Chester Bluefish (Tailor) Fishing Charters

On this trip, you'll be targeting a variety of fish, including Spanish Mackerel, Bluefish, Striped Bass, Perch, Flounder, Black Drum, and Croaker, depending on the season. It's the best option if you want to try and get a good haul to take home.

Set out on an unforgettable Chesapeake Bay adventure! Our charter boat specializes in fishing, cruising, and custom experiences tailored to your group. From striped bass and seasonal catches to scenic cruises past lighthouses and historic ports, the Bay offers endless opportunities. Led by an experienced local captain who knows these waters inside and out, we provide a safe, comfortable, and action-packed experience for anglers and explorers alike.

This 6-hour morning trip will take you fishing the Chesapeake Bay and its tributaries. Get ready for some Striped Bass, White Perch, and Bluefish!

Spend your next morning this summer aboard The Marylander! During the summer fishing season our primary target is Striped Bass! As the Chesapeake Bay warms up, additional seasonal species start to arrive! Contact our captain about your next adventure on the Chesapeake Bay TODAY!!! This trip price does not include gratuity for the mate.

Join your captain for this morning trip and get ready to chase some Striper! Capt. Charlie grew up around Chesapeake Bay and knows the best places to hook Striped Bass. He'll provide you with top-notch rods and reels, as well as live bait and lures, tackle, and a valid fishing license for all guests. Anglers of all ages and skill levels are welcome on board – your captain will be on hand to help you try out a variety of techniques, including trolling, spinning, jigging, bottom fishing, and more.

This trip is great for doing a little bit of everything. We will start fishing the shallows (tide allowing). Then when the shallow bite dies we will move to deeper waters with the fish. But sometimes that bite will last for quite some time. You will be using all light tackle and lures and we will cover a lot of ground. Everything is provide but food and drinks.

The trip lasts up to 8 hours or until you catch the limit. Captain Jeffrey will provide you with further details. Weather conditions will be monitored and the captain will decide if the trip needs to be rescheduled, at no extra cost. This is for a group of 4 people.

Enjoy a 6-hour fishing trip on Chesapeake Bay.

The crew loves to take families and kids! There is nothing better than seeing the joy on the face of a kid catching fish and having fun. Rex being a parent of a very active 6-year-old son and his parents being grandparents, take special joy in ensuring an amazing trip for anglers of all skill levels and ages. They love teaching as much as they love fishing. If you're looking for an upbeat team to provide you and your family with a trip to remember for a lifetime, look no further!

This trip is specifically designed for your family. We will show you the current techniques for catching rockfish and catfish. Great for the new fishermen or advanced. When you are done with this trip you will have the skills and techniques to fish any boat. This trip is up yo 4 people