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,
Enjoy a day on the water with Capt. Brian Thomason, in his new 28' Sportsman 282 TE, named Second Chance. He will always try his best to provide a top-notch light tackle fishing charter.
"First time taking my 5 year old out on charter. The currant had the fishing off the day we went but the captain kept us moving and searching for keepers." — Michael,
If you want to enjoy productive fishing in a safe, friendly environment, Fire Escape Sport Fishing and Guide Service is the name to remember. Captain Chris Kamienski is a full-time EMT firefighter, so you know safety is a priority.
"Great summer morning of fishing even though on the hot side." — Matt, Virginia
Join Chubby Chaser Charters to explore some of the best fishing Maryland has to offer! Captain Daniel Morrison has been fishing for 18 years and has been a licensed captain for 8 years, so he has all the experience needed to put you on the fish.
"Great trip, First Mate and Capt were very friendly and knowledgeable." — Samir,
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,
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,
Spend the day with Lochjaw Charters and let them show you what makes the fishing in Solomons so memorable! Having logged many hours on these tides, Captain Thomas Loch can tell you all about them.
"Lochjaw really knows what they are doing. We caught a full limit of Rockfish in the first half of the trip and spend the second half pulling in dozens more fishing off the bottom of the bay." — Steve,
Spend the day with Dog Days Charters and experience the best fishing the Potomac River has to offer. Depending on the time of year, you might hook into Striped Bass, White Perch, Catfish, and anything else that bites. Fishing is all light tackle.
"Chad, the captain of the boat and owner of dog days definitely knows his stuff when it comes to fishing." — Kim,
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,
Leonardtown, Maryland, stands as a premier fishing destination in the heart of the Chesapeake Bay region, offering diverse angling experiences across its rich estuaries and tributaries. Summer brings peak action, with striped bass (rockfish) dominating catches from May through December. Anglers regularly hook Spanish mackerel, bluefish, and redfish in these nutrient-rich waters, while spot, perch, and croaker provide consistent action for light-tackle enthusiasts. The Patuxent and Potomac Rivers, along with sheltered creeks, teem with record-breaking puppy drum and aggressive snakehead.
Charter options range from specialized trophy-striper excursions to family-friendly headboat trips targeting panfish like spot and croaker. Many operators combine angling with heritage tours, showcasing the area's maritime history through lighthouse visits and oyster tonging demonstrations. Sunset cruises add a scenic dimension to summer evenings, perfect for unwinding after a day on the water. With seasoned captains navigating prime locations—from Solomons Island to the Naval Air Station's rocky structures—every outing promises authentic Chesapeake Bay adventure.
Varied techniques thrive here: jigging bridge pilings, trolling umbrella rigs along drop-offs, or sight-casting to shallow-water redfish. Regulations support conservation, including slot limits for rockfish and seasonal closures to protect breeding stocks. Whether battling hard-pulling cobia or enjoying a multi-species haul, Leonardtown's charters deliver unforgettable Chesapeake encounters framed by historic landscapes and abundant marine life.
