Eastport is where you find most of the waterfront and water view restaurants in Annapolis. It’s a rather independent neighborhood directly across Spa Creek from City Dock. Residents see themselves as the cooler, laid-back side of Annapolis.
You can easily walk over from City Dock (about a 10-minute walk across the Spa Creek bridge) or take a watertaxi from City Dock to the Maritime Museum.
The main part of Eastport is on a peninsula about six blocks long and three blocks wide, between Spa Creek and Back Creek going into the Severn River where it flow into the bay. The peninsula is bordered by marinas, making Eastport a haven for boaters.
Eastport is a neighborhood in Annapolis. Don’t let the residents claiming to be the independent Maritime Republic of Eastport fool you.
The annual "Slaughter Across the Water" tug-of-war between Annapolis and the Maritime Republic of Eastport. The rope goes across the water.
Eastport is known for its higher end restaurants, as well as down-home bars that serve excellent food. It’s a walkabout kinda of place with beautifully restored waterman homes and an occasional art gallery or antique shop.
Basically, it’s a working-man’s neighborhood with spots of historic attractions and local bars/restaurants. There’s no shopping/retail area.
The streets are narrow. Cars often have to wait their turn on the tight, two-way streets. So tuck-in your rearview mirror if you park there.
Parking is limited. Park only in marked areas and never on red or yellow curbs. And watch the driveways. Some don’t immediately appear to be driveways.
At the peninsula’s point, you’ll find the Annapolis Maritime Museum (723 Second Street). Admission is free, but they do take donations. It’s on Back Creek, and overlooks the Severn River’s entrance into the Chesapeake Bay. In other words, a great water view.
Exhibits show how oysters were harvested and canned. There’s an interesting tidbit on the Oyster Wars from 1865 to 1960… the state is still fighting oyster poachers.
The museum also has several watermen boats on display.
From the Maritime Museum, you can catch a tour (by boat) of the Thomas Point Shoal Lighthouse 1.5 miles off shore. It’s the last screw-pile lighthouse on the Chesapeake Bay. Those are lighthouses built on platforms over pilings screwed into the bottom of the bay. They look like hexagonal houses on spidery legs holding them above the water.
Around the corner from the Maritime Museum, is a tucked away gem, Wild Country Seafood (124 Bay Shore Ave, Annapolis). It’s a seafood market that will cook their catch for you, fried or broiled.
No inside seating. There are picnic tables set up outside, and you have to buy your crab mallets and other equipment you may need. But it doesn’t get any fresher. Be aware that they close when the seafood is sold out, so they may not be open if you go late.
The area has several fine restaurants and fun neighborhood bars. Davis Pub (400 Chester Ave, Annapolis, MD) has been featured on several food shows.
The Boatyard (400 4th St, Annapolis, MD) is packed with boaters just off the water on good weather days. It’s another local favorite specializing in friendly bartenders and oysters year-round.
Several of the marinas offer short-term docking for those who want to visit the restaurants by boat. Or call the water taxi if you’re anchored out. The taxi skippers are happy to point the way for you once you get on land.