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Welcome to Naptown

Living in Annapolis means more than just a waterfront address; it’s about a lifestyle rooted in 300 years of maritime history. From the white-works of the Midshipmen to the local "Republic of Eastport," here is your insider's guide to calling this city home.

The Annapolis Palate

Locals know to skip the tourist traps on Main Street and head where the flavor is. Annapolis is a town of fresh oysters, heavy Old Bay, and legendary orange crushes.

  • Boatyard Bar & Grill: The ultimate spot for sailors. Legend has it they have the best crab cakes in the region.
  • Vin 909: Tucked away in Eastport, this wine cafe is where residents go for farm-to-table pizza.
  • Chick & Ruth’s Delly: A Main Street staple where the Pledge of Allegiance is recited every morning.

Life on the Water

The Severn River and the Chesapeake Bay aren't just for looking at—they are the city’s playground. If you live here, your life revolves around the tides.

  • Wednesday Night Races: Every week, the yacht club fills the harbor with sails. Catch the view from the Spa Creek Bridge.
  • Quiet Waters Park: 340 acres for the dogs, the kids, and the Sunday morning runners.
  • Ego Alley: The place to see and be seen. Dock your boat (or just watch from the seawall) at the heart of City Dock.

Resident Secrets

Moving here? There are a few things you only learn once you’ve lived through a few seasons in Annapolis.

  • Maryland Avenue: The most beautiful street in town. Skip the crowds for better shopping and colonial vibes.
  • The Water Taxi: The fastest way to get from downtown to Eastport without dealing with bridge traffic.
  • Sock Burning: Every Spring Equinox, locals gather at the Maritime Museum to burn their winter socks and welcome boat season.

The Yard & The Community

The U.S. Naval Academy is the heartbeat of the city. Their traditions are our traditions.

  • Commissioning Week: The city shuts down for graduation, featuring the Blue Angels flying over the harbor.
  • Navy Football: Gamedays at the stadium are a community-wide event. Wear your Blue and Gold.
  • Noon Formation: On weekdays, you can stand at the gates and watch the entire brigade assemble—a sight that never gets old.