escapade in Grimstead, VA

Catch the best bites in Virginia with Class Act Charters!

Welcome to Class Act Charters, where Captain Neal Hudgins leads unforgettable Chesapeake Bay fishing excursions. With a deep passion for fishing and years of experience navigating the waters of the Chesapeake Bay, Captain Neal ensures every trip is a thrilling and productive adventure. Whether you’re an experienced angler or a beginner, Class Act Charters offers customized Chesapeake Bay fishing charters to meet your needs and exceed your expectations. At Class Act Charters, we specialize in Chesapeake Bay fishing charters that promise exceptional experiences. The Chesapeake Bay is renowned for its rich biodiversity and abundant fish species, making it a prime location for fishing enthusiasts. From striped bass and bluefish to croaker and flounder, our charters target the most sought-after species. Captain Neal’s expertise and knowledge of the best fishing spots guarantee a successful and enjoyable trip. Inshore fishing with Class Act Charters provides an exciting and accessible way to experience Chesapeake Bay’s diverse marine life. Our inshore fishing trips are perfect for families, beginners, and seasoned anglers alike. We focus on the calm, shallow waters where you can catch species like redfish, speckled trout, and drum. With state-of-the-art equipment and a comfortable boat, Captain Neal ensures a safe and enjoyable Chesapeake Bay fishing experience for all. Class Act Charters is dedicated to providing top-tier Chesapeake Bay fishing charters. With a commitment to customer satisfaction, we offer flexible trip options, including half-day, full-day, and custom charters to fit your schedule and preferences. Join Captain Neal Hudgins for an unforgettable fishing adventure and discover why Class Act Charters is the premier choice for Chesapeake Bay fishing. Book your trip today and experience the thrill of fishing with a true professional. For the best Chesapeake Bay fishing charters, inshore fishing, and offshore fishing experiences, trust Class Act Charters and Captain Neal Hudgins to deliver a day on the water you’ll never forget. Chesapeake Bay fishing with us is more than just a trip—it's a remarkable adventure. Book your Chesapeake Bay fishing charter today!Fishing out of Chesapeake Bay, Class Act Charters will make your Fishing Charter the best Fishing experience we can provide. We target Black Drum (Also Called Drum, Drummer), Bluefish (Also Called Elf, Tailor, Shad), Cobia (Also Called Black Salmon, Crab Eater, Lemon Fish, Sergeant Fish&nbsp;), Redfish (Also Called Red Drum, Channel Bass, Spottail Bass), Sea Bass (Also Called Black Seabass), Sheepshead&nbsp;(Also Called Convict Fish, Sheephead&nbsp;), Tautog&nbsp;(Also Called Blackfish, Oyster-fish, Chub, Black Porgy), Spanish Mackerel (Also Called Atlantic Spanish Mackerel, Spanish Mackerel). We Fish Chesapeake Bay, Piankatank River, Tangier Sound, Fishing Bay, Mobjack Bay, York River. See the maps below for exact guest meeting locations. We meet our guests at Class Act Charters LLC ( 185 Powell Ln, Grimstead, VA 23064, USA ). Top notch Chesapeake Bay Fishing Charters.

Gift a fishing charter! Give the unforgettable experience of fishing with Class Act Charters and Captain Neal Hudgins in Chesapeake Bay.

Purchase A Class Act Charters Gift Card today!

Easily change trip dates, times, or trip type by contacting Class Act Charters from your receipt or right from our website! We look forward to fishing with you!

Purchase an E-Gift card and your loved one will apply that unique confirmation code to the booking at checkout from classactchartersllc.com

Class Act Charters The Ultimate Fishing Charter Experience from Chesapeake Bay

Meet Your Expert Pro Guide, Captain Neal

Celebrate your special day with an intimate Chesapeake Bay wedding cruise. Book now for a memorable inshore experience with Class Act Charters.

Bay Vows

Intimate Chesapeake Bay Wedding Cruises | Class Act

Experience a private Inshore tour to New Point Comfort Lighthouse. Enjoy coastal views and maritime history on Chesapeake Bay. Book now!

Light Hop

Premier New Point Lighthouse Tour | Class Act

Experience an 8-hour shore trip from Gwynn's Island to Cape Charles. Enjoy local seafood, shops, and bay views. Book now!

Cape Charles Jaunt

Luxury Cape Charles 8-Hour Boat Tour | Class Act

Premium inshore fishing charter on Chesapeake Bay. All gear included, up to 6 guests. Book today!

Bay Bites

Class Act's Acclaimed 4-Hour Chesapeake Bay Fishing

Experience Virginia's best inshore eco-tour from Gwynn's Island to Tangier. Fresh seafood, local culture, and coastal wildlife await!

Island Cruise

Top-Rated Tangier Island Boat Tour | Class Act

Experience top-rated inshore boat tours around Gwynn's Island. Relax on a 5-hour evening cruise with Class Act Charters. Book now!

Bay Ride

Premium Gwynn's Island Sunset Cruise | Class Act

Join our premium 9-hour offshore fishing trip from Virginia Beach. Target black sea bass and more with Class Act Charters. Book now!

Bay Catch

Expert-Guided Chesapeake Bay Fishing | Class Act

Book a premium 8-hour inshore fishing trip on Chesapeake Bay. Target top species with our expert guides. All gear provided!

Bay Reel Fun

World-Class Chesapeake Bay Fishing | Class Act

Fresh Fish For Everyone

Common Questions What types of fishing trips does Class Act Charters offer in Chesapeake Bay?Class Act Charters offers a variety of fishing trips, including inshore fishing, offshore fishing, half-day trips, full-day trips, and custom charters tailored to your specific preferences. How much does a half-day fishing trip cost with Class Act Charters?A half-day fishing trip with Class Act Charters typically costs around $400, accommodating up to 4 anglers. This includes all necessary fishing equipment, bait, and tackle. What is the cost of a full-day fishing trip with Class Act Charters?A full-day fishing trip with Class Act Charters usually costs approximately $800 for up to 4 anglers, including all fishing gear, bait, and tackle. Are there any additional costs for fishing trips with Class Act Charters?The trip cost covers fishing gear, bait, and tackle. Additional costs may include fishing licenses, gratuities for the crew, and any food or drinks you wish to bring along. Do I need to bring my own fishing equipment?No, Class Act Charters provides all necessary fishing equipment, including rods, reels, bait, and tackle. You are welcome to bring your own gear if you prefer. What types of fish can we expect to catch in Chesapeake Bay?Depending on the season, you can expect to catch a variety of fish, including striped bass, bluefish, croaker, flounder, redfish, speckled trout, and drum. Are fishing licenses required for trips with Class Act Charters?Yes, a valid fishing license is required for all anglers. Captain Neal Hudgins can provide information on how to obtain the appropriate license for your trip. What is the maximum number of people allowed on a fishing trip with Class Act Charters?Class Act Charters can accommodate up to 4 anglers per trip, ensuring a comfortable and personalized fishing experience for everyone on board. What should I bring on my fishing trip with Class Act Charters?It's recommended to bring sunscreen, a hat, sunglasses, appropriate clothing, food, drinks, and any personal items you may need. Don't forget your fishing license and a cooler to take home your catch. How can I book a fishing trip with Class Act Charters?You can book a fishing trip with Class Act Charters by contacting Captain Neal Hudgins directly through the Class Act Charters website or by calling the provided phone number. Early booking is recommended to secure your preferred date and time.

Deposit: A 20% deposit is required for all online bookingsBalance is due in cash or credit card on the day of the trip.

Tips: Tips are greatly appreciated for a job well done

Guest Cancellation: &nbsp;In the event that you need to request a cancellation, you must do so&nbsp;14 days before your charter date in order to receive a refund for your deposit.&nbsp;&nbsp;

Guide Cancellation: In the rare event that your guide must cancel due to inclement weather, equipment issues or health, you will have the option to reschedule for a future date or cancel and receive your deposit back in full.

Payment Options

Air Fee

Bait's fee

Divemaster Fee

Mate's fee

Nitrox Fee

Service Fee

State Taxes

Trimix Fee

Enjoy a half-day fishing charter with Class Act Charters, offering up to 4 hours on the water for up to 6 guests. Target seasonal species such as spot, croaker, flounder, and more, depending on the time of year. All licenses, gear, and safety equipment are provided—just bring your food, drinks, and camera. Our experienced crew will take you to productive fishing spots and offer tips to help land a great catch. This trip is perfect for families, friends, or anyone looking for a day of fishing. Whether you're new to fishing or have years of experience, there's something here for everyone. Spend time on the water and make lasting memories. Deposits are non-refundable (Trips &amp; Rates Page)

Class Act

4.00hour

Chesapeake Bay Charter Fishing | 4 Hour Charter Trip 

Bait Fee

Mate's Fee

Depart from Gwynn’s Island for an 8-hour private cruise to Tangier Island, with space for up to 6 guests. This eco tour offers a unique opportunity to explore the island’s culture, history, and natural beauty. Walk through the quaint fishing village and enjoy fresh seafood straight from the Chesapeake Bay. Tangier is known for its soft-shell crab, oysters, and other local favorites. Bring the family and enjoy a relaxing day on the water with views of coastal wildlife and marshland. Our experienced crew will ensure a smooth and comfortable ride throughout your journey. It’s a way to connect with the bay and enjoy one of Virginia’s hidden gems. Deposits are non-refundable (Trips & Rates Page)

8 hours

Tangier Island Boat Tour

Enjoy a peaceful evening cruise around Gwynn’s Island and its scenic tributaries with up to 6 guests. Bring your favorite drinks and snacks aboard for a relaxed and personal experience on the water. This trip is perfect for families, friends, or couples looking to enjoy a calm evening together. We also offer small, intimate evening weddings aboard the Class Act for a unique ceremony on the bay. Our experienced crew provides a safe and smooth journey from beginning to end. Watch the sky change colors as the sun sets over quiet waters. It’s a perfect way to create lasting memories in a serene coastal setting. Deposits are non-refundable (Trips & Rates Page)

5.00hour

Chesapeake Bay Boat Tours | 5 Hour Boat Tours 

Cruise offshore on this full-day charter to target sea bass and other seasonal species off the coast of Virginia Beach. With room for up to 6 guests, it's a great choice for both experienced anglers and beginners. Black sea bass are known for their great taste and fun fight, making them a favorite catch. All rods, reels, and bait are included—just bring food, drinks, and a camera. The waters may also offer chances to reel in flounder, bluefish, or triggerfish depending on conditions. Our knowledgeable crew will guide you throughout the trip to help maximize your catch. It’s a fun, laid-back day for anyone who enjoys fishing. Deposits are non-refundable (Trips & Rates Page)


Black Sea Bass

9 hours

Fishing Charters Chesapeake Bay | 9 Hour Charter Trip 

Join us for an 8-hour fishing charter where you'll target top seasonal species like flounder, sea bass, and more. Perfect for up to 6 guests, this full-day trip is great for anglers of all levels. Our crew provides all rods, reels, bait, and safety gear—just bring your food, drinks, and camera. Whether you're hoping to fill the cooler or just enjoy a relaxing day, we’ve got you covered. Our guides will help you make the most of every cast. From the first drop to the final haul, it’s all about great fishing and good times. Come ready for a memorable day on the water. Deposits are non-refundable (Trips & Rates Page)

8.00hour

Charter Fishing Chesapeake Bay | 8 Hour Charter Trip 

Set sail on a private cruise from Gwynn’s Island to the newly restored New Point Comfort Lighthouse, completed in 2021. Departing from Grimstead, VA, this tour accommodates up to 6 guests—ideal for families or small groups. Glide through the calm Chesapeake Bay waters while taking in coastal views and learning about the area's maritime history. The lighthouse offers a great photo opportunity and a look into centuries-old navigation landmarks. Guests may also spot local fish such as striped bass, croaker, and flounder along the way. Enjoy a peaceful, guided trip designed to help you relax and connect with the bay’s natural beauty. Deposits are non-refundable (Trips & Rates Page)

New Point Light House Tour | 5 Hour Tour 

Book a day or evening cruise to celebrate an intimate wedding, with an Officiant available for an additional cost through the Class Act Team. Choose a meaningful backdrop like Gwynn’s Island, a historic lighthouse, or a sunset over the bay. This private cruise accommodates up to 6 guests, offering a calm and personal setting for your special day. Our crew will help coordinate details to make the experience memorable. Whether you're exchanging vows or renewing them, this trip offers a way to mark the moment. Capture beautiful photos against the natural beauty of the Chesapeake Bay. Celebrate love in a coastal atmosphere you’ll always remember. Deposits are non-refundable (Trips & Rates Page)


3.00hour

Chesapeake Bay Wedding Venue

Depart from Gwynn’s Island and enjoy a private 8-hour cruise to Cape Charles, perfect for groups of up to 6 guests. This relaxing day trip offers the chance to explore the town’s seafood restaurants, local shops, and atmosphere. Sample fresh oysters, crab, and locally caught fish while enjoying your favorite beverages. Stroll through charming streets lined with boutiques and coastal character. Our experienced crew will ensure a smooth, comfortable ride from start to finish. Take in quiet bay views and enjoy the waters of the Chesapeake throughout your journey. It’s a laid-back way to enjoy the best of the bay with friends or family. Deposits are non-refundable (Trips & Rates Page)