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Annapolis transforms after dark. Neighborhoods around Maryland State House and US Naval Academy take on new energy, new sounds, and new possibilities — and the best way to discover it is on foot, moving between venues the way locals do. Track down Ego Alley for the kind of night that only locals know about.
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 nightlife 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 and Historic Annapolis walking tour — the compact colonial downtown has more 18th-century brick buildings per square mile than almost any US city.
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.
Annapolis is primarily visited for history and coastal walks, but the city takes on a different character at night. Areas near Maryland State House and US Naval Academy come alive after sunset, offering an experience you can't get during the day. Look for Ego Alley — the kind of place that daytime visitors never know existed.
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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