Chesapeake Bay is known for being home to one of the most sought-after species in the world – Striped Bass! If you're a hardcore angler who's always dreamed of chasing Stripers, or want to take your family on an exciting adventure explor
"We enjoyed a family adventure with 5 teen boys between the ages of 13-16 (and one adult) this August." — Nicole,
Spend a lovely day on the water and enjoy unforgettable fishing moments with Just For Fun Too Charters. Starting out of Grasonville, you and Captain Jeffrey Councill will head out to the inshore waters of Maryland and have fun chasing many prized fish.
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.
"it was a great experience we love it I recommend this trip , we catch rockfish and it was fun we was waiting for this moment , the captain and crew was really nice this trip was one of the best because we had fun and we also like it , and of course we going back with othes guests , for future guests I personally I recommend it thanks to the captain and his crew !" — Wilfredo,
Make some memories in Stevensville and go fishing with Local Charter Fishing. These waters hold game fish like Striped Bass, Redfish, Bluefish, Crab, Spanish Mackerel, and more if you cast your line at the right time of year.
"Captain Steve and Steve were incredibly friendly, knowledgeable, and helpful." — Michael,
Enjoy a nice day on the waters off the coast of Marylands Chesapeake Bay with PrimeTime Charters! Captain Darnell Greenway has been fishing since he was a child and has a genuine passion for it.
"Captain D and his longtime friend and first mate, Kevin are an unbelievable power duo!" — Daniel,
Located on Kent Island, Biff Fishing Charters offers trips fishing for Striped Bass and Bluefish in the Chesapeake Bay. Captain Justin Kaufman has been fishing these waters for more than a decade and knows the area like the back of his hand.
"I got this trip for my fiance who is a big fisher, and I went." — Catherine,
Reel Cool Charters Llc runs angling trips out of Chester and offers to show you what the local fishery is all about. Capt. Michael will do his best to make sure you have a fun day full of fishing.
"Captain Michael Cool made this adventure such a wonderful experience." — Jose,
Welcome aboard The Marylander! Maryland's premier charter boat on the Chesapeake Bay. We are located on Maryland's Eastern Shore, in Stevensville, MD. This is just outside of Annapolis, Baltimore, and Washington D.C.
"I took 4 generations on a beautiful Saturday in early October." — Dante,
Stevensville has a fish with your name on it, so let Claw Enforcement Charters help you catch it! With Captain Richard at the helm, you'll have a knowledgeable and experienced guide.
"we had a great time!! had one novice angler/ crabber. The captain and mate were very patient and kind, making sure he got the hang of things." — Labone',
Chester, Maryland, offers premier fishing adventures in the heart of the Chesapeake Bay. Its crown jewel, the Chester River, teems with striped bass (rockfish), perch, and catfish, providing year-round opportunities for anglers. Sheltered waters make it ideal when the main bay is rough, ensuring reliable fishing conditions. Spring brings trophy-sized stripers, summer delivers diverse catches including rockfish and crabbing, while fall excels for trolling.
Kent Narrows serves as the central hub for charters, with easy access to prime spots like Simkins Dam's reefs and oyster bars that attract baitfish and predators. Local captains leverage generations of knowledge to guide you to hidden hotspots, whether targeting schooled stripers downriver or feisty catfish upstream. Family-friendly outings and expert-led trophy hunts cater to all skill levels.
Charters supply top-tier gear and techniques tailored to the season—from light-tackle trolling to bottom rigging for perch. Beyond striped bass, expect surprises like Spanish mackerel or red drum. With its rich structure and abundant species, Chester remains a Chesapeake highlight where every trip promises action.
