Happening Next

Key West Holiday Events

Holiday events Happening Next in Key West, FL

The Fright Crawl | Key West Halloween Day Bar Crawl 2026 | Sat, Oct 31

 TBA 31 Oct 2026
PARTIES USD 8 TO 50

The Fright Crawl | Key West's #1 Halloween Bar Crawl 2026 | Sat, Oct 31

 TBA 31 Oct 2026
PARTIES USD 8 TO 82

Custom House Holiday Concert & Bazaar

 Key West Art & Historical Society 11 Dec 2026
MUSIC

Wesley House Holiday Village & Bike Ride

 Coffee Butler Amphitheater 4 Dec 2026
CYCLING

Shaun Cassidy UNWRAPPED: Songs & Stories For The Holidays

 Key West Theater 10 Dec 2026
ART

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026
MUSIC

Taz & Jordan's Annual Holiday Party!

925 Seminary St, Key West, FL 33040-4717, United States 13 Dec 2026
PARTIES