Upcoming Events in Key West

Mile 0 Fest Key West - 3 Day Pass (Tuesday-Thursday)

28 January 2026

Key West, FL

The Key West Amphitheater, 21 Quay Rd

Charlie Knott at Tipsy Rooster Liquor Store and

30 December 2025

Key West, FL

Tipsy Rooster Liquor Store & Bar, 1325 Simonton St

Stephanie Ryann

27 January 2026

Key West, FL

Truman Waterfront Park, Southard St

Andy Mauerman

24 December 2025

Key West, FL

Hog's Breath Saloon, 400 Front St

LuFFKiD

24 December 2025

Key West, FL

Willie T's, 525 Duval St

Jonathan Williams at Two Friends Patio Restaurant

31 December 2025

Key West, FL

Two Friends Patio Restaurant, 512 Front St

Sunset Pier w/CC and the Sunsetters

23 December 2025

Key West, FL

Sunset Pier, 0 Duval St

Hemingway in a Funny Way

06 February 2026

Key West, FL

Comedy Key West, 218 Whitehead St #5

Jonathan Williams at Two Friends Patio Restaurant

24 December 2025

Key West, FL

Two Friends Patio Restaurant, 512 Front St

Alfonse at Two Friends Patio Restaurant & Bar on

27 December 2025

Key West, FL

Two Friends Patio Restaurant, 512 Front St