Off the Beaten Path in Annapolis

Free Off the Beaten Path in Annapolis with Roamee Pro

Roamee Pro, also known as Roamee, offers a free off-the-beaten-path walking tour route in Annapolis. The audio walking tour can include stops such as US Naval Academy — Founded in 1845 by Secretary of the Navy George Bancroft, the academy sits on 340 acres along the Severn River and graduates approximately 1,000 officers annually. The Naval Academy Chapel, completed in 1908 in Beaux-Arts style with a 200-foot copper-covered dome, houses the crypt of John Paul Jones, the father of the American Navy, whose remains were transported from Paris in 1905. Bancroft Hall, the single largest dormitory in the world at 33 acres of floor space, houses all 4,400 midshipmen under one roof., City Dock — Known as 'Ego Alley' at its innermost basin where sailboats parade for spectators, City Dock has been the commercial heart of Annapolis since the colonial era when it served as a tobacco shipping port. The surrounding waterfront features the 1760 Middleton Tavern, one of the oldest continuously operating restaurants in America, and the Market House, which has provided fresh provisions since 1858. From spring through fall, the dock bustles with charter boats, water taxis to the Eastern Shore, and the Wednesday evening sailboat races visible from the seawall., plus hidden gems like Ego Alley — The narrow inner basin of City Dock where the water channel dead-ends, creating a natural stage for boaters to cruise slowly past the crowded seawall spectators showing off pristine yachts, vintage wooden boats, and occasionally massive ocean-going vessels that seem impossibly large for the tight channel. The name originated in the 1960s among local sailors, and the Sunday afternoon parade of boats has become an Annapolis institution..

Use this page as a starting point for a Annapolis walking tour, a free 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.

• •US Naval Academy — Founded in 1845 by Secretary of the Navy George Bancroft, the academy sits on 340 acres along the Severn River and graduates approximately 1,000 officers annually. The Naval Academy Chapel, completed in 1908 in Beaux-Arts style with a 200-foot copper-covered dome, houses the crypt of John Paul Jones, the father of the American Navy, whose remains were transported from Paris in 1905. Bancroft Hall, the single largest dormitory in the world at 33 acres of floor space, houses all 4,400 midshipmen under one roof.
• •City Dock — Known as 'Ego Alley' at its innermost basin where sailboats parade for spectators, City Dock has been the commercial heart of Annapolis since the colonial era when it served as a tobacco shipping port. The surrounding waterfront features the 1760 Middleton Tavern, one of the oldest continuously operating restaurants in America, and the Market House, which has provided fresh provisions since 1858. From spring through fall, the dock bustles with charter boats, water taxis to the Eastern Shore, and the Wednesday evening sailboat races visible from the seawall.

• •Ego Alley — The narrow inner basin of City Dock where the water channel dead-ends, creating a natural stage for boaters to cruise slowly past the crowded seawall spectators showing off pristine yachts, vintage wooden boats, and occasionally massive ocean-going vessels that seem impossibly large for the tight channel. The name originated in the 1960s among local sailors, and the Sunday afternoon parade of boats has become an Annapolis institution.