It’s a Wonderful Life: A Live Radio Play at Waterfront Playhouse
When: December 2 - December 17, 2026
Where: Waterfront Playhouse, 407 Wall Street, Key West, FL 33040
It’s a Wonderful Life: A Live Radio Play Comes to Waterfront Playhouse
The holiday season arrives at the Waterfront Playhouse in Key West with It’s a Wonderful Life: A Live Radio Play, running December 2 through December 17, 2026.
This Mainstage Series production transforms the beloved holiday story into a live radio-style performance, using voice, music, sound effects, ensemble timing, and old-fashioned theatrical charm to bring the classic tale to life in a fresh way.
Instead of a traditional stage adaptation, It’s a Wonderful Life: A Live Radio Play invites audiences into the atmosphere of a vintage radio broadcast, where performers create the world of the story live in front of the audience. The result is warm, nostalgic, inventive, and perfectly suited for the holiday season in Key West.
For visitors and locals looking for a festive night out in Old Town, this production offers a meaningful seasonal experience inside one of Key West’s most intimate live theater venues. Located at Mallory Square, the Waterfront Playhouse makes it easy to pair the show with dinner, a sunset walk, or an evening downtown.
You might like these Events
Southernmost Turkey Trot 5K and Rooster Romp 2026
Southernmost Turkey Trot 5K & Rooster Romp 2026 – Thanksgiving Morning in Key West Kick off Thanksgiving Day in true island style at the Southernmost Turkey Trot 5K and Rooster Romp, happening Th...
Lighting of the Key West Harbor Walk of Lights
Lighting of The Bight: Key West Harbor Walk of Lights 2026 The Lighting of The Bight returns to the Key West Historic Seaport on Friday, November 27, 2026, officially launching the island’s holiday s...
32nd Annual Key West Hog Trot 5K
32nd Annual Key West Hog Trot 5K – A Post-Thanksgiving Island Tradition The 32nd Annual Key West Hog Trot 5K returns November 27–28, 2026, bringing a high-energy blend of fitness, fun, and philanthro...
Key West Sunset Cruise on Knotty Rooster
Key West Boat Charters
Enjoy a Key West sunset cruise aboard Knotty Rooster with Key West Boat Charters. This evening boat trip is a relaxed way to experience golden-hour views, island breezes, and the famous Key West sunset from the water.
Book now!
Key West Sunset Tiki Cruise from Schooner Wharf Dock
Cruisin Tikis Key West
Enjoy a Key West sunset tiki cruise with Cruisin Tikis Key West, departing from Schooner Wharf Dock. This floating tiki boat experience offers a relaxed way to take in the waterfront, evening island breeze, and golden-hour views from the water.
Book now!
Key West Island Jet Ski Tour from The Reach Resort
Barefoot Billy's
Ride around Key West on a guided island Jet Ski tour with Barefoot Billy’s, departing from The Reach Resort. This fast-paced water adventure is a fun way to see the island from the water while following an experienced local guide.
Book now!