DC Travel Guide | Things to Do How to Spend a Day In Annapolis Boating aficionados and history junkies ply the narrow cobbled streets of Maryland’s quaint capital in all seasons. Especially in summer, Annapolis is a favorite day trip for locals and tourists alike. Washingtonian Recommends, Annapolis, Boatyard Bar & Grill, US Naval Academy Museum | May 26, 2016