Almost, Maine at Waterfront Playhouse - Key West Theater

Almost, Maine - Mainstage Series at Waterfront Playhouse at Mallory Square

Almost, Maine arrives in Key West as part of the Mainstage Series at Waterfront Playhouse at Mallory Square, running January 29 through February 14, 2026. This beloved contemporary play unfolds through a collection of tender, humorous vignettes set in a mythical northern town where love is constantly discovered, lost, and rediscovered in unexpected ways. Each scene captures a fleeting moment of human connection, blending gentle comedy with emotional depth that resonates long after the curtain falls.

Praised by The New York Daily News for its wit, charm, and surprising emotional turns, Almost, Maine has become a favorite among theater audiences nationwide. The Key West production offers multiple evening performances along with a special Saturday matinee on February 7 at 2:00 PM, making it easy to experience this heartfelt story at a variety of times. Several performances are selling fast, with select dates already off sale, underscoring the show’s strong demand during its limited run.

Performances take place at Waterfront Playhouse at Mallory Square, located at 407 Wall Street, Key West, FL 33040, placing audiences in an intimate theater setting ideally suited for character-driven storytelling. With its rotating cast of moments that explore romance, heartbreak, hope, and chance encounters, Almost, Maine delivers a theatrical experience that feels both lighthearted and deeply sincere.

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