Theater in Key West

Key West theater brings the island’s creative side indoors with intimate playhouses, historic stages, touring performers, local productions, concerts, comedy, musicals, dramas, and seasonal live entertainment. From classic island venues to larger performance spaces, this category helps visitors discover where to enjoy an evening show, support local talent, and experience the performing arts during a Key West getaway.

Waterfront Playhouse, Red Barn Theatre, Tennessee Williams Theatre, and Key West Theater each add something different to the island’s cultural scene. Visitors can find small-stage productions, nationally recognized performers, community theater, live music, comedy, special events, and limited-run performances throughout the year.

For travelers looking beyond beaches, bars, and daytime tours, Key West theater offers a memorable night out with real local character. Compare upcoming shows, performance venues, event times, and ticket options to find the right theater experience for your visit.