Stroll the charming, cobblestone streets of Historic Annapolis — the lovely centerpiece of Annapolis, Maryland. Downtown, there’s a plethora of stores — both boutique shops and major retailers — as well as restaurants, including the Annapolis Ice Cream Company and the Iron Rooster, the latter of which specializes in all-day breakfast.
At the end of Main Street, you’ll find the picturesque marina, from which your family can embark on scenic boat tours. We recommend the Pirate Adventures on the Chesapeake or Chesapeake Sailing Tours. The U.S. Naval Academy is also part of Historic Annapolis.