Key West Arts Events

Arts events Happening Next in Key West, FL

Mac McAnally in Key West

Key West Theater 5 Dec 2025
CONCERTS

Macy Gray at Key West Theater

Key West Theater 24 Oct 2025
ART

The Wheeland Brothers

Key West Theater 7 Nov 2025
ART

25th Annual Living Art Expo

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

Peter Antoniou at Key West Theater

Key West 11 Oct 2025
PERFORMANCES

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025
ENTERTAINMENT

That Arena Rock Show

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

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025
TRIPS-ADVENTURES

Crystal Gayle

512 Eaton St, Key West, FL, United States, Florida 33040 22 Nov 2025
COUNTRY-MUSIC-FESTIVALS

The Yoga of Ceramic

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

Mac McAnally in Key West

Key West Theater 4 Dec 2025
SPORTS

Tom Sandoval and The Most Extras

Key West Theater 8 Oct 2025
ART

Peter Antoniou at Key West Theater

Key West Theater 11 Oct 2025
TRIPS-ADVENTURES

Rock the Tatas 💕

409 Caroline St, Key West, FL 23 Oct 2025
CONTESTS

The Carole King & James Taylor Story - Tribute Show

Key West Theater 24 Nov 2025
ART

David Nihill at Key West Theater

Key West Theater 11 Jan 2026
ART

Follow The Rabbit... (6PM)

Key West Theater 13 Dec 2025
PERFORMANCES

Black Friday Shopping Extravaganza

Truman Waterfront Park 28 Nov 2025
BLACK-FRIDAY

Shoreline Sessions Reggae Beach Festival

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

Tom Sandoval & The Most Extras

Key West Theater 9 Oct 2025
MUSIC

61th Annual Key West Art & Craft Festival

Truman Waterfront Park 21 Feb 2026
ART

Paint n' Chill

Sigsbee Community Center 15 Oct 2025
WORKSHOPS

Peter Antoniou

Key West Theater 10 Oct 2025
ART

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 11 Oct 2025
ART

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

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

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026
MUSIC

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025
MUSIC

Mac McAnally at Key West Theater

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

Thomas Dolby

Key West Theater 6 Nov 2025
TRIPS-ADVENTURES

Follow The Rabbit... (6PM)

Key West Theater 1 Nov 2025
PERFORMANCES

Dvořák | Sibelius | Schubert - Key West

Tennessee Williams Theatre 14 Mar 2026
MUSIC

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 15 Nov 2025
ART

Freedom Flotilla Festival

Key West, Floirda 19 Dec 2025
FESTIVALS

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
ART

Key West 10th Annual Casino Night by SOS Foundation

Beachside Resort & Residences Key West 14 Nov 2025
NONPROFIT USD 18 TO 135

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026
TRIPS-ADVENTURES

Thomas Dolby at Key West Theater

Key West Theater 7 Nov 2025
ART

Pilobolus - Other Worlds at Tennessee Williams Theatre

Tennessee Williams Theatre 13 Feb 2026
ART

Tacos & Tequila Tuesday

Old Town Mexican Cafe 7 Oct 2025
ART

Rum Infused | Mermaids Pirates in the Garden

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

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 18 Oct 2025
ART

Freedom Flotilla Festival

Key West 19 Dec 2025
FESTIVALS FREE

Anthony Rodia at Key West Theater

Key West 11 Dec 2025
PERFORMANCES

Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals

Tennessee Williams Theatre 17 Nov 2025
ENTERTAINMENT

Will Kimbrough at Key West Theater

Key West Theater 31 Oct 2025
ART

Trick or Treat Party at the Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 30 Oct 2025
TRICK-OR-TREAT

Monarch Fine Art Grand Opening Celebration

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

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026
ART

Mac McAnally at Key West Theater

Key West Theater 5 Dec 2025
ART

Paint & Sip

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

Swayzees Pajama Pool Party

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

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 21 Mar 2026
ART

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 17 Jan 2026
ART

Phil Collins Experience at Key West Theater

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

Bahama Village Goombay Festival

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

Key West Truman Waterfront Farmers Market @ Bayview Park

Bayview Park 6 Nov 2025
FARMERS-MARKETS

Italian Night at the Movies: The Bicycle Thief

Tropic Cinema 5 Nov 2025
ENTERTAINMENT

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026
ART

The Our Dave KW Pub Crawl

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

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

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

Macy Gray

Key West Theater 23 Oct 2025
ART

Macy Gray

Key West Theater 25 Oct 2025
ART

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025
ENTERTAINMENT

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026
TRIPS-ADVENTURES

South Florida Symphony Orhcestra: Dvorak & Sibelius

Tennessee Williams Theatre 13 Mar 2026
ART

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
ENTERTAINMENT

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 20 Dec 2025
ART

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026
ART

Margs & Makers

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

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026
ART

The Massacoustics

Key West Theater 3 Feb 2026
TRIPS-ADVENTURES

Femmes of Rock at Key West Theater

Key West Theater 10 Dec 2025
TRIPS-ADVENTURES

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 21 Feb 2026
ART

Asleep At The Wheel at Key West Theater

Key West Theater 15 Jan 2026
ART

A Date Night Adventure! - The Beauty of Key West

115 Front St 2 Nov 2024
TRIPS-ADVENTURES USD 20

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

1 Whitehead St 26 Sep 2025
ART USD 6 TO 22

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

Key West, Florida 4 Jan 2026
WORKSHOPS

The Music of ABBA at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Jan 2026
ART

The Massacoustics at Key West Theater

Key West Theater 4 Feb 2026
CONTESTS

Clay Walker in Key West

Country Cruising 29 Oct 2025
LIVE-MUSIC

Parking Macy Gray

Key West Theater 25 Oct 2025
ART

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
ART

Mac McAnally

Key West Theater 3 Dec 2025
ART

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026
CONCERTS

The Expanding Man - Tribute To Steely Dan

Key West Theater 13 Jan 2026
ART

The Dave Matthews Tribute Band

Key West Theater 24 Feb 2026
MUSIC

Dead-Zep

Key West Theater 31 Oct 2025
ART

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 30 Jan 2026
LIVE-MUSIC

Femmes of Rock

Key West Theater 9 Dec 2025
ART