January:
- Mile O Fest - check back for 2025 dates
February:
- Florida Keys Seafood Festival - February 15-16, 2025
- Key West Art & Craft Festival - February 22-23, 2025
March:
- Taste of Key West - March 24, 2025
April:
- Songwriter's Festival - April 30 - May 4, 2025
June:
- Key West Pride - check back for 2025 dates
July:
- Key West Key Lime Festival - July 3-7, 2024
- Hemingway Days - July 16-21, 2024
- Mini Season Music Fest - July 24-27, 2024
August:
- Lobsterfest - August 8-11, 2024
- Rumfest - August 14-18, 2024
- Brewfest - August 29-September 2, 2024
October:
- Fantasy Fest - October 18-27, 2024
November:
- Race World Offshore Boat Races - November 3-10, 2024
- Key West Film Festival - November 13-17, 2024
December:
- Various holiday themed events
- New Year's Eve Celebration
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