New York Times: 36 Hours in Annapolis https://www.nytimes.com/interactive/2025/05/22/travel/things-to-do-Annapolis.html

Shopping:

Maryland Ave Antiquing: Step into the timeless charm of Maryland Avenue, Annapolis’s historic “Antique Row,” where cobblestone streets and 18th-century architecture set the stage for a delightful antiquing adventure. Don't miss Maddy's Aunt Joanna's store Evergreen Antiques and True Vintage - mention you are in town for the wedding to get 20% off!

Main Street Shopping: Browse boutiques, art galleries, and souvenir shops nestled in charming colonial buildings.

Tours:

United States Naval Academy: Take a guided tour of the beautiful campus and visit the Naval Academy Museum and Chapel. Make reservations in advance as the campus will be bustling with homecoming weekend visitors. Don’t forget your ID to get through the gate!

Maryland State Capital Building: The oldest state capitol still in continuous legislative use—steeped in American history and worth a quick visit.

Annapolis Maritime Museum: Learn about the Chesapeake’s maritime heritage in this charming museum right on the water.