Discover the best festivals and events in Key West!
From captivating theater performances and comedy shows to exhilarating fishing tournaments and literary seminars, our curated event listings offer unforgettable experiences year-round. Plan your perfect Key West getaway and immerse yourself in the vibrant local culture, entertainment, and island charm.
44th Annual Conch Republic Independence Celebration 2026 Key West
🏝️ Conch Republic Independence Celebration 2026 at Key West Historic Seaport The Conch Republic Independence Celebration traces back to April 1982, when a U.S. Border Patrol checkpoint on U.S. 1 bega...
Conch Republic Latin Concert, Dance Party & Silent Auction at Kaya Island Eats
Experience an unforgettable night of rhythm, flavor, and island celebration during the Conch Republic Independence Celebration at the Backyard Bar behind Kaya Island Eats. This high-energy Latin Conc...
Comedy Key West Presents Tony V Live
Comedy Key West Presents Tony V Live: Four-Night Comedy Engagement April 2026 Â Comedy Key West hosts an exclusive four-night stand-up residency featuring Massachusetts comedy legend Tony V from Wed...
Conch Republic Drag Races on Duval Street
One of the most outrageous and entertaining traditions of the Conch Republic Independence Celebration takes over Duval Street as high heels hit the pavement for the legendary Drag Races. Participants...
Foreigner 4 with special appearance by Lou Gramm
Foreigner 4 with Lou Gramm Live at Coffee Butler Amphitheater Classic Rock Returns to Key West: Foreigner 4 Tour with Lou Gramm AEG & Rams Head Presents Foreigner 4 with Special Appearance by Lo...
Conch Republic Great Sea Battle – Harbor Battle Reenactment
The most iconic and anticipated spectacle of the Conch Republic Independence Celebration returns to the waters of the Key West Harbor. The Great Sea Battle reenacts the legendary 1982 “naval conflict”...
Conch Republic World’s Longest Parade
The Conch Republic’s World’s Longest Parade transforms Duval Street into a rolling celebration of island creativity, humor, and independence. Floats, costumed locals, musicians, and performers stretch...
Conch Republic Bed Races on Duval Street
The Conch Republic Bed Races bring one of the most creative and hilarious competitions to Duval Street, where teams race decorated beds on wheels through cheering crowds. Participants design elaborat...
Key West Songwriters Festival Platinum Pass -2026
Key West Theater – Key West Songwriters Festival Platinum Pass VIP Experience Experience the Key West Songwriters Festival Platinum Pass from April 30 – May 4, 2026, delivering premium access to the ...
