Fishing Charter Services

TWT Fishing Charters will run only 1 charter service a day to maximize your opportunity to relax & refresh while you are immersed in the scenery of the Land of Pleasant Living and to focus on your experience for that day. Plan on each trip to take about 7 hours. The Captain and Client will discuss and agree on particulars of the charter experience.

TWT Fishing Charter Charter Fishing Guide


Light tackle fishing on the L & T, Maximum of 4 passengers.

TWT Fishing Charters Small Boat Charter Fishing


Charter Fishing Guide on a smaller boat for a true one-on-one Adventure Fishing Experience winding through the tidal creeks of the lower eastern shore. You will need your own fishing license for this adventure.

TWT Fishing Charters Cocktail and Picnic Cruises

Tour Guide: Picnic & Cocktail Cruises

Sit back and relax in the comfort of the L & T. Destination cruises with various options including lighthouses, tidal rivers, St. Michael's, Cambridge or Smith Island. You and the Captain will discuss the plan for the day. Maximum of 6 passengers.

TWT Fishing Charters Learn to Fish on Your Own Boat


I will meet you at your boat and depending upon what fishing gear you have I might bring my fishing gear. We will evaluate your boat and fishing gear and how to set it up for fishing and explore and learn about your area of the Bay to maximize your ability to catch fish. Maximum of 6 passengers.

TWT Fishing Charters Tour Guide Nature Charters


Not into fishing but enjoy and appreciate the outdoors and the beauty of the bay. We can explore and you will discover areas of the Bay to remind you of its greater beauty. I’ve seen the changes and the shrinking islands. See them now before time takes them away. Maximum of 6 passengers.

Charters starting at $500.00

Includes fishing license, fishing rods, reels, bait and tackle.

Unfortunately, there are some days the fish don’t want to feed. If this happens and the sea conditions allow it, we will take the L&T for a ride while enjoying food and beverage to sight see some of the hidden gems of the Bay, its rivers and tributaries. Depending upon where we are and the time of day we might be able to visit the behind the scenes inner workings of the bay at a soft shell crab shedding tank or even a crab picking house. Bring some cash in case they are open to purchase and taste the rewards of their work.

what is provided

  • Boat: Cobia 277
  • Fishing License
  • Fishing Gear (Rods, Reels, Lures, Tackle and Bait)
  • Fish Boxes for Your Catch
  • PFD (Personal Floatation Device) Auto-Inflate. Each Person on Board Will Wear an Auto Inflate PDF While Underway
  • Fish Cleaning Services and Baggies for Your Catch

What to Bring

  • Food & Beverage for the Day (All beverages must be in cans or plastic containers. Alcohol is permitted and please be respectful of your consumption.)
  • Hats
  • Sunglasses
  • Sunscreen
  • Hand Towel(s)
  • Rain Jacket/Shell & Pants
  • Dress for the Weather. (If your not sure, check with the Captain for guidance.)
  • Camera/Cell Phone
  • Soft Sole Footwear ONLY. No Black Sole Shoes or Boots. (They leave behind hard tp clean scuff marks on the deck and gunwale.)

where we go

The L&T is on a trailer so it will go to where the fish are which means more fishing time for my clients. We can and will fish anywhere from the Susquehanna Flats to the Upper Bay (North of the Bay Bridge) to the Mid Bay, Eastern Bay, Tilghman Island/Deale MD area to the Lower Maryland Bay, Choptank River and points south including Tangier Sound to the Potomac River or even to the Virginia waters of the Bay including the mouth of the Bay at Chesapeake Bay Bridge Tunnel. Captain and client will discuss and agree when and where to fish.

when we go

Weather permitting, TWT will fish year round – including January, February & March. We are committed to working hard to find and catch fish. What do we catch? The answer depends on the Season:

  • Spring Trolling Season – Trophy Rockfish/Striped Bass
  • Late Spring/Early Summer (Light Tackle) – Rockfish, Perch, Spot, Croaker
  • Summer (Light Tackle) – Rockfish, Perch, Spot, Blue Fish, Flounder, Spanish Mackerel, Speckled Trout, and if the conditions are right Red Drum and Cobia.
  • Fall (Light Tackle)– Rockfish & Bluefish
  • Winter (Light Tackle) – Rockfish – Catch & Release after the close of the Maryland and Virginia Rockfish Seasons