Performing Arts
In the Florida Keys, stages are as lively as the sunsets. From community theaters and open-air concerts to symphonies, dance troupes, and quirky local productions, the islands love a show. On any given night you might catch a Broadway classic, a salsa band, or a cabaret that feels more like a family gathering than a performance. These listings point you to the theaters, music halls, and cultural spaces where Keys creativity takes the spotlight. Come early, stay late, and let the applause mix with the ocean breeze.
Jimmy Buffett
For millions around the world, the words Key West and Jimmy Buffett are nearly synonymous. He lived in the island city during some of his most productive years—developing the “tropical rock” style and laid-back persona that helped make him a world-renowned musical icon.
Tennessee Williams
Did you know that internationally renowned playwright Tennessee Williams lived in Key West for more than 30 years? During his time here, he completed "Summer and Smoke" and wrote "Night of the Iguana" among other works.
Famous Musicians Inspired by The Florida Keys
Bob Dylan loves Key West. In fact, the legendary singer-songwriter immortalizes it as “the enchanted land” and “land of light”. Others from the Keys include country superstars Kenny Chesney and Toby Keith.
President Harry S. Truman Little White House
“My grandfather once said that presidents shouldn’t have descendants,” revealed Clifton Truman Daniel, “because those descendants would spend the rest of their lives having people think they should live up to their ancestors.”
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Key West
St. Paul's Episcopal Church Key West
Founded in 1832 and the oldest congregation in Florida south of St. Augustine, St. Paul's Episcopal Church is one of Key West's most treasured historic landmarks, offering weekly worship, an annual concert series, and five on-grounds wedding and event venues at 401 Duval Street — all while undergoing a breathtaking historic restoration for its 200th anniversary in 2032.
South Florida Symphony Orchestra
South Florida Symphony Orchestra — orchestral concerts & classical performances in Fort Lauderdale, where artistry meets community connection.
Key West
Tropic Cinema
Tropic Cinema — independent & art-house film venue in Key West, where cinematic magic meets community charm.
Key West
Tennessee Williams Theatre
Tennessee Williams Theater — immersive theater & experiential performances in Key West, where storytelling becomes adventure.
Key West
Williams Hall
A 1912 Methodist sanctuary at Fleming and William streets, restored over two years and reopened as a multi-denominational church with programs for teens and older adults. Its Unity Table teaching kitchen puts on community dinners led by chef Martha Hubbard.
Key West
San Carlos Institute
San Carlos Institute — Cuban heritage museum & cultural center in Key West, where history, art, and independence converge.
Key Largo
The Key Players
The Key Players — community theater productions in the Upper Keys, where local talent and lively storytelling bring stages to life.
The Lower Keys
Island Groove Dance Studio
Ignite your passion with expert dance training in a supportive, vibrant community!
Key West
Waterfront Playhouse Theater
Waterfront Playhouse — community theatre & live performances in Key West, where intimate storytelling meets tropical charm.
Key West
Just a Few Friends Key West
Just a Few Friends Key West is a five-day island-wide Labor Day Weekend festival honoring Jimmy Buffett's legacy with free waterfront concerts, a second line parade, sunset sails, and live music events throughout Key West, September 3–7, 2026.
Key West
Key West International Dance Company
Experience vibrant cultural dance and bold artistry with Key West International Dance Company!
Key West
801 Bourbon Bar
801 Bourbon Bar is Key West's legendary LGBTQ nightclub at 801 Duval Street — home to the world-famous 801 Girls drag show, daily specialty cocktails, karaoke, bingo, and nonstop fun from noon to 4 AM every single day.
Key West
Rams Head Presents
Rams Head Presents — live concerts & entertainment in Key West, where premium touring acts meet intimate island venues.
