Herring Bay

Herring Bay, named 2019 Best Place to Sail and Best Place to Cruise, offers every service and amenity a boater could desire. Direct access to the Bay allows one to quickly hoist the sails or arrive at well-established fishing spots. Ride in style to local waterfront restaurants with the water taxi and explore countless cruising destinations. 

Local Waterfront Restaurants

Dockside Restaurant 
421 Deale Rd Tracys Landing, MD 20779
American Fare & Seafood. Open for lunch, dinner, and weekend brunch. 

Happy Harbor Restaurant
533 Deale Rd, Deale, MD 20751
American Fare & Seafood. Open for breakfast, lunch, and dinner. 

Skipper’s Pier Restaurant & Dock Bar
6158 Drum Point Rd, Deale, MD 20751
American Fare & Seafood. Open for lunch and dinner. 

Twin Creeks Water Taxi 

Shipwright Harbor is the proud sponsor of our local water taxi. Ride in style to your favorite waterfront restaurants or tour the creeks on the pontoon.  For more information, visit their website or facebook page and give Captain Z a call to coordinate your ride at 443-995-9957.

Saturday: 3 pm – 7 pm

Nearby Cruising Destinations

With it’s mid-Chesapeake Bay location, countless destinations are within a day or weekend trip: