Premium Chesapeake Bay Fishing

Welcome to Miss Carolyn II Charters, your gateway to an authentic Eastern Shore fishing adventure in the charming town of Rock Hall, Maryland—the pearl of the Chesapeake!

With over 50 years of experience fishing the Chesapeake Bay, Captain Wayne Fletcher is dedicated to making your trip unforgettable. Whether you’re planning a family outing, a corporate retreat, or a fun day out with friends, we guarantee a memorable experience. A day on the water with us will leave you with stories to tell and memories to cherish.

Quick Facts

Home Port

Rock Hall, MD


2003 42 foot Jones Fiberglass Boat (26 Passenger Max)


Wayne “Fletch” Fletcher



Experience the Thrill of Big Game Fishing with Capt. Fletch!

Why settle for small catches when you can target the giants? Join Captain Wayne “Fletch” Fletcher on a fishing adventure where he takes you straight to where the big ones are. Whether it’s bottom fishing, chumming for rockfish and bluefish, or live lining in the fall, Capt. Fletch has the expertise to make your trip unforgettable.

Meet Captain Fletch

With over 50 years of fishing experience on the Chesapeake Bay, Captain Fletch is dedicated to ensuring you have a successful and memorable trip. He holds a US Coast Guard Master’s 100-ton license and is known for going the extra mile to ensure a great day on the water.

Our Vessel

Miss Carolyn II is a 2003 42 foot Jones fiberglass boat built to U.S. Coast Guard standard and certified to carry up to 26 passengers. She is powered by a 420 H.P. Caterpillar engine. Miss Carolyn II is outfitted with state-of-the-art equipment including Furino radar, depth finder, Garmin chart plotter, stereo system and ICOM VHF radios.

For your comfort, the heated cabin with seating capacity for up to ten passengers provides protection from any inclement weather. Her first-rate enclosed head, galley, and cabin have many of the features of home including running water, refrigerator and microwave.

Fishing Areas

We normally fish five to ten miles from Rock Hall Harbor, about a half hour to one hour ride.


Fishing Methods

  • Spring: Trolling is the go-to method for catching big ones.
  • Chumming: Bottom fishing in areas from the Bay Bridge north.
  • Live Lining: Available from August through the fall at no extra cost, using live bait to increase your chances of a great catch.

What’s Provided

Bait, tackle and all other necessary equipment will be provided. The boat is fully licensed. (No need for a personal fishing license!) Fish cleaning services will be provided at the end of each trip. Fish will be cleaned at your request and bagged for the trip home.


What to Bring

It is recommended that you bring deck shoes, warm clothes, rain gear (if needed), sun galsses, a cooler (for your catch) and a camera! All food and drinks are to be brought by the party. Miss Carolyn II Charters are not responsible for any items lost or destroyed while on the vessel.

What to do After

…And when a great day of fishing is over, you might try a drink and excellent meal at the Harbor Shack, right on the waterfront. You’ll love the outdoor dining, great menu and live music on weekends.

2024 Rates


Rock Hall, MD


1/2 Day (Five Hours)


May 15 – November 1


6 person minimum. $120 per person up to 8 guests. $100 per person if reserving 9-15 guests.
This incudes the tip.

Maximum Passengers


Fish cleaning included. Mate works for tips only. Gratuity is not included in the above price.

Times can vary to fit your schedule. Half day is 5 hours. A $100.00 deposit is required to hold your date.

Payment must be sent to 12159 Homestead View Road, Worton, MD 21678

Sunset Cruises

Want to enjoy an evening on the water but do not plan on fishing?

Contact us today regarding our sunset cruises!
We are also happy to accommodate custom cruises.

Cruises can be scheduled to depart from Rock Hall or Kent Island.

Cancellation Policy

Miss Carolyn II Charters reserves the right to cancel the trip for any reason. If the captain cancels the trip due to weather or any other reason, the party will have the option of rescheduling or receiving a full refund of any deposit given. Parties are to cancel 5 days prior to scheduled trip or risk forfeiting any deposit given.


Checks accepted with advanced notification. $100.00 deposit required to book a trip. Payment must be sent to 12159 Homestead View Road, Worton, MD 21678.

Inquiry Form

Complete the form below and we will respond as soon as possible with availability.