Our Trolley Guests Have Spoken!
Stay Connected with Trolley
Have Questions? FAQS Contact UsAccessibility
Located on Mallory Square, the Waterfront Playhouse Theater is the oldest continuously running theatre group in Florida. For 65 years, the theater has brought laughter and entertainment to the residents and tourists of the Keys.
Housed inside a historic old brick building that dates back to the 1850s, the group presents comedy and drama productions from December to June and offers outreach programs to children and other community groups in Key West.