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Home » Blog » Revolutionary Annapolis in 1774: The Burning of the Peggy Stewart

Revolutionary Annapolis in 1774: The Burning of the Peggy Stewart

October 10, 2025 by Clara Everhart

Reading Time: 2 minutes

On October 19, 1774, the merchant ship Peggy Stewart was burned in Annapolis under pressure from local Patriots. Revolutionary Annapolis was a hub of political activity and debate. Peggy Stewart‘s cargo included tea that violated the colonies’ boycott of British goods. (The British East India Company held a monopoly on the colonies’ tea imports.) Rather than risk violence, the ship’s owner set his own vessel aflame.

In 2024, Historic Annapolis commemorated the 250th anniversary of this event with a living history program on historic Pinkney Street.

18th-century sailor reenactor on historic Wayman’s Alley.
Francis Blackwell Mayer's painting of the burning of the Peggy Stewart during the Annapolis Tea Party in 1774. Courtesy of the Maryland State Archives.

Work, Markets, and Margins of Revolutionary Annapolis

Reenactors highlighted the city’s diverse population, from sailors to artisans, women running households, and enslaved and free Black residents navigating an uncertain future. Street life in Revolutionary Annapolis was equally vibrant. Second-hand peddlers, unlicensed tavern keepers, and other working-class figures shaped the texture of daily life.

These figures remind us that the Revolution unfolded in crowded markets, noisy taverns, and along streets strewn with oyster shells.

Two African American interpreters discussing daily life, 1774.
Woman interpreter with wheelbarrow of oyster shells, Annapolis living history.
Interpreter portraying a street vendor selling second-hand clothes in 18th-century Annapolis.
Interpreter as unlicensed tavern keeper in Revolutionary Annapolis living history event.
Detail of large oyster shells, representing Annapolis’s maritime economy, 1774.

Annapolis’s Own Tea Party, 1774

The Burning of the Peggy Stewart remains a little-known episode of America’s path to independence. Boston’s more famous protest often overshadows it. One year prior, in December 1773, disguised Bostonians famously dumped chests of tea into the harbor. This moment linked Revolutionary Annapolis with Boston as a flashpoint in the escalating conflict that led to the American Revolution.

Did you know about Annapolis’ own “tea party”?

More of my photography from Historic Annapolis programs:

  • Revolutionary Annapolis in 1775: Pickney Street
  • Christmastime and the Making of Gentility in Colonial Annapolis
  • Budgeting on the Brink of Revolution

Filed Under: Living History, Photography Tagged With: Historic Annapolis

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Previous Post: « Revolutionary Annapolis on Pinkney Street
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About the Artist

Clara Everhart is a photographer, blogger, and digital communications specialist passionate about how we interpret history. Read more.

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