Key West Festivals Events

Festivals Happening Next in Key West, FL

31st Annual Taste of Key West

 Truman Waterfront, Key West, FL, United States, Florida 33040 23 Mar 2026

Mile 0 Fest Key West: Shane Smith and The Saints Casey Donahew & The Band of Heathens - Saturday

 Truman Waterfront Amphitheater 30 Jan 2026
FESTIVALS

Mile 0 Fest Key West: Paul Cauthen Cody Canada and The Departed & Them Dirty Roses - Friday

 Truman Waterfront Amphitheater 29 Jan 2026
FESTIVALS

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

 Truman Waterfront Amphitheater 28 Jan 2026
FESTIVALS

The Key Lime Festival 2026

 Key West, Florida 1 Jul 2026
FESTIVALS

Mile 0 Fest - (Saturday)

 Coffee Butler Amphitheater 31 Jan 2026
FESTIVALS

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

 Truman Waterfront Amphitheater 27 Jan 2026
FESTIVALS

Mile 0 Fest Key West - Tuesday

 Truman Waterfront Amphitheater 26 Jan 2026
FESTIVALS

Q West: Comedy Escape 2026

 Key West Theater 10 Apr 2026
COMEDY USD 450 TO 534

Changes In Latitude at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 3 Mar 2026
ENTERTAINMENT

Florida Keys Seafood Festival

 Truman Waterfront Park 14 Feb 2026
FESTIVALS

Parking Mile 0 Fest - (Wednedsay)

 Coffee Butler Amphitheater 28 Jan 2026
FESTIVALS

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg and Reese Dailey

 Key West Theatre 14 Feb 2026

Mary Gauthier with special guest Jaimee Harris

 Key West Theater 7 Feb 2026
FESTIVALS

61th Annual Key West Art & Craft Festival

 Truman Waterfront Park 21 Feb 2026
ART

Parking Mile 0 Fest - (Thursday)

 Coffee Butler Amphitheater 29 Jan 2026
FESTIVALS

Parking Mile 0 Fest - (Friday)

 Coffee Butler Amphitheater 30 Jan 2026
FESTIVALS

29th Annual Key West Paddle Classic

 Higgs Beach in Key West 9 May 2026
SPORTS

Keith Sykes

 Key West Theater 3 Apr 2026
FESTIVALS

Peytan Porter

 Key West Theater 25 Jan 2026
MUSIC

Mary Gauthier with special guest Jaimee Harris

 Key West Theater 6 Feb 2026
FESTIVALS

Phil Collins Experience at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 26 Jan 2026
MUSIC

WOOF Week 2026!

 1129 Fleming St, Key West, FL, United States, Florida 33040 21 Apr 2026
PARTIES

Salt Cured Life - A Special Screening

 Williams Hall 7 Feb 2026
ENTERTAINMENT

The Massacoustics at Key West Theater

 Key West Theater 4 Feb 2026
CONTESTS

CHUCK BRISENO at HANKS HAIR OF THE DOG - KEY WEST, FL

 Hank's Hair Of The Dog Saloon 27 Jan 2026
DOG

Parking Mile 0 Fest - (Saturday)

 Coffee Butler Amphitheater 31 Jan 2026
FESTIVALS

Mile 0 Fest Key West - 5 Day Pass

 Truman Waterfront Amphitheater 26 Jan 2026
FESTIVALS

Florida Keys Seafood Festival Key West

 Truman Waterfront Park 14 Feb 2026
FESTIVALS

SOS Foundation's 5th Annual Field Day!

 Bernstein Park, Stock Island, Florida 21 Feb 2026

Italian Movie Night at Tropic Cinema: Cinema Paradiso on Saturday March 7th

 Tropic Cinema 7 Mar 2026
ENTERTAINMENT

Mile 0 Festival at Southernmost Beach Resort

 1319 Duval Street, Key West, FL, United States, Florida 33040 28 Jan 2026
FESTIVALS

Mile 0 Fest - (Tuesday)

 Coffee Butler Amphitheater 27 Jan 2026
FESTIVALS

"Wrong and Strong" by Juliet Dyal Gray

 Williams Hall 31 Jan 2026
FESTIVALS

St. Patrick's Day 2026!

 528 Front Street, Key West, FL, United States, Florida 33040 17 Mar 2026
SAINT-PATRICKS-DAY

Key West 250th Celebration and Time Capsule Opening 2072

 Mallory Square Key West 25 Mar 2026
KIDS

Mile 0 Fest - (5 Day Pass) with Stephen Wilson Jr., Randy Rogers Band, Cross Canadian Ragweed

 Coffee Butler Amphitheater 27 Jan 2026
FESTIVALS