Key West Arts Events

Mac McAnally in Key West

Key West Theater 5 Dec 2025

Peter Antoniou at Key West Theater

Key West 11 Oct 2025

Peter Antoniou

Key West Theater 10 Oct 2025

Puddles Pity Party at Key West Theater

Key West 28 Sep 2025

Puff N Paint Hibiscus on Canvas with Painting the Keys

3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040 13 Sep 2025

Shoreline Sessions Reggae Beach Festival

1319 Duval Street, Key West, FL, United States, Florida 33040 1 Nov 2025

That Arena Rock Show

0 Duval Street, Key West, FL, United States, Florida 33040 18 Oct 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 20 Sep 2025

Thomas Dolby at Key West Theater

Key West Theater 7 Nov 2025

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 13 Sep 2025

Mac McAnally in Key West

Key West Theater 4 Dec 2025

Peter Antoniou at Key West Theater

Key West Theater 11 Oct 2025

Puddles Pity Party at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 28 Sep 2025

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

61th Annual Key West Art & Craft Festival

Truman Waterfront Park 21 Feb 2026

Tacos & Tequila Tuesday

Old Town Mexican Cafe 7 Oct 2025

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025

Gabriel Rutledge

Key West Theater 14 Feb 2026

The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater 29 Nov 2025

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025

Paint & Sip

Key West Lighthouse & Keeper's Quarters Museum 16 Oct 2025

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026

The Dave Matthews Tribute Band

Key West Theater 24 Feb 2026

Jukebox Wizard with Landon!

420 Appelrouth Lane, Key West, FL, United States, Florida 33040 10 Sep 2025

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

25th Annual Living Art Expo

0 Duval Street, Key West, FL, United States, Florida 33040 24 Oct 2025

Pilobolus - Other Worlds at Tennessee Williams Theatre

Tennessee Williams Theatre 13 Feb 2026

The 72-Hour Film Challenge at Williams Hall

729 Fleming St, Key West, FL 33040-6827, United States 9 Sep 2025

Good Trees River Band @ The Greeen House 9/10

3128 N Roosevelt Blvd, Key West, FL 33040-4113, United States 10 Sep 2025

Macy Gray-On How Life Is 25th Anniversary Tour

Key West Theater 24 Oct 2025

Key West 10th Annual Casino Night by SOS Foundation

Beachside Resort & Residences Key West 14 Nov 2025

Mac McAnally at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 4 Dec 2025

Monthly Lodge Meeting September 2025

American Legion 10 Sep 2025

Truman Waterfront Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 11 Sep 2025

Anthony Rodia at Key West Theater

Key West 11 Dec 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 18 Oct 2025

Happy Hour with the Historian | Building the American Riviera: The Hotels of Henry Flagler

Comedy Key West 11 Sep 2025

Monarch Fine Art Grand Opening Celebration

910 Duval Street, Key West, FL, United States, Florida 33040 24 Oct 2025

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025

Phil Collins Experience at Key West Theater

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

Tom Sandoval and The Most Extras

Key West Theater 8 Oct 2025

Sewing: New Sewing Era with Suely Moura

Williams Hall 9 Sep 2025

A Celebration of the Songs of Pete & Wayne with Pete Jarvis and Friends

Key West Theatre 21 Nov 2025

Asleep At The Wheel at Key West Theater

Key West Theater 15 Jan 2026

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 15 Nov 2025

Italian Night at the Movies: The Bicycle Thief

Tropic Cinema 5 Nov 2025

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026

Thomas Dolby

Key West Theater 6 Nov 2025

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026

The Massacoustics

Key West Theater 3 Feb 2026

Femmes of Rock in Key West, FL!

Key West Theater 10 Dec 2025

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025

The Our Dave KW Pub Crawl

525 Duval St, Key West, FL 33040-6552, United States 30 Oct 2025

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

A Date Night Adventure! - The Beauty of Key West

115 Front St 2 Nov 2024

Lisa Zeidner teaches: "Who Says?: Mastering Point of View"

Key West, Florida 4 Jan 2026

Elton Dan and the Rocket Band at Key West Theater

Key West Theater 12 Nov 2025

The Music of ABBA at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Jan 2026

The Massacoustics at Key West Theater

Key West Theater 4 Feb 2026

Clay Walker in Key West

Country Cruising 29 Oct 2025

BeachFront Radio and Trop Rock'N Duval presents The Margarita Brothers @ Key West Theater

Key West Theater, 512 Eaton St. Key West, FL 33040 30 Oct 2025

Cheryl Lu-Lien Tan teaches: "Telling Your Story" - for memoir writers

Key West, Florida 4 Jan 2026

Mac McAnally

Key West Theater 3 Dec 2025

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

The Expanding Man - Tribute To Steely Dan

Key West Theater 13 Jan 2026

FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY

La Concha Key West 21 Oct 2025

Page Turner Adventures - The Magnificent Circus Mystery at Tennessee Williams Theatre

Tennessee Williams Theatre 28 Oct 2025

Dead-Zep

Key West Theater 31 Oct 2025

7th Annual Pumpkin Paint Night @ 22&Co

22&Co 1 Oct 2025

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 30 Jan 2026

Femmes of Rock

Key West Theater 9 Dec 2025

Charles Baxter teaches: "Captain Happen & the Story Clock" - for short story writers

Key West, Florida 4 Jan 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Los Lobos

Key West Theater 12 Jan 2026

Elton Dan and the Rocket Band

Key West Theater 11 Nov 2025

Tanner Usrey in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Randy Rogers Band in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

Anthony Rodia

Key West Theater 10 Dec 2025

Maurice Carlos Ruffin teaches: "Starting & Finishing Stories" - for novelists & short story writers

Key West, Florida 4 Jan 2026

THE MANGO MURDERS Brunch Sail *SOLD OUT*

S/V Argo Navis 14 Nov 2025

Uncle Lucius in Key West

Truman Waterfront Park Amphitheater 27 Jan 2026

New York Philharmonic String Quartet at Tennessee Williams Theatre

Tennessee Williams Theatre 10 Feb 2026

The Massacoustics

512 Eaton St, Key West, FL, United States, Florida 33040 4 Feb 2026

Amazing Scavenger Hunt Adventure - Key West, FL

Key West Historic Seaport, William Street, Key West, FL, USA 21 Jun 2025

A Thrilling Scavenger Hunt! - The Beauty of Key West

115 Front St 24 Sep 2024

Sugar Ray @ Key west cruise port in Key West

Key west cruise port 28 Jan 2026