Key West Arts Events

Mac McAnally in Key West

Key West Theater 5 Dec 2025

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

Key West Theatre 21 Nov 2025

This Blows - Season 2

Key West Theater 21 Nov 2025

Guild Hall Holiday Gala

614 Duval St, Key West, FL, United States, Florida 33040 29 Nov 2025

Follow The Rabbit... (9PM)

Key West Theater 13 Dec 2025

Sonic Sanctuary Sound Healing Journey

508 Southard Street #107, Key West, FL, United States, Florida 33040 19 Dec 2025

December Duo Holiday Concert: Irie Monte and Crispin Campbell

533 Eaton St, Key West, FL, United States, Florida 33040 13 Dec 2025

Crystal Gayle at Key West Theater

Key West Theater 22 Nov 2025

An Night with Norman Van Aken

291 Front St - Suite 207, Key West, FL, United States, Florida 33040 5 Dec 2025

2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square 13 Dec 2025

DSS: Telling Florida’s Food Stories with Dalia Colon

Williams Hall 20 Nov 2025

Rum Infused | Mermaids Pirates in the Garden

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

Mac McAnally in Key West

Key West Theater 4 Dec 2025

Q West: Comedy Escape 2026

Key West Theater 10 Apr 2026

New Moon Drum Circle

3128 N. Roosevelt Blvd., Key West, FL, United States, Florida 33040 20 Nov 2025

Jukebox Wizard with Landon!

420 Appelrouth Lane, Key West, FL, United States, Florida 33040 19 Nov 2025

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

Annual Plant Sale and Art Market

1100 Atlantic Blvd., Key West, FL, United States, Florida 33040 21 Nov 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 20 Dec 2025

This Blows: A Musical Comedy Show that Doesn’t Suck!

Key West Theater 22 Nov 2025

Paint n' Chill: Thanksgiving Feast

Sigsbee Community Center 19 Nov 2025

Native Plant Sale: Grow Your Own Habitat!

5210 College Rd, Key West, FL, United States, Florida 33040 20 Dec 2025

Freedom Flotilla Festival

Key West 19 Dec 2025

Mac McAnally – Key West

Mac McAnally – Key West, FL – December 6, 2025 6 Dec 2025

Mac McAnally - Night 3 - SOLD OUT

512 Eaton St, Key West, FL, United States, Florida 33040 6 Dec 2025

Black Friday Shopping Extravaganza

Truman Waterfront Park 28 Nov 2025

Compost Village: Monthly Compost Drop-Off & Demonstration

5210 College Rd, Key West, FL, United States, Florida 33040 20 Dec 2025

Benmont Tench at Key West Theater

Key West Theater 13 Feb 2026

Graham Nash at Key West Theater

Key West Theater 25 Apr 2026

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater 29 Nov 2025

Truman Waterfront Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 20 Nov 2025

Freedom Flotilla Festival

Key West, Floirda 19 Dec 2025

Scrooge Macbeth - Opening Night

319 Duval Street, Rear, 33040 9 Dec 2025

Carl Fest Grand Finale

Key West Theater 23 Nov 2025

Mac McAnally - Night 2 - SOLD OUT

512 Eaton St, Key West, FL, United States, Florida 33040 5 Dec 2025

Dvořák | Sibelius | Schubert - Key West

Tennessee Williams Theatre 14 Mar 2026

Key West Thanksgiving Ultimate Adventure H2.O 🦃

631 Greene St, Key West, FL, United States, Florida 33040 27 Nov 2025

Mac McAnally at Key West Theater

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

Graham Nash- Live on Tour 2026

Key West Theater 26 Apr 2026

Kids Crafts: Craft: Wood Jewelry Box

Sigsbee Community Center 19 Nov 2025

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 17 Jan 2026

Kids Crafts: Craft: Bird Houses

Sigsbee Community Center 26 Nov 2025

Ray Fogg in Key West

Rick's Key West 28 Nov 2025

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026

Watercolor Fundraiser with Tracey DeLellis at Alonzo's Patio Bar

Alonzo's Patio Bar 15 Dec 2025

The Brit Pack: The Ultimate British Music Experience

Key West Theater 17 Jan 2026

Speaker Series: Nicholas Boggs

700 Fleming St, Key West, FL, United States, Florida 33040 12 Jan 2026

Sewing: New Sewing Era with Suely Moura

Williams Hall 9 Dec 2025

Femmes of Rock at Key West Theater

Key West Theater 10 Dec 2025

Italian Movie Night at Tropic Cinema: Buona Sera, Mrs. Campbell

Tropic Cinema 7 Jan 2026

Peter Mayer & Friends- Album Release: Songs & Stories from the 12 Volt Man (7PM)

Key West Theater 17 Jan 2026

61th Annual Key West Art & Craft Festival

Truman Waterfront Park 21 Feb 2026

Anthony Rodia at Key West Theater

Key West 11 Dec 2025

Keys Choral Arts: Holiday Concert

Tennessee Williams Theatre 13 Dec 2025

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

Speaker Series: Sarah Stewart Taylor

700 Fleming St, Key West, FL, United States, Florida 33040 26 Jan 2026

Scrooge Macbeth

319 Duval Street, Rear, 33040 10 Dec 2025

PATRICIA LOCKWOOD and JAMI ATTENBERG

533 Eaton St, Key West, FL, United States, Florida 33040 26 Nov 2025

Ray Fogg in Key West

Rick's Key West 20 Nov 2025

Paradise Big Band at Tennessee Williams Theatre

Tennessee Williams Theatre 25 Jan 2026

Nature is Art: Children’s Art Workshop

5210 College Rd, Key West, FL 18 Apr 2026

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

Key West Theater 25 Nov 2025

Kids Craft: Countdown Clock

Sigsbee Community Center 31 Dec 2025

Asleep At The Wheel at Key West Theater

Key West Theater 15 Jan 2026

South Florida Symphony Orhcestra: Dvorak & Sibelius

Tennessee Williams Theatre 13 Mar 2026

Pilobolus - Other Worlds at Tennessee Williams Theatre

Tennessee Williams Theatre 13 Feb 2026

Italian Movie Night at Tropic Cinema: 3 Coins in a Fountain on February 4th

Tropic Cinema 4 Feb 2026

Gabriel Rutledge at Key West Theater

Key West 15 Feb 2026

Tommy Emmanuel at Key West Theater

Key West Theater 22 Mar 2026

Camp MicroPARTY

533 Eaton St, Key West, FL, United States, Florida 33040 30 Dec 2025

Phil Collins Experience at Key West Theater

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

Los Lobos at Key West Theater

Key West Theater 13 Jan 2026

Vienna Boys Choir at Tennessee Williams Theatre

Tennessee Williams Theatre 5 Feb 2026

Key West Christmas Ultimate Adventure H2.O 🎅

631 Greene St, Key West, FL, United States, Florida 33040 25 Dec 2025

The Young Dubliners: The HOT TODDY tour at Key West Theater

Key West Theater 23 Jan 2026

Holiday Concert at Tennessee Williams Theatre

Tennessee Williams Theatre 14 Dec 2025

South Florida Symphony Orchestra - Sibelius at Tennessee Williams Theatre

Tennessee Williams Theatre 24 Jan 2026

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 21 Feb 2026

Aimee Nezhukumatathil teaches: "Writing From the Natural World" - for poets & essay writers

Key West, Florida 4 Jan 2026

The Massacoustics

Key West Theater 3 Feb 2026

Dusty Slay: The Neighborhood Guy at Key West Theater

Key West Theater 18 Apr 2026

The Linda Ronstadt Experience

Key West Theater 20 Feb 2026

The Doo Wop Project

Tennessee Williams Theatre 10 Mar 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Rick Thomas

Tennessee Williams Theatre 2 Mar 2026

One Night of Queen at Tennessee Williams Theatre

Tennessee Williams Theatre 3 May 2026

South Florida Symphony Orchestra - Rimsky - Korsakovs at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Feb 2026

Key West M**der Mystery: Catch the Killer!

400 South St 28 Jun 2025

Mike Ryan in Key West

Truman Waterfront Park 29 Jan 2026

Boy from the North Country

Books & Books at The Studios 20 Nov 2025

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

1 Whitehead St 26 Sep 2025

Robyn Schall

Key West Theater 10 Jan 2026

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

Key West, Florida 4 Jan 2026

South Florida Symphony Orchestra: Vaughan Williams - Sibelius' Symphony No. 2 & Ravel's Piano Concerto

Tennessee Williams Theatre 23 Jan 2026

The Doo Wop Project at Tennessee Williams Theatre

Tennessee Williams Theatre 11 Mar 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 Man In Black: Tribute To Johnny Cash

Key West Theater 4 Mar 2026

Parking Young Dubliners

Key West Theater 24 Jan 2026