Entertainment events in Key West

• Sat, 03 Jan, 2026 - 07:00 PM

  Ian Maksin: New Album Release Tour

  729 Fleming Street, Key West, FL, United States, Florida 33040

  8+ Interested
• Wed, 07 Jan, 2026 - 07:30 PM

  THE QUEENS OF COUNTRY: PATSY! DOLLY! LORETTA!

  319 Duval Street, Rear, 33040

  11+ Interested
• Sat, 03 Jan, 2026 - 07:00 PM

  IAN MAKSIN in KEY WEST, FL: Songs of Love & Peace

  Williams Hall

  32+ Interested
• Thu, 25 Dec, 2025 - 07:00 PM

  Punk Rock Thursdays 🤘

  423 Caroline street, Key West, FL, United States, Florida 33040
• Fri, 06 Feb, 2026 - 08:00 PM

  Reza Edge of Illusion

  Key West Theater

  5+ Interested
• Fri, 26 Dec, 2025 - 07:00 PM

  Scott Kirby- 35 Years of Songs & Stories

  Key West Theater

  4+ Interested
• Fri, 20 Feb, 2026 - 07:00 PM

  Darcy Cooke: Songs & Stories of the Silver Screen

  The Studios of Key West

  36+ Interested
• Sat, 21 Feb, 2026 - 08:00 PM

  The Linda Ronstadt Experience

  Key West Theater

  12+ Interested
• Fri, 23 Jan, 2026 - 08:00 PM

  Darcy Cooke Celebrates Great Women of Song: Timeless Voices, Unforgettable Music

  Williams Hall

  8+ Interested
• Tue, 06 Jan, 2026 - 07:00 PM

  Flamy Grant in Concert

  533 Eaton St, Key West, FL, United States, Florida 33040

  4+ Interested
• Sat, 14 Mar, 2026 - 07:30 PM

  Dvořák | Sibelius | Schubert - Key West

  Tennessee Williams Theatre

  4+ Interested
• Sun, 08 Feb, 2026 - 06:00 PM

  BIG GAME Tailgate & Watch Party

  1319 Duval Street, Key West, FL, United States, Florida 33040

  24+ Interested
• Sun, 15 Feb, 2026 - 08:00 PM

  Gabriel Rutledge at Key West Theater

  Key West

  4+ Interested
• Fri, 16 Jan, 2026 - 02:00 PM

  🎶 Pre-Concert Tailgate Party w/ Scott Kirby & Friends 🎶

  804 Whitehead St, Key West, FL, United States, Florida 33040

  6+ Interested
• Fri, 26 Dec, 2025 - 12:00 PM

  Freaky Friday Pool Party

  Havana Cabana Key West