Let's start with the obvious...The U.S. Naval Academy! Located just inside Gate 1, the United States Naval Academy Visitors Center offers an engaging introduction to the history, mission, and traditions of the Naval Academy. Explore the legacy of leadership developed in Annapolis for over 175 years through daily public tours.
A beloved local favorite in historic downtown Annapolis, this casual and cheerful spot is known for serving breakfast all day. Don’t miss their signature house-made pop-tarts, a fun and delicious twist on a childhood classic. Whether you’re grabbing a hearty brunch or a sweet treat between celebrations, Iron Rooster is a tasty treat of Annapolis you’ll want to try.
Step into over 270 years of American history at this iconic Annapolis landmark. Established in 1750 and nestled on the historic City Dock, Middleton Tavern has welcomed everyone from seafarers to founding fathers like George Washington and Thomas Jefferson. A perfect spot to soak up local flavor and heritage while you celebrate your time in Annapolis
A lively and welcoming downtown Annapolis favorite right on historic Market Space, Federal House blends classic Maryland flavor with casual fun and a fan favorite amongst all.
A question that all plebes encounter on their first weekend off the Yard during Plebe Summer is which ice cream shop you will visit? Wyatt would tell you the decision is HUGE because whichever shop you choose will be a commitment of patronage for your entire 4 years as a Mid. If you are a Kartvedt, the answer is obvious...Annapolis Ice Cream! A beloved favorite and the ONLY option in Wyatt's book! Voted the best ice cream in town for over 20 years, this local creamery churns its own rich, creamy, homemade ice cream with a rotating lineup of more than 200 fun and delicious flavors. You will not be disappointed!
In the event your travel plans bring you to town on Thursday, Main Street in Historic Downton Annapolis celebrates the season with Midnight Madness! Shops are open late and serve a variety of spirited cocktails, holiday cheer and fun promotions.