About Downtown Annapolis, Maryland

Walk along the old brick sidewalks much as George Washington or Thomas Jefferson did in the days when Annapolis was the capital of the United States. Annapolis is the home of the United States Naval Academy, founded in 1845, and of St. John’s College, the third oldest institution of higher learning in the United States.

Stroll along with your partner along our waterfront and enjoy the charm of our City Dock. Watch the boats as they cruise our famous Ego Alley. Sit on the seawall and watch the sailboat races as they return to the harbor and see why Annapolis is “America’s Sailing Capital.” Enjoy the many friendly and unique shops, restaurants, activities and scenery that downtown Annapolis has to offer.

Whether you are coming from Baltimore, Washington DC, or flying to stay here, you will find the best dates here!


Bed in Breakfast






Sip a latté and explore Annapolis shops with your significant other as you stroll along our historic downtown streets and waterfront. There are many shops for everyone to enoy!


Nestled in our historic town, Annapolis has many different culinary experiences for coupless to enjoy. Feast at a variety of authentic pubs, sushi bars, seafood & steak restaurants, casual cafes, elite waterfront and street side Dining. Enjoy our wide variety of tasty treats!

The Arts

Annapolis has many venues that you and your soul mate can enjoy – Art Galleries, Live Music, Street Festivals, Concerts and Stage Performances, Lectures and more!


Driving to Annapolis is convenient from numerous cities on the Eastern seaboard. The drive is less than an hour from the nation’s capital of Washington, D.C., and nearby Baltimore. If you are travellingfrom Philadelphia, it is about two hours. About four hours from New York City.