Key West Arts Events

Fantasy Fest Street Fair & Costume Promenade

Duval St, Key West, FL 33040, United States 23 Oct 2026

GOT A BIG HEAD? PROVE IT!

Coffee Butler Amphitheater 22 Oct 2026

NINA STYLY X ELECTRONICONCH RECORDS - FASHION THROGHT SOUND

Viva Argentinian Steakhouse 23 Oct 2026

Dante's Annual Halos & Horns Pool Party

Dante's Pool Bar & Restaurant 22 Oct 2026

Candlelight: Coldplay vs. Imagine Dragons

Key West Theater 13 Nov 2026

ABC ( Anything But Clothes ) Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 21 Oct 2026

Bruce Cockburn at Key West Theater

Key West Theater 8 Nov 2026

A Tribute to the Songs of Pete & Wayne with Pete Jarvis, Larry Strickland, Ray Fogg & Special Guests

Key West Theatre 14 Nov 2026

Florida Keys Council of the Arts Fantasy Fest Poster Signing Party

La Concha Key West 20 Oct 2026

Buccaneer Booty's been Burgled from Key West Outdoor Exploration Game

Key West Aquarium 1 Nov 2026

Candlelight: The Best of Hans Zimmer

Key West Theater 13 Nov 2026

Key West Theater

Key West Theater 30 Oct 2026

Scotty Ziegler at Monarch Gallery

910 Duval Street, Key West, FL, United States, Florida 33040 22 Oct 2026

Fantasy Fest 26th Annual Living Art Expo

0 Duval Street, Key West, FL, United States, Florida 33040 23 Oct 2026

Dusty Slay at Key West Theater

Key West Theater 20 Nov 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026

Candlelight: Vivaldi's Four Seasons

Key West Theater 11 Dec 2026

Candlelight: Tribute to Fleetwood Mac

Key West Theater 11 Dec 2026

The Ocean Blue at Key West Theater

Key West Theater 7 Nov 2026

Tom Papa at Key West Theater

Key West Theater 21 Jan 2027

Random Acts of Kindness Spree in Key West

201 Front St Garage 18 Oct 2026

The Buena Vista Orchestra

Key West Theater 22 Nov 2026

Classic Seger: Bob Seger's Greatest Hits Live (9PM)

Key West Theater 23 Jan 2027

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026

December Duo Holiday Concert: Irie Monte and Crispin Campbell

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

Screamin' Green Halloween 18th Annual Halloween Celebration!

5210 College Rd, Key West, FL, United States, Florida 33040 24 Oct 2026

Candlelight: Christmas Classics

Key West Theater 26 Dec 2026

Put-in-Bay Days in Key West 2027

Key West, Florida 10 Feb 2027

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg, Reese Dailey & Special Guests

Key West Theatre 13 Feb 2027

Brian Patafie

Key West Theater 7 Jan 2027

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 26 Jan 2027

November's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 19 Nov 2026

Keller Williams Trio at Key West Theater

Key West Theater 2 Jan 2027

40 Fingers at Key West Theater

Key West Theater 4 Apr 2027

Pete Yorn at Key West Theater

Key West Theater 6 Feb 2027

Mac McAnally

Key West Theater 18 Dec 2026

Key West Body Painting Fantasy Fest Body Painter

Key West 17 Oct 2026

Will Kimbrough

Key West Theater 30 Oct 2026

December's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 17 Dec 2026

Annual Holiday Ornament Paint Night With Jess

22&Co Key West 3 Dec 2026

In Cahoots

Key West Theater 11 Feb 2027

January's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 21 Jan 2027

February's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 18 Feb 2027

March's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 18 Mar 2027

April's Walk On White

1110 White Street, Key West, FL, United States, Florida 33040 15 Apr 2027