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

Large catch of Spanish Mackerel and Bluefish displayed on wooden dock at Gwynn Island VA

Fishing boat with crab catch and fishing rods on deck in Gwynn Island VA waters

Fishing charter group posing on dock with Class Act Charters boat in Gwynn Island VA

Redfish catch displayed on fishing boat deck in Gwynn Island VA waters

Fishing charter group holding Class Act Charters sign at dock in Gwynn Island VA

Fishing charter group displaying their catch on boat deck at Gwynn Island VA marina

Fishing charter group displaying their catch on boat deck at Gwynn Island VA

Fishing charter group on boat displaying Class Act Charters sign at Gwynn Island VA

Fishing charter group on boat at Gwynn Island VA with Class Act Charters sign

Charter fishing boat with Class Act Charters sign at Gwynn Island VA marina

Scenic view of Gwynn Island, a fishing destination

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, your premier choice for professional Chesapeake Bay fishing charters. Led by the experienced Captain Neal Hudgins, our team provides expertly guided trips tailored to both seasoned anglers and first-time fishers. We specialize in navigating the region's rich waters to target highly sought-after species, including striped bass, bluefish, croaker, and flounder. By combining deep local knowledge with a commitment to customer satisfaction, we ensure every trip on the bay is productive, safe, and perfectly suited to your specific goals. Our services feature a variety of flexible options, from inshore fishing in calm, shallow waters to comprehensive full-day outings. Whether you are looking to catch redfish and speckled trout with the family or want to test your skills against a trophy drum, our boat is equipped with high-quality gear to enhance your experience. At Class Act Charters, we focus on delivering a seamless and memorable day on the water. Contact us today to organize your next custom Chesapeake Bay fishing trip and see why Captain Neal Hudgins is the trusted name for local maritime excellence.

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

Captain Neal Hudgins invites you to join the Class Act Charters team for a day on the water where local knowledge meets a genuine passion for the sport. With years of experience navigating the vibrant ecosystem of Gwynn’s Island, VA, Captain Neal has built a reputation for being a patient, friendly, and highly skilled guide. He welcomes anglers of all ages and skill levels, ensuring that whether you are a young child catching your first fish or a seasoned pro hunting a trophy, you feel right at home on his deck. His goal is to provide a seamless experience where guests can relax, learn, and focus on the tug at the end of the line. The fish of the Chesapeake Bay have met their match when Captain Neal is at the helm. He possesses a deep understanding of the seasonal patterns and secret honey holes that make this region a world-class fishing destination. Depending on the time of year you visit, he will lead your group in targeting a diverse range of species, including Sheepshead, Mackerel, Cobia, Redfish, Seabass, Tautog, Bluefish, and Black Drum. By staying tuned into the daily movements of the local schools, Captain Neal consistently puts his guests in the best position to see plenty of activity throughout the day. At Class Act Charters, your success and safety are the top priorities. Captain Neal handles all the heavy lifting and technical details, providing top-of-the-line rods, reels, and tackle so you can leave your lucky pole at home. He is committed to an honest, productive day of fishing where all legal catches head back to the dock with you. Beyond just finding the fish, he serves as a dedicated mentor on the water, sharing tips on technique and conservation to ensure that every guest leaves the dock with more knowledge and confidence than they had at sunrise. <h2>The Vessel: Class Act</h2>Your day on the water takes place aboard a custom 43ft Donelle charter boat, a spacious and sturdy vessel designed specifically for the varied conditions of the Virginia coast. The boat features an expansive cockpit that allows your entire group to spread out comfortably while fishing, ensuring nobody is bumping elbows when the bite gets steady. To keep you comfortable regardless of the weather, a large portion of the deck is covered by a hardtop, providing ample shade from the summer sun and a dry retreat from passing afternoon showers. Outfitted with modern fish-finding electronics and high-end safety gear, the Class Act is a reliable platform that combines professional performance with the comforts needed for a relaxing day at sea.

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

Private lighthouse cruise to restored New Point Comfort from Grimstead. Up to 6 guests, maritime history, coastal views. Book your bay tour today.

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

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

Target black sea bass on this full day offshore charter from Virginia Beach. Book your trip today.

Bay Catch

Expert-Guided Chesapeake Bay Fishing | Class Act

Join our 8-hour inshore charter targeting flounder and sea bass on Chesapeake Bay. Book today!

Bay Reel Fun

World-Class Chesapeake Bay Fishing | Class Act

Book your Chesapeake Bay inshore charter targeting spot, croaker & flounder with Class Act.

Bay Bites

Class Act's Acclaimed 4-Hour Chesapeake Bay Fishing

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 Fee

Divemaster Fee

Mate's Fee

Nitrox Fee

Service Fee

State Taxes

Trimix Fee

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 &amp; Rates Page)

Black Sea Bass

Class Act

9 hours

Full Day Virginia Beach Black Sea Bass Offshore Fishing Charter

Bait's fee

Mate's 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)

4.00hour

Chesapeake Bay Inshore Fishing Charter for Spot, Croaker, and Flounder

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 &amp; Rates Page)

5.00hour

New Point Comfort Lighthouse, Chesapeake Bay Guided Trip

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)

Chesapeake Bay Boat Tours | 5 Hour Boat Tours 

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 &amp; Rates Page)

8.00hour

Full Day Chesapeake Bay Inshore Fishing Charter for Flounder and Sea Bass

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)