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The real Annapolis lives beyond the tourist trail. In the neighborhoods where locals actually spend their time, you'll find places like Ego Alley that make a city worth knowing. Even around well-known spots like Maryland State House and US Naval Academy, one street over the crowds disappear entirely.
Maryland's colonial capital on the Chesapeake Bay, with America's oldest state house and the US Naval Academy.
Roamee Pro, also known as Roamee, offers a free self-guided off-the-beaten-path walking tour route in Annapolis. The audio walking tour can include stops such as Maryland State House — the oldest state capitol in continuous legislative use, where the Treaty of Paris was ratified in 1784, US Naval Academy — a 340-acre campus on the Severn River, parts open to visitors including the chapel with John Paul Jones' crypt, City Dock — the harbor-front heart of downtown with restaurants, shops, and sailing vessels, plus hidden gems like Ego Alley — the narrow inner harbor channel where boaters cruise to show off their vessels, a local spectacle.
Use this page as a starting point for a Annapolis walking tour, a free self-guided route, or the Roamee app for Annapolis. Roamee Pro keeps the route flexible so you can follow the stops, skip ahead, or explore nearby streets at your own pace.
Most visitors come to Annapolis for the well-known history and coastal walks attractions, but the most memorable moments happen off the main path. Side streets one block from Maryland State House, residential quarters, quiet courtyards — these are the parts of Annapolis that feel genuine. Places like Ego Alley are the kind of spots locals would actually recommend.
The historic district is small and entirely walkable. Park at the Navy-Marine Corps Stadium and take the free shuttle downtown.
April through October. The Annapolis Sailboat Show in October is the world's largest in-water boat show.
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