Key West Holiday Events

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

The Lighting of the "Harbor Walk of Lights"

Conch Republic Seafood Company 25 Nov 2026

Wesley House Holiday Village & Bike Ride

Coffee Butler Amphitheater 4 Dec 2026

18th Annual Red Nose Run!

Southernmost Beach Cafe 12 Dec 2026

December Duo Holiday Concert: Irie Monte and Crispin Campbell

533 Eaton St, Key West, FL, United States, Florida 33040 12 Dec 2026

Candlelight: Christmas Classics

Key West Theater 26 Dec 2026

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026

Key West Lighted Boat Parade

0 Duval Street, Key West, FL, United States, Florida 33040 12 Dec 2026

Thanksgiving at Four Marlins

1435 Simonton St, Key West, FL, US 33040 26 Nov 2026

Annual Holiday Ornament Paint Night With Jess

22&Co Key West 3 Dec 2026

Early Bird Clean Up White Street & Truman Ave hosted by Fausto's Food Palace

Fausto's Food Palace 11 Dec 2026

Taz & Jordan's Annual Holiday Party!

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