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Things To Do

Things To Do in Chesapeake Bay

Redfish

Red drum

<div>had a great day fishing for red drum out on the shoals in the Chesapeake bay.&nbsp; Got Rio and Tim on they're first ever bull reds.&nbsp; was an amazing day.</div>

Cobia

Cobia trip

<div>Fishing turned on this past Sunday.&nbsp; Conditions were slick calm and fish were on the surface pushing water every where.&nbsp; We boated 8 out of 10 fish...not huge ones but bended the rods all day long!! great day!</div>

<div>cobia fishing has stayed consistent.&nbsp; was a little tough around the new moon but still are having plenty of sighting and opportunities to catch!&nbsp; fishing will stay good through August and really fire off towards September.&nbsp; Caught 5 yesterday and saw about 15.</div>

A fisherman holds a large cobia fish caught in Oxford

<div>Fishing for cobia was on fire this past Thursday.&nbsp; we got out to the fishing grounds at 9 a.m with the sun just getting right height in the sky for sight casting and caught 5 out of 6 fish in the first hour.&nbsp; Bite stayed hot through the morning caught 9 total.&nbsp; as the afternoon hit fish were more scarce.&nbsp; great day on the water!</div>

Cobia fish being caught while fishing in Oxford

Black Drum

Black drum

<div>bottom fishing for black drum was steady today.&nbsp; we caught 5 and also pulled off 2 big red drum.&nbsp; drum bite is continuing to stay consistent!&nbsp; reds should pick up even more as we move into august</div>

A fisherman holds a large black drum fish caught in Oxford

Cobia on the fly

<div>cobia fishing has continued to stay hot! saw over 40 fish this day and used only fly and artificial.&nbsp; hooked 6 and landed 6 total.&nbsp; 2 on the fly and 4 on the jig!&nbsp; fishing should continue to stay good!!</div>

A fisherman holding a large cobia fish in Oxford

Sheepshead

<div>switched up and did some bottom fishing today.&nbsp; caught some black drum and sheepshead.&nbsp; drum bite should be good all of July and August!! summertime fishery is in full swing</div>

Sheepshead fish caught fishing in Maryland

Fisherman with a large black drum fish in Oxford

A fisherman holding a large black drum fish in MD

Fishing for a sheepshead, a 22-inch fish, in Oxford

Striped Bass

Rockfish/striped bass

<div>fished for Rockfish out of choptank River this morning.&nbsp; had overcast skies with light rain.&nbsp; we were casting topwater plugs all morning started at 6 and finished at 11 and absolutely hammered em.&nbsp; caught fish every other cast and never switched baits.&nbsp; stayed striking topwater all day!! very good bite!</div>

Striped bass caught by angler in Maryland

<div>sightcasting cobia was great today.&nbsp; many fish seen and multiple fish caught.&nbsp; got 13 yr old britan the fish of his life</div>

Two anglers holding a freshly caught fish in Oxford

A lone angler catching a 25-inch fish in Maryland

<div>great day cobia fishing.&nbsp; we had some great anglers on board who were new to sight casting and conditions came together just right.&nbsp; calm winds and clear sky's made for a great day.&nbsp; was so calm you could see the fish pushing water on the surface from a ways away.&nbsp; Jeff sight casted 3 fish pulled 2 off and landed this beauty.&nbsp; we saw about 20 fish.</div>

Cobia fishing

<div>the cobias finally showed up in some numbers today.&nbsp; Got em early before the clouds did!! saw 15 in about 4 hours and caught 3 out of 5.</div>

Angler holding a large cobia fish in Oxford

Had to grind it out but we ended up catching a couple...had some other shots at nice fish that just weren't eating...thanks for a great day fellas.  Back at it tomorrow!  Cobia season opens June 15th!! Book your trip today!

Read expert Fishing articles, travel insights, and local stories from Max Fly Charters in Chesapeake Bay. Stay informed and inspired for your next adventure.

Chesapeake Bay Fishing Articles & Insights | Max Fly Charters

Get ready for an unforgettable fishing expedition with Max Fly Charters, where cherished memories await you and your family and friends. Join our experienced crew for a day of pure enjoyment, as we embark on a thrilling fly fishing and light tackle adventure in the pristine waters of Chesapeake Bay to the Florida Everglades! Our charter ensures a reliable, comfortable, and safe trip, guided by Captain Max Fry, a seasoned captain with years of fishing experience in Oxford, Maryland. Chesapeake Bay is a renowned fishing location that offers a diverse and abundant marine ecosystem, making it a paradise for anglers. With its expansive waterways, the bay provides ample opportunities to target a variety of prized game fish, including Striped Bass, Bluefish, Flounder, and more. From its fertile estuaries to its deep channels, Chesapeake Bay captivates fishermen with its scenic beauty and the thrilling prospect of reeling in memorable catches. Captain Max Fry's extensive background includes surfing and fishing in various locations worldwide. From working on sport fishing boats in Florida and the Bahamas to spearfishing reefs in Costa Rica and Indonesia, his expertise spans across different seas. His focus on fishing striped bass on the fly and light tackle in the Chesapeake Bay has led him to catch large stripers both in open waters and the shallows of rivers and streams. Hop aboard our Mako 171 boat, which can comfortably accommodate up to 5 anglers (with 4 anglers being ideal for a more enjoyable experience). Powered by a 115-horsepower Yamaha 4-stroke engine, this versatile vessel handles rough waters with ease and allows us to navigate into shallow areas for optimal fishing opportunities. Prepare for an incredible fishing experience as we target the biggest and most formidable fish alongside Captain Max. Cobia, Redfish, Striped Bass, and anything that bites are among our main targets! Regardless of your choice, Captain Max guarantees a fantastic time on the water. We provide all the necessary fishing gear for your convenience. Just remember to bring sunscreen, along with your favorite snacks and drinks to keep you energized throughout the trip. Prepare for an exceptional day of fishing and the creation of lifelong memories. Now, it's time to select your preferred dates and gear up for an exhilarating pursuit of trophy fish with Max Fly Charters! The ultimate striped bass experience awaits you, so don't hesitate – book now and get ready to fish with Captain Max!

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Angler holding a striped bass in Maryland

A couple fishing with a large fish in Oxford

Impressive catch of a large cobia fish in Maryland

A spotted weakfish caught while fishing in MD

4 people fishing in Oxford with a 48 inch fish

Hardhead Sea Catfish caught while fishing in MD

Expert Cobia Fishing Charters in Exmore, VA

Top Rated Chesapeake Bay Fishing Charter | 4 Hours

Top Chesapeake Bay Fishing Charters | Max Fly

Hook, Reel, Thrill: Chesapeake Bay Fishing Charters

Book your fishing charter with Captain Max Fry of Max Fly Charters today and finally catch the big one! Don't miss out on your chance to experience the thrill of reeling in a trophy fish while enjoying the scenic beauty of Chesapeake Bay. Time is running out, so book now to secure your spot before it's too late.

Welcome to Max Fly Charters, where we offer unparalleled fishing adventures in the heart of Chesapeake Bay. Led by Captain Max Fry, our charters deliver an exceptional blend of expertise and passion, ensuring that every fishing trip is memorable and successful. Specializing in Chesapeake Bay fishing, Max Fly Charters provides an unrivaled experience for both seasoned anglers and novices alike. Captain Max Fry brings a wealth of experience and local knowledge to every charter. With years of fishing in Chesapeake Bay, he knows the best spots to target trophy-sized striped bass, bluefish, and other local favorites. His dedication to providing a top-notch fishing experience is evident in his meticulous approach and commitment to customer satisfaction. Our state-of-the-art fishing vessel is equipped with the latest technology, including advanced fish finders and GPS systems, ensuring that we stay on top of the best fishing spots. Whether you're interested in light tackle fishing, fly fishing, or a more traditional approach, Max Fly Charters has the equipment and expertise to meet your needs. Chesapeake Bay is renowned for its diverse and abundant marine life. At Max Fly Charters, we take full advantage of this by offering a range of fishing opportunities. From inshore fishing for rockfish to offshore excursions targeting big game species, we tailor each trip to match your preferences and skill level. Beyond fishing, we provide a complete Chesapeake Bay experience. Our charters include a range of amenities designed for comfort and convenience, ensuring that your time on the water is as enjoyable as possible. We focus on creating a relaxed and friendly atmosphere where you can fully immerse yourself in the excitement of fishing. Booking a trip with Max Fly Charters means more than just a day on the water; it’s an opportunity to create lasting memories with friends and family. Whether you're looking for a relaxing day out or an action-packed adventure, Captain Max Fry and his team are dedicated to delivering a premier fishing experience. Choose Max Fly Charters for your next fishing adventure in Chesapeake Bay. With our expert guidance, state-of-the-art equipment, and a deep passion for fishing, we guarantee an unforgettable experience. Book your charter today and discover why we’re the top choice for Chesapeake Bay fishing.

Catch the Moments: Capturing Chesapeake Bay's Fishing Bliss

Get ready to meet the legendary Captain Max Fry of Max Fly Charters, Chesapeake Bay! If you're an avid fishing enthusiast or just someone who loves to spend time on the water, then this is one person you simply have to know. Captain Max is the owner and operator of the fishing charter company Max Fly Charters. Captain Max Fry is a seasoned angler with an intimate knowledge of the Chesapeake Bay, as he grew up immersed in its waters. With his older brother being a charter captain and a presence on the bill fishing world circuit, Captain Max found inspiration and guidance in his sibling's footsteps. Beginning his journey on sport-fishing boats during his teenage years and into his early 20s, he honed his skills and deepened his passion for the sport. Captain Max firmly believes that fishing is the ultimate sport, constantly offering opportunities for learning and growth while providing an exhilarating challenge. His recently developed experience in spearfishing has further enriched his understanding of fish behavior, enabling him to better assist his guests in their quest for a successful fishing charter. With his wealth of knowledge and unwavering enthusiasm, Captain Max Fry is dedicated to creating unforgettable fishing experiences aboard Max Fly Charters. Captain Max Fry possesses a remarkable expertise in light tackle fly fishing and the art of sight casting, making him a true master of precision and finesse on the water. With an acute understanding of the Chesapeake Bay's ecosystem, he skillfully navigates the shallow waters, guiding anglers to prime spots where fish are visible and ready to be targeted. Captain Max's ability to spot fish and present delicate fly presentations with pinpoint accuracy ensures an exhilarating experience for fly fishing enthusiasts, as they witness the electrifying moment when their fly is met with an explosive strike. Whether you're a seasoned angler or new to the world of fly fishing, Captain Max's specialty in light tackle fly fishing and sight casting promises an unforgettable adventure filled with excitement and unparalleled angling opportunities. Boat detailsOur fishing excursions aboard the Max Fly Charters take place on a 25' Mako center console boat, boasting a sturdy construction that has stood the test of time since its original build in 1985. With a powerful 300HP Suzuki engine propelling it forward, this vessel can reach a maximum cruising speed of 28 knots, ensuring swift and efficient navigation across the Chesapeake Bay. The spacious deck accommodates up to 5 guests, providing ample room for everyone to enjoy a comfortable and exhilarating fishing experience. Max Fly Charters ensures an exceptional aquatic experience that will leave everyone yearning for more.

Meet the Captain Max Fry and Max Fly Charters

Book a 4-hour lake fishing trip on Chesapeake Bay. Target Striped Bass, Cobia & more with Max Fly Charters. Reserve now!

Bay Angler

Premier Chesapeake Bay Fishing with Max Fly

Experience top-rated inshore fishing in Oxford, MD and Exmore, VA. Book your Chesapeake Bay adventure with Max Fly Charters today!

Bay Haul

World-Class Chesapeake Bay Fishing with Max Fly

Book a world-class 4-hour Chesapeake Bay fishing trip. Target striped bass, cobia & more with expert guides. Reserve now!

Bay Striper

Book a premium 4-hour inshore Cobia fishing trip in Exmore, VA. Expert-guided charters on the Chesapeake Bay. Reserve now!

VA Fish Fun

Your Valid Fishing License is Covered

Fishing License

Common Questions What types of fishing trips does Max Fly Charters offer in Chesapeake Bay?Max Fly Charters provides a variety of fishing trips, including inshore and offshore excursions, light tackle fishing, and fly fishing. Each trip is tailored to meet your preferences and skill level. What is the duration of a typical fishing trip with Max Fly Charters?Our fishing trips typically range from 4 to 8 hours, depending on your schedule and the type of fishing you’re interested in. We can customize the duration to fit your needs. What are the rates for a fishing trip with Max Fly Charters?Rates for our fishing trips vary based on the duration and type of charter. For detailed pricing information, please visit our website or contact us directly for a personalized quote. Do the rates include fishing gear and equipment?Yes, all fishing gear and equipment are included in the charter rates. We provide top-quality rods, reels, and tackle to ensure you have everything you need for a successful fishing trip. Can I bring my own fishing equipment?While we provide all necessary fishing gear, you’re welcome to bring your own equipment if you prefer. Just let us know in advance so we can accommodate your preferences. Are there any additional costs I should be aware of?Additional costs may include gratuities for the crew and any optional extras such as specialized bait or drinks. We strive to provide a transparent pricing structure, so any additional costs will be communicated upfront. What is the cancellation policy for fishing trips with Max Fly Charters?Our cancellation policy requires a minimum notice of 48 hours for a full refund. Cancellations made within 48 hours may incur a fee. Please refer to our terms and conditions for detailed information. What should I bring on my fishing trip?We recommend bringing sunscreen, a hat, sunglasses, and comfortable clothing. If you have any dietary needs or preferences, please let us know in advance so we can make appropriate arrangements. Are fishing licenses required for trips with Max Fly Charters?Yes, a valid fishing license is required for all participants. We can provide guidance on obtaining a license if needed, or you can purchase one online or at local retailers. How do I book a fishing trip with Max Fly Charters?Booking a trip is easy! Simply visit our website or contact us directly via phone or email to check availability and secure your reservation. We’ll guide you through the booking process and ensure all your questions are answered.

Discover the Ultimate Fishing Haven: Chesapeake Bay's Waters

Air Fee

Bait Fee

Mate's Fee

Nitrox Fee

Service Fee

Trimix Fee

Set sail on a 4-hour fishing adventure in the scenic Chesapeake Bay! Aboard a 25’ Mako center console, target Striped Bass, Cobia, Redfish, Sea Trout, and Bluefish with expert guidance.
✔ Fishing Style: Fly fishing & conventional
✔ Max 5 guests (recommended comfort for 4)
✔ Morning & afternoon trips available
✔ Price: $500

Bluefish

Sea Trout

4 hrs 

Half-Day Chesapeake Bay Fishing Charter – Catch Striped Bass, Cobia & More!

Experience the thrill of 4-hour Cobia fishing in the picturesque waters of Exmore, VA. This exciting seasonal trip starts on May 30th and continues until September 15th, giving you ample opportunities to target and reel in these prized game fish. Join us aboard our expertly guided fishing charter as we navigate the bountiful Chesapeake Bay in search of Cobia. With our experienced crew and top-of-the-line equipment, you'll have the best chances of hooking into these powerful and elusive fish. So mark your calendars and get ready to embark on a Cobia fishing journey. Book now!

Mako (Center console) 

VA Fishing Charters

Embark on an inviting 4-hour fishing charter and immerse yourself in the captivating beauty of Chesapeake Bay! Join us as we set sail to target an array of thrilling fish species, including Striped Bass, Cobia, Trout, and more. With a spacious capacity to accommodate up to 5 guests, we recommend a group of 4 for utmost comfort. Simply pack your favorite snacks, refreshing drinks, and don't forget your sun protection, and you'll be all set for an unforgettable adventure on the water! Book your fishing charter today!

Fishing Charters on Chesapeake Bay 

Embark on an epic 8-hour fishing expedition in Oxford, MD, and Exmore, VA, as Max Fly Charters takes you on a full-day adventure in the magnificent Chesapeake Bay. Get ready to cast your lines and reel in the excitement as we pursue the prized catches of Cobia, Trout, and Striped Bass. With a spacious capacity to accommodate up to 5 guests, we recommend a group of 4 for a more comfortable experience. Start planning your trip today and make your way to Oxford, where unforgettable memories await aboard our charter. Get ready to create fishing tales that will be shared for years to come!