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Madison Fishing Charters

The best out of 85 charter fishing deals in Madison - enter dates to check availability

Madison Fishing Charters

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Top Fishing Charters in Madison

Madison: 85 fishing charters available

Showing 1 - 10
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Listing image
24 ft
Up to 5 people
Chasin Fins
5.0
/5
(29 reviews)
Madison
Chasin Fins is located in Madison and offers to show you a memorable time in these waters. All Capt. Tony's trips have flexible hours, so feel free to tell him what you have in mind regarding departure times. Capt.

"Captain Tony took us to a couple of the spots he knew around the area for good fishing!" —⁠ Kerry,
trips from
US $600
Listing image
26 ft
Up to 4 people
Salt Tale Charters
5.0
/5
(44 reviews)
Madison
Salt Tale Charters welcomes you to its command post in Madison, Maryland.
trips from
US $650
Listing image
46 ft
Up to 6 people
Patent Pending Charters
4.9
/5
(186 reviews)
Tracys Landing (1 hr 44 min drive from Madison)
Chesapeake Bay may be a world-famous fishery, but there's no better way to experience it than through the eyes of a local.

"We had a great time with Patent Pending Charters! The trip was a belated birthday celebration for my 15-year-old son and four of his friends, and Captain John and first mate Ronnie made it a fantastic experience." —⁠ Pete,
trips from
US $795
Angler's Choice
Listing image
42 ft
Up to 12 people
Hallock's Grace Charters
4.9
/5
(136 reviews)
Deale (1 hr 43 min drive from Madison)
Hallock's Grace Charters is a family owned and operated business. Trips depart from their private location in Shady Side, Maryland where you can bring your family aboard for a hands-on fishing or crabbing experience.

"What an incredible day aboard the Grace. We really can’t say enough good about it!" —⁠ Sean,
trips from
US $750
Listing image
27 ft
Up to 5 people
Fish Taxi – Light Tackle Fishing
4.8
/5
(8 reviews)
Saint Leonard (2 hr 22 min drive from Madison)
Spend the day with Fish Taxi and get hooked on light tackle fishing on the Chesapeake Bay and remote islands. Depending on the time of year, you might hook into Rockfish, Redfish, Spotted Seatrout, and anything else that bites.

"Captain Joe was awesome! He went above and beyond to find the right places for my son and I to have a memorable experience." —⁠ Jeff,
trips from
US $350
Angler's Choice
Listing image
50 ft
Up to 42 people
Chesapeake Bay Outdoors LLC – Crack of Dawn
5.0
/5
(54 reviews)
Solomons (2 hr 29 min drive from Madison)
Join Captain Damon K Williams aboard the Crack of Dawn for a fishing adventure! Captain Damon has worked the waters of the Chesapeake Bay for 30 years making his living Fishing, Crabbing, and Hunting! A Local to these areas his expertise is unrivaled.

"We booked a Father’s Day fishing trip with Capt. Damon and First Mate Dan, and it exceeded our expectations!" —⁠ Caroline,
trips from
US $495
Angler's Choice
Listing image
42 ft
Up to 6 people
JadeLady Charters
4.9
/5
(156 reviews)
Stevensville (1 hr 13 min drive from Madison)
Operating out of Stevensville, JadeLady Charters specialize in inshore fishing and crabbing. They are located on Maryland’s eastern coast, at Kentmorr marina, fishing the magnificent Chesapeake Bay, home of the Striped Bass and Maryland Blue Crab.
trips from
US $745
Listing image
51 ft
Up to 45 people
Loosen Up Charters
4.8
/5
(32 reviews)
Deale (1 hr 44 min drive from Madison)
If you're after for great fishing on a spacious boat with an experienced captain, Loosen Up Charters is the place to be. Operating out of Deale, MD, these guys bring over 40 years of local experience to each trip they run.

"Awesome fishing trip! The captain took us to some great spots, and we caught our limit of fish." —⁠ Juan,
trips from
US $950
Listing image
42 ft
Up to 28 people
Miss Ashleigh
5.0
/5
(23 reviews)
Deale (1 hr 45 min drive from Madison)
Loosen Up Charters is located in Deale and offers to show you a memorable time in these waters. Capt. Frank will do his best to make sure you have a fun day full of fishing.

"Captain and first mate top notch we caught fish from the time the hooks hit the water to time to go." —⁠ Matthew,
trips from
US $900
Listing image
23 ft
Up to 6 people
Fish Pit Charters
5.0
/5
(11 reviews)
Nanticoke (1 hr 6 min drive from Madison)
Nanticoke has a fish with your name on it, so let Fish Pit Charters help you catch it! With Captain Todd at the helm, you'll benefit from years of knowledge and experience.

"we did the early morning trip cst and crabing at 4:45am. thank god we ended up leaving at 6 am." —⁠ Cassandra,
trips from
US $349
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See all 85 fishing charters in Madison

Real catches shared by our community in Madison

  • Chasin Fins
    Chasin FinsMadison, MD
    Fantastic trip
    Travis O.
    Travis O.
  • Chasin Fins
    Chasin FinsMadison, MD
    My kids has a fantastic time
    Anjelica F.
    Anjelica F.
  • Chasin Fins
    Chasin FinsMadison, MD
    Best charter I’ve been on in years!
    Jonathan A.
    Jonathan A.
  • Chasin Fins
    Chasin FinsMadison, MD
    Great experience
    Vivian L.
    Vivian L.
  • Chasin Fins
    Chasin FinsMadison, MD
    Highly recommended!!!
    Janos V.
    Janos V.
  • Chasin Fins
    Chasin FinsMadison, MD
    Great trip! Strong Advise Booking!
    Matthew P.
    Matthew P.
  • Chasin Fins
    Chasin FinsMadison, MD
    Great Trip
    Aimee P.
    Aimee P.
  • Salt Tale Charters
    Salt Tale ChartersMadison, MD
    Afternoon Half Day Trip
    Brian M.
    Brian M.
  • Salt Tale Charters
    Salt Tale ChartersMadison, MD
    August fishing trip
    Mitchell B.
    Mitchell B.

Frequently Asked Questions about Fishing Charters in Madison

According to customer reviews, some of the most popular fishing charters in Madison, Maryland are:
Full list of top fishing charters in Madison
According to customer reviews, some of the most popular fishing charters in Madison, Maryland are:
Full list of top fishing charters in Madison
The average price for a private 4 hour Madison fishing trip is US $600, while an 8 hour private trip will cost you US $1,000 based on prices on FishingBooker.com.
The average price for a private 4 hour Madison fishing trip is US $600, while an 8 hour private trip will cost you US $1,000 based on prices on FishingBooker.com.
Fishing charters in Madison that received great reviews from families are:
Fishing charters in Madison that received great reviews from families are:
The top 3 fish species targeted on guided fishing trips in Madison are:
The top 3 fish species targeted on guided fishing trips in Madison are:
The top 3 fishing techniques in Madison are:
The top 3 fishing techniques in Madison are:
The top 2 types of fishing in Madison are:
The top 2 types of fishing in Madison are:
Many fishing charters in Madison provide rods, reels and tackle. Some of the top rated are:
Many fishing charters in Madison provide rods, reels and tackle. Some of the top rated are:
According to customer reviews on FishingBooker.com, some of the best rated charter captains in Madison are:
According to customer reviews on FishingBooker.com, some of the best rated charter captains in Madison are:
Some of the fishing trips offered by fishing charters in Madison are:
  • 4-hour fishing trips – US $600
  • 5-hour fishing trips – US $617
  • 8-hour fishing trips – US $1,000
Some of the fishing trips offered by fishing charters in Madison are:
  • 4-hour fishing trips – US $600
  • 5-hour fishing trips – US $617
  • 8-hour fishing trips – US $1,000
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Fishing in Madison

Madison, Maryland, anchors you in the heart of the legendary Chesapeake Bay, one of America's most fertile and diverse fishing destinations. This region offers unparalleled fishing experiences, from tranquil inshore excursions along the James and Bush Rivers to exhilarating open-bay pursuits near structures like the iconic Chesapeake Bay Bridge. Anglers flock here for legendary Striped Bass (Rockfish) runs, hard-fighting Bluefish, and prized Red Drum, with seasonal opportunities for Flounder, Tarpon, and Spanish Mackerel.

Explore hidden gems like Tea Kettle Shoals or Kiptopeke State Park, where underwater structures concentrate trophy fish. Accessible piers like Bill Burton provide family-friendly angling, while expert-guided charters unlock prime deep-water hotspots. Whether casting light tackle in serene creeks or battling giants in the bay's tidal currents, Madison delivers year-round variety against a backdrop of unspoiled marshlands and vibrant coastal scenery.

Local captains combine intimate knowledge of tidal patterns and fish behavior with top-tier equipment, ensuring memorable outings tailored to all skill levels. Experience the Chesapeake's legendary bounty and rich maritime heritage firsthand on a Madison charter—your gateway to Maryland's most iconic fishery.

Madison

5.0
/5
Based on 31,696 reviews by FishingBooker anglers

What anglers said about fishing in Madison

  • 5.0
    /5
    (Half Day Trip (PM))

    Exciting afternoon Rockfish trip

    Spectacular nature in the area, lots of wildlife, including fish, rays and bald eagles. Had a great time targeting Rockfish on an afternoon trip with Lures. Anybody from out of town should give Chesapeake Bay a try on light tackle.
    Vukan S.
    Vukan S.
    Reviewed on August 9, 2023

How did anglers rate fishing charters in Madison?

  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    4.0
    /5
    (Half Day Trip (AM))

    Great Eastern Shore light tackle experience

    I met Captain Tony at a Quail Forever Event in which he was a sponsor. He has the knowledge & experience and will work to find the fish. He will coach you to improve your skills, and educate you on local history and lore while you’re at it. Plus he is a passionate conservationist! We’ll book again.
    John B.
    John B.
    Reviewed on Sep 14, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Great trip…Tony was great!!

    We went fishing for a catfish, per our request, more catfish than we can eat!
    Tom M.
    Tom M.
    Reviewed on Aug 28, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Fantastic trip

    This was a great trip. Captain Tony was fantastic and we caught several species. Would definitely book with him again.
    Travis O.
    Travis O.
    Reviewed on Aug 1, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (4 Hour Trip – Bottom Fishing)

    My kids has a fantastic time

    The boys had one goal on this trip—to catch catfish and they did! The captain was incredibly patient, accommodating, and made sure everyone had a great time. We all caught a lot of fish, and the experience exceeded our expectations. Recommend for anyone looking for a fun and successful day on the water!
    Anjelica F.
    Anjelica F.
    Reviewed on Jul 27, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Thanks Captain Tony!

    Captain Tony was prepared, knowledgeable and adapted to weather conditions. Thanks for a successful trip and some rockfish for the table!
    David H.
    David H.
    Reviewed on Jun 21, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Capt Tony is a very professional, customer oriented charter captain!

    Capt Tony’s knowledge of the water and fish is exceptional, he responded quickly to all issues. His equipment was outstanding and he worked extremely hard to put us on fish! We would certainly use him again.
    James H.
    James H.
    Reviewed on May 14, 2026
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Fishing was fun.

    We appreciate Captain Tonys knowledge.He was patient and helpful. It was a great day on the Chesapeake Bay.The peaceful ,beautiful scenery was calming.We caught bass, catfish ,perch.Catfish we caught had a big head.Night ended with a spectacular sunset. Good time had by all casting away our troubles. 🐠🐠🐟
    Victor K.
    Victor K.
    Reviewed on Sep 28, 2025
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Great experience

    Tony was great with our 10 year-old boys who had limited fishing experience. He was very patient and taught them several different fishing techniques. It was a beautiful day on the water snd Tony even stayed later than we expected in hopes that we would catch a few more fish. Highly recommend.
    Vivian L.
    Vivian L.
    Reviewed on Sep 20, 2025
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Captain Tony is awesome!

    Me and my sons went out with captain tony for a 5 hour trip and it was a blast. Caught some fish and learned alot about the area too! Highly recommend!
    Bobby W.
    Bobby W.
    Reviewed on Aug 13, 2025
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Highly recommended!!!

    Captain Tony,should be your first choice for a fishing charter in Cambridge . This man will do his best to put you on fish and make sure you have a memorable trip. I will definitely be booking with Tony in the future.
    Janos V.
    Janos V.
    Reviewed on Jul 20, 2025
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Great Trip

    Captain Tony is a great captain. Know many spots to fish and is nice and friendly. Thumbs Up.
    John P. S.
    John P. S.
    Reviewed on Aug 8, 2024
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Great trip! Strong Advise Booking!

    Tony went above and beyond on our trip! He was a very knowledgeable, friendly and great guide! He helped us spend the perfect day on the water with our family. Highly recommended!
    Matthew P.
    Matthew P.
    Reviewed on Jun 13, 2024
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Captain Tony is fantastic

    We took my 92 year old grandpa out for a half day and captain Tony made sure we all caught plenty of fish. He knows the area very well and knows the best techniques to make the most of a day of fishing. We all had fun. 10 out of 10. Would recommend.
    Tim S.
    Tim S.
    Reviewed on May 7, 2024
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    AM trip with Capt Tony

    My two sons and I had a nice day on the water with Capt Tony. We didn’t manage to catch any rock fish, which we targeting, but not for lack of trying. We tried various lures, baits and locations, but only managed to catch lots of white perch, spot, and croaker. We would try again with Capt Tony.
    John Y.
    John Y.
    Reviewed on Aug 13, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (PM))

    Exciting afternoon Rockfish trip

    Had great fun with Capt. Tony targeting Rockfish with lures. Caught more than we could count, and the captain stayed a bit longer to make sure we had a try at the sunset bite. Tony was personable, friendly and offered useful fishing tips and info on the area. Will definitely be back 👌🎣
    Vukan S.
    Vukan S.
    Reviewed on Aug 17, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Half day fishing full day wind

    Nice day on the water despite wind. We got to lots of good sites and caught a good number of rockfish, including a 24”. The light tackle is top-notch and adds enjoyment with the feisty fish.
    Thomas H.
    Thomas H.
    Reviewed on Aug 1, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Half day trip with capt. Tony

    Tony was very knowledgeable, patient, and good teacher. Iwanted my 14 yr old son to have an experience to remember. It didn't disappoint
    Benjamin F.
    Benjamin F.
    Reviewed on Jul 5, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Great Trip

    My kids and I had a wonderful trip with Captain Tony! Everyone caught multiple fish, and he was patient and kind with the kids. Would absolutely recommend!
    Aimee P.
    Aimee P.
    Reviewed on Jun 16, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Half day with Captain Tony

    Tony was an excellent host and guide. Very knowledgeable, personable and hard working. A joy
    Jim O.
    Jim O.
    Reviewed on Jun 10, 2023
  • Chasin Fins
    Chasin Fins
    Fishing charter in Madison
    5.0
    /5
    (Half Day Trip (AM))

    Trip with Captain Mike

    Great trip! Captain Mike was awesome. He worked hard to find fish for us. Would definitely book again.
    Carla L.
    Carla L.
    Reviewed on Aug 6, 2022