Deale Maryland is a small town that is all about fishing.  Home to over 40 charter fishing boats, Deale provides easy access to the Chesapeake Bay for residents of the Annapolis and Washington DC area.

Deale is located in Southern Maryland, just 20 miles south of Annapolis and is a short drive from the metropolitan Washington DC area.

Deale is a popular destination for boaters located on Rockhold Creek in Southern Anne Arundel County, on the Western Shore of the Chesapeake Bay.  this portion on Anne Arundel County, referred to as “South County” is a haven for boaters and fishermen.

Marinas, Charter Fishing & Restaurants

There are several smaller marinas in the Deale area, plus two large, full service marinas; Shipwright Harbor and Herrington Harbor North.  

Most of Deale’s charter fishing fleet is docked at the Happy Harbor docks.  Happy Harbor Inn includes a bar and restaurant with outside deck and is a popular destination.  Other popular eateries include Calypso Bay (a waterside restaurant and sports bar) located next to Herrington Harbour North, Skipper’s Pier (a waterside crab house with dockside bar) located off Drum Point Road, and Pete Green’s also on Drum Point Road.

Deale Restaurants

• Happy Harbor Restaurant and Bar is an establish local eatery the offers breakfasts, sandwiches and burgers, and seafood.
• The South County Cafe is a popular spot with a varied menu, including local seafood.
• Skippers Pier Restaurant and Dock Bar has fresh seafood in a casual waterfront setting.

Deale Vacation Rentals

• Bayfront Home in Deal, Maryland – Four bedroom, 3 bath home located on the Chesapeake Bay.
• Waterfront Home – Three bedrooms, 2.5 baths. Located on Parker’s Creek.
• More Deale Area Vacation Rentals – See more available rentals.

Deale, Maryland Fishing Charter Boats

Atlantic & Chesapeake Sport Fishing Charters.  “The Natural” is a 47′ Daytona fishing for Trophy Rockfish in April, May, October, and November from Deale Maryland.  Off shore big game fishing in Ocean City Maryland for the summer. Deale, MD.

Ebb Tide Charters.  Ebb Tide Charters offers spring and fall rockfishing trips on the Chesapeake Bay from Happy Harbor Inn in Deale Md. Happy Harbor Inn, Deale, MD.

Loosenup Charters.  Loosenup is 47′, 1998 25-knot boat with all modern electronics and private bath.  All bait and fishing rods included.  Fish for all species.  Runs every day for year round fishing.  Runs in other areas also.  Happy Harbor Marina, Deale, MD.

Miss Grace Charters.  Enjoy fishing for striped bass, rockfish, bluefish, sea trout, black drum and more on the Miss Grace, a 46′ Bay Built charter boat built to accommodate 20 passengers with comfort.  Full time charter, running daily from Deale, MD. All tackle and licenses provided.  Box lunches/catering available.  Happy Harbor Marina, Deale, MD.