Annapolis Scandalous History Walking Tour

This lighthearted, adults-only, tongue-in-cheek, walking tour is presented by a guide in the character of a colonial indentured servant who works odd jobs day and night to make ends meet – colonial style. During your walking tour in Historic Annapolis, you’ll hear scandalous anecdotes and jaw-dropping tales about what went on inside Annapolis’ famed homes and taverns. Colonial Founding Fathers, Annapolis gentry, renowned portrait artists, and regular folk, too, were all up to their tricks! There was revenge, murder, spying, drinking, political discord, and pleasures of the night.

1. 1

   Annapolis

   Pass by

   Stroll the cobblestone streets of historic Annapolis with your guide in the character of a colonial indentured servant who works odd jobs day and night to make ends meet

2. 2

   William Paca House & Garden

   Pass by

   Learn little-known facts about one of Annapolis richest colonial founders and one of its four signers of the Declaration of Independence.

3. 3

   Maryland State House

   10 min

   In 1704 Maryland's colonial seat of government (later its state house) was burned. The suspected arsonist was hanged in 1708.

4. 4

   United States Naval Academy

   Pass by

   On an October night in, 1907, Lieutenant James Sutton, a student at the Naval Academy, got into a fight with some other young officers. He ran a short distance to his tent with two pistols. Sutton fired a couple of shots before being wrestled to the ground. The men later told investigators that Sutton felt remorse for his misconduct and pulled a pistol out from under his body and shot himself in the head. Sutton also had a dent in one side of his skull that never got explained, and he didn't bleed from the gunshot, which caused his mother to conclude that her son was dead or dying by the time the shot was fired. Rosa Sutton said her son's ghost visited her at the family home in Oregon, and told her he had been murdered.

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.