Next AvailableMay 29
Book with Max Fry
Max Fly Charters
Identity Verified Oxford MD
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Max Fry, Captain at Max Fly Charters
Identity Verified
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!
Upcoming Availability
Expertise & Attributes
fishing
Bass Fishing
Fly Fishing
Freshwater Fishing
Good with Families
Good with Kids
Good with New Anglers
Master GuideFishing Techniques
What's Included
Keep your Catch
This guide offers trips that you are able to take home your catch.
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Good to Knows
Your Guide has some important details about your trip with them.
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Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
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Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
What's Included
Keep your Catch
This guide offers trips that you are able to take home your catch.
Show More
Good to Knows
Your Guide has some important details about your trip with them.
Show More
Nature / Wildlife Views
This guide offers trips with nature and wildlife views.
Show More
Cancellation Policy
When you book your fishing trip, you will need to first put down a deposit to hold the reservation.
Show More
Trips Available with Max Fly Charters
Fishing
Starting At $500
Fishing Charters on Chesapeake Bay
Fishing Area: Chesapeake Bay
Fishing: Lake
Fishing Boat:
Mako (Center console) • 25' Mako • Max 5 guests (base trip price includes 5 guests)Description: 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
Starting At $900
Chesapeake Fishing Charters
Fishing Area: Chesapeake Bay
Fishing: Inshore
Fishing Boat:
Mako (Center console) • 25' Mako • Max 5 guests (base trip price includes 5 guests)Description: 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!
Fishing
Starting At $500
Half-Day Chesapeake Bay Fishing Charter – Catch Striped Bass, Cobia & More!
Fishing Area: Chesapeake Bay
Fishing: Lake
Capacity:
Max 5 guests (base trip price includes 5 guests)Description: 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
Fishing
Starting At $500
VA Fishing Charters
Fishing Area: Chesapeake Bay
Fishing: Inshore
Fishing Boat:
Mako (Center console) • 25' Mako • Max 5 guests (base trip price includes 5 guests)Description: 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!
Vehicle
Mako (Center console)
Boat Type:
Boat Guest Capacity:
5
Boat Length:
25 ft
Manufacturer Name:
Mako
Model Year:
1985
Engine Manufacturer Name:
Suzuki
# of Engines:
1
Horsepower Per Engine:
300
Maximum Cruising Speed:
28
Features: Bait Tank Outriggers Spearfishing Equipment Flybridge Ice-Box Fish Finder GPS
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The 28' Mako (Center console) is a classic boat that was originally built in 1985. It is equipped with a powerful 300HP Suzuki engine, allowing it to reach a maximum cruising speed of 28 knots, ensuring a thrilling and efficient ride. It has a capacity to carry up to 5 guests.
Boat
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Mako (Center console)
Boat Type:
Boat Guest Capacity:
5
Boat Length:
25 ft
Vehicle Details
FAQs about Max Fly Charters
What are the trip rates for Max Fly Charters?
What's included in the trip price with Max Fly Charters?
What types of fishing does Max Fly Charters offer?
What fishing techniques does Max Fly Charters offer?
Which fishing species can I catch with Max Fly Charters?
What is the cancellation policy for Max Fly Charters?
Reports and Expert Articles
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Red drum
had a great day fishing for red drum out on the shoals in the Chesapeake bay. Got Rio and Tim on they're first ever bull reds. was an amazing day.
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Cobia trip
Fishing turned on this past Sunday. Conditions were slick calm and fish were on the surface pushing water every where. We boated 8 out of 10 fish...not huge ones but bended the rods all day long!! great day!
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Cobia
cobia fishing has stayed consistent. was a little tough around the new moon but still are having plenty of sighting and opportunities to catch! fishing will stay good through August and really fire off towards September. Caught 5 yesterday and saw about 15.
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Black drum
bottom fishing for black drum was steady today. we caught 5 and also pulled off 2 big red drum. drum bite is continuing to stay consistent! reds should pick up even more as we move into august
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Cobia
Fishing for cobia was on fire this past Thursday. 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. Bite stayed hot through the morning caught 9 total. as the afternoon hit fish were more scarce. great day on the water!
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Cobia on the fly
cobia fishing has continued to stay hot! saw over 40 fish this day and used only fly and artificial. hooked 6 and landed 6 total. 2 on the fly and 4 on the jig! fishing should continue to stay good!!
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Black drum
switched up and did some bottom fishing today. caught some black drum and sheepshead. drum bite should be good all of July and August!! summertime fishery is in full swing
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Rockfish/striped bass
fished for Rockfish out of choptank River this morning. had overcast skies with light rain. we were casting topwater plugs all morning started at 6 and finished at 11 and absolutely hammered em. caught fish every other cast and never switched baits. stayed striking topwater all day!! very good bite!
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Cobia
sightcasting cobia was great today. many fish seen and multiple fish caught. got 13 yr old britan the fish of his life
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Cobia
great day cobia fishing. we had some great anglers on board who were new to sight casting and conditions came together just right. calm winds and clear sky's made for a great day. was so calm you could see the fish pushing water on the surface from a ways away. Jeff sight casted 3 fish pulled 2 off and landed this beauty. we saw about 20 fish.
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Cobia fishing
the cobias finally showed up in some numbers today. Got em early before the clouds did!! saw 15 in about 4 hours and caught 3 out of 5.
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Cobia fishing
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!
Ratings & Reviews Summary
May 29, 2025
Had an excellent day! Captain Max put me on the biggest striped bass of my life.
May 29, 2025
Very friendly and knowledgeable, literally caught a striper on the first cast of the day when we chartered with him.
May 29, 2025
Max is a cool dude. Knows a lot about the area. Great experience overall.
May 29, 2025
Had a blast with captain Max Fry landed a ton of stripe bass he got us right on top of them
May 29, 2025
I highly recommend booking a fishing trip with Max Fly Charters to anyone visiting the Chesapeake Bay area!!! Max is an exceptional captain who creates an exciting fishing experience!!!
May 29, 2025
The Guys had a great day of fishing with Captain Max. They brought home plenty of rock fish and perch. A Good time was had by all.
