Our History

The story of the Waterfront Playhouse begins in 1939, when the original producing organization — the Key West Players — first came together. Comprised of both locals and Navy personnel, the Players staged productions wherever they could find space, including aboard the U.S.S. Gilmore, which was stationed in Key West shortly after World War II.

In 1961, with the help of Key West Player and legendary playwright Tennessee Williams, the troupe found a permanent home in a crumbling ice warehouse built in the 1880s on historic Mallory Square. The structure was completely renovated and transformed into the Waterfront Playhouse — the name by which the Key West Players are best known today.

Over the years, the Playhouse has continued to evolve through the generosity of dedicated donors and the support of the Monroe County Tourist Development Council. Recent upgrades include a renovated HVAC system, state-of-the-art lighting and sound, updated electrical systems, an assisted listening system, a renovated lobby, a new awning, and a new roof – with more improvements on the horizon.

For more than 80 years, the Waterfront Playhouse has been entertaining Key West audiences with exceptional professional theatre. Located in the heart of Mallory Square, this not-for-profit, 150-seat theatre attracts both locals and visitors with its diverse range of productions — just steps from Key West’s world-famous sunset celebration.

The Playhouse showcases Key West’s remarkable community of actors, directors, and designers while also welcoming acclaimed artists from across the country and around the world. Recent hits include “Into the Woods”, “The Angel Next Door”, “La Cage Aux Folles”, “Wait Until Dark”, “The Vagina Monologues”, “An Inspector Calls” and “Singing in the Rain”.

When the sun sets, the curtain rises at the Waterfront Playhouse.