Festivals in Key West

Check out happening festivals events all around Key West, FL

31st Annual Taste of Key West

 Mon, 23 Mar at 06:00 pm Truman Waterfront, Key West, FL, United States, Florida 33040

Freedom Flotilla Festival

 Fri, 19 Dec at 05:00 pm Key West, Floirda

Florida Keys Seafood Festival

 Sat, 14 Feb at 04:00 pm Truman Waterfront Park

Q West: Comedy Escape 2026

 Fri, 10 Apr at 02:00 pm Key West Theater USD 450 to 534

Freedom Flotilla Festival

 Fri, 19 Dec at 05:00 pm Key West Free

December Duo Holiday Concert: Irie Monte and Crispin Campbell

 Sat, 13 Dec at 06:00 pm 533 Eaton St, Key West, FL, United States, Florida 33040

Gabriel Rutledge Live in Key West

 Sun, 15 Feb at 08:00 pm Key West Theater

Phil Collins Experience at Key West Theater

Mon, 26 Jan at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Cupid's Chase 5K Key West

 Sat, 14 Feb at 09:00 am Clarence S.Higgs Memorial Beach USD 45 to 50

61th Annual Key West Art & Craft Festival

 Sat, 21 Feb at 10:00 am Truman Waterfront Park

Changes In Latitude at Key West Theater

Tue, 03 Mar at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

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

 Sat, 14 Feb at 08:00 pm Key West Theatre

Mile 0 Fest - (Saturday)

 Sat, 31 Jan at 05:00 pm Coffee Butler Amphitheater

29th Annual Key West Paddle Classic

 Sat, 09 May at 08:00 am Higgs Beach in Key West

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

 Wed, 28 Jan at 07:00 pm Truman Waterfront Amphitheater

Mile 0 Fest Key West - 5 Day Pass

 Mon, 26 Jan at 07:00 pm Truman Waterfront Amphitheater

Mile 0 Fest Key West - Tuesday

 Mon, 26 Jan at 07:00 pm Truman Waterfront Amphitheater

Parking Mile 0 Fest - (Friday)

 Fri, 30 Jan at 05:00 pm Coffee Butler Amphitheater

Mile 0 Fest - (Friday)

 Fri, 30 Jan at 05:00 pm Coffee Butler Amphitheater

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

 Tue, 27 Jan at 07:00 pm Truman Waterfront Amphitheater

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

 Fri, 30 Jan at 07:00 pm Truman Waterfront Amphitheater

Mile 0 Fest Key West: Randy Rogers Band Kaitlin Butts & Tanner Usrey - Thursday

 Wed, 28 Jan at 07:00 pm Truman Waterfront Amphitheater

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

 Thu, 29 Jan at 07:00 pm Truman Waterfront Amphitheater

Mile 0 Fest Key West: Stephen Wilson Jr. American Aquarium & Taylor Hunnicut - Wednesday

 Tue, 27 Jan at 07:00 pm Truman Waterfront Amphitheater

Parking Mile 0 Fest - (Thursday)

 Thu, 29 Jan at 05:00 pm Coffee Butler Amphitheater

Mile 0 Fest - (Thursday)

 Thu, 29 Jan at 05:00 pm Coffee Butler Amphitheater

Parking Mile 0 Fest - (Saturday)

 Sat, 31 Jan at 05:00 pm Coffee Butler Amphitheater

Parking Mile 0 Fest - (Wednedsay)

 Wed, 28 Jan at 05:00 pm Coffee Butler Amphitheater

Mile 0 Fest - (Tuesday)

 Tue, 27 Jan at 05:00 pm Coffee Butler Amphitheater

Parking Mile 0 Fest - (Tuesday)

 Tue, 27 Jan at 05:00 pm Coffee Butler Amphitheater

Key West 250th Celebration and Time Capsule Opening 2072

 Wed, 25 Mar at 09:15 am Mallory Square Key West

The Massacoustics at Key West Theater

 Wed, 04 Feb at 08:00 pm Key West Theater

Mile 0 Fest - (Wednedsay)

 Wed, 28 Jan at 05:00 pm Coffee Butler Amphitheater

WOOF Week 2026!

 Tue, 21 Apr at 12:00 pm 1129 Fleming St, Key West, FL, United States, Florida 33040

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

 Tue, 27 Jan at 08:30 am Coffee Butler Amphitheater

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

 Tue, 27 Jan at 08:30 am Coffee Butler Amphitheater

Key West Audio Tour: Hemingway’s Haunts and Island Legends

 Sat, 29 Nov at 12:00 pm Ernest Hemingway House USD 8 to 40