Key West Arts Events

Mac McAnally in Key West

Key West Theater 5 Dec 2025

Macy Gray at Key West Theater

Key West Theater 24 Oct 2025

The Wheeland Brothers

Key West Theater 7 Nov 2025

25th Annual Living Art Expo

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

Peter Antoniou at Key West Theater

Key West 11 Oct 2025

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025

That Arena Rock Show

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

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025

Crystal Gayle

512 Eaton St, Key West, FL, United States, Florida 33040 22 Nov 2025

The Yoga of Ceramic

612 Fleming Street, Key West, FL, United States, Florida 33040 4 Oct 2025

Mac McAnally in Key West

Key West Theater 4 Dec 2025

Tom Sandoval and The Most Extras

Key West Theater 8 Oct 2025

Peter Antoniou at Key West Theater

Key West Theater 11 Oct 2025

Rock the Tatas 💕

409 Caroline St, Key West, FL 23 Oct 2025

The Carole King & James Taylor Story - Tribute Show

Key West Theater 24 Nov 2025

David Nihill at Key West Theater

Key West Theater 11 Jan 2026

Follow The Rabbit... (6PM)

Key West Theater 13 Dec 2025

Black Friday Shopping Extravaganza

Truman Waterfront Park 28 Nov 2025

Heart Life Music - A Conversation with Kenny Chesney at Tennessee Williams Theatre

Tennessee Williams Theatre 10 Nov 2025

Shoreline Sessions Reggae Beach Festival

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

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025

61th Annual Key West Art & Craft Festival

Truman Waterfront Park 21 Feb 2026

Paint n' Chill

Sigsbee Community Center 15 Oct 2025

Peter Antoniou

Key West Theater 10 Oct 2025

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 11 Oct 2025

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

Key West Theater 29 Nov 2025

The Yoga of Ceramics: Art of Nature with Nature Imprint Dishes

612 Fleming Street, Key West, FL, United States, Florida 33040 1 Nov 2025

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

Mac McAnally at Key West Theater

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

Thomas Dolby

Key West Theater 6 Nov 2025

Follow The Rabbit... (6PM)

Key West Theater 1 Nov 2025

Live Now Love Now Rock and Roll Red Ball Concert for ALS Awareness

Key West Theater 12 Oct 2025

Dvořák | Sibelius | Schubert - Key West

Tennessee Williams Theatre 14 Mar 2026

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 15 Nov 2025

Freedom Flotilla Festival

Key West, Floirda 19 Dec 2025

A work-in-progress preview screening of "The Life & Art of Eric Anfinson"

533 Eaton St, Key West, FL, United States, Florida 33040 16 Nov 2025

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

Key West Theatre 21 Nov 2025

Key West 10th Annual Casino Night by SOS Foundation

Beachside Resort & Residences Key West 14 Nov 2025

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026

Thomas Dolby at Key West Theater

Key West Theater 7 Nov 2025

Pilobolus - Other Worlds at Tennessee Williams Theatre

Tennessee Williams Theatre 13 Feb 2026

Tacos & Tequila Tuesday

Old Town Mexican Cafe 7 Oct 2025

Rum Infused | Mermaids Pirates in the Garden

5210 College Rd, Key West, FL, United States, Florida 33040 22 Nov 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 18 Oct 2025

Freedom Flotilla Festival

Key West 19 Dec 2025

Anthony Rodia at Key West Theater

Key West 11 Dec 2025

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025

Trick or Treat Party at the Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 30 Oct 2025

Monarch Fine Art Grand Opening Celebration

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

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025

Paint & Sip

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

Swayzees Pajama Pool Party

1319 Duval Street, Key West, FL, United States, Florida 33040 22 Oct 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 21 Mar 2026

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 17 Jan 2026

Phil Collins Experience at Key West Theater

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

Bahama Village Goombay Festival

Petronia St, Key West, FL 33040, United States 17 Oct 2025

Key West Truman Waterfront Farmers Market @ Bayview Park

Bayview Park 6 Nov 2025

Italian Night at the Movies: The Bicycle Thief

Tropic Cinema 5 Nov 2025

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

The Our Dave KW Pub Crawl

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

Awakening the Diaphragm : an exploration of freediving breathing techniques with Tracy

612 Fleming Street, Key West, FL, United States, Florida 33040 12 Oct 2025

Macy Gray

Key West Theater 23 Oct 2025

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theatre 16 Dec 2025

Macy Gray

Key West Theater 25 Oct 2025

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews

Key West Theater 24 Nov 2025

South Florida Symphony Orhcestra: Dvorak & Sibelius

Tennessee Williams Theatre 13 Mar 2026

LES GREEENE & THE SWAYZEES PAJAMA POOL PARTY TAKE 2 AT THE MARKER!

200 William St, Key West, FL, United States, Florida 33040 23 Oct 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 20 Dec 2025

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

Margs & Makers

529 Southard Street, Key West, FL, United States, Florida 33040 20 Oct 2025

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026

The Massacoustics

Key West Theater 3 Feb 2026

Femmes of Rock at Key West Theater

Key West Theater 10 Dec 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 21 Feb 2026

Asleep At The Wheel at Key West Theater

Key West Theater 15 Jan 2026

A Date Night Adventure! - The Beauty of Key West

115 Front St 2 Nov 2024

Key West Heist Game: Recover the Pirate's Gold Booty!

1 Whitehead St 26 Sep 2025

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

Key West, Florida 4 Jan 2026

The Music of ABBA at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Jan 2026

South Florida Symphony Orhcestra: Rimsky-Korsakov’s Capriccio Mozart & Simon and Joachim

Tennessee Williams Theatre 20 Feb 2026

The Massacoustics at Key West Theater

Key West Theater 4 Feb 2026

Clay Walker in Key West

Country Cruising 29 Oct 2025

Parking Macy Gray

Key West Theater 25 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

The Dave Matthews Tribute Band

Key West Theater 24 Feb 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

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