Eastport

Meet Eastport

Annapolis' Best Kept Secret

Eastport, Maryland

What's The Big Secret?

If you're already smitten with the charm of historic downtown Annapolis, get ready to fall head over deck for its hidden gem: Eastport.

Just a short water taxi ride from City Dock or a leisurely stroll over the Spa Creek Bridge, Eastport welcomes you with a breezy, maritime vibe all its own.

Here, the Chesapeake Bay isn’t just a backdrop—it’s part of the experience. Dip your toes in the water at one of the cozy street-end parks, paddle a kayak for a duck’s-eye view of the harbor, or dive into the region’s rich nautical heritage at the Annapolis Maritime Museum.

With postcard-perfect views of domes, spires, red-brick rooftops, and the stately Naval Academy, Eastport isn’t just a neighborhood—it’s a mood. And trust us, it’s one you won’t want to miss.

Savor Eastport's Flavor

Craving a table by the water? This is one of the few places in Annapolis where you can dine just steps from the harbor—rooftop views, dockside seating, and golden-hour sunsets included. Whether you're in the mood for live music, a romantic dinner, or a lively happy hour, Eastport serves it all with a side of Chesapeake charm.

Looking for a more relaxed, authentic slice of Annapolis? You just found it.