Key West Arts Events
Arts events Happening Next in Key West, FL
Mac McAnally in Key West
Key West Theater
5 Dec 2025
CONCERTS
THE MANGO MURDERS Brunch Sail *SOLD OUT*
S/V Argo Navis
14 Nov 2025
BRUNCH
HEART LIFE MUSIC: An Evening in Conversation with Kenny Chesney
5901 College Rd, Key West, FL, United States, Florida 33040
10 Nov 2025
CONCERTS
David Sedaris
Tennessee Williams Theatre
31 Oct 2025
ART
Keys Choral Arts: Holiday Concert
Tennessee Williams Theatre
13 Dec 2025
CONCERTS
Q West: Comedy Escape 2026
Key West Theater
10 Apr 2026
COMEDY
USD 450 TO 534
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
A Celebration of the Songs of Pete & Wayne with Pete Jarvis and Friends
Key West Theatre
21 Nov 2025
COMEDY
Shoreline Sessions Reggae Beach Festival
1319 Duval Street, Key West, FL, United States, Florida 33040
1 Nov 2025
REGGAE
The Brit Pack: The Ultimate British Music Experience
Key West Theater
17 Jan 2026
MUSIC
Rum Infused | Mermaids Pirates in the Garden
5210 College Rd, Key West, FL, United States, Florida 33040
22 Nov 2025
CONTESTS
CHARITY BINGO NIGHT for the Key West Art & Historical Society
The Green Parrot
27 Oct 2025
BINGO
Mac McAnally in Key West
Key West Theater
4 Dec 2025
SPORTS
Custom House Holiday Concert & Bazaar
Key West Art & Historical Society
12 Dec 2025
MUSIC
Truman Waterfront Farmers Market
21 E Quay Rd, Key West, FL, United States, Florida 33040
30 Oct 2025
FARMERS-MARKETS
Freedom Flotilla Festival
Key West, Floirda
19 Dec 2025
FESTIVALS
61th Annual Key West Art & Craft Festival
Truman Waterfront Park
21 Feb 2026
ART
Freedom Flotilla Festival
Key West
19 Dec 2025
FESTIVALS
FREE
CFK Community Day 2025
5901 College Rd, Key West, FL 33040-4315, United States
1 Nov 2025
FESTIVALS
The Young Dubliners: The HOT TODDY tour at Key West Theater
Key West Theater
23 Jan 2026
TRIPS-ADVENTURES
Holiday Concert at Tennessee Williams Theatre
Tennessee Williams Theatre
14 Dec 2025
ART
South Florida Symphony Orchestra - Sibelius at Tennessee Williams Theatre
Tennessee Williams Theatre
24 Jan 2026
ART
Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals
Tennessee Williams Theatre
17 Nov 2025
ENTERTAINMENT
Italian Night at the Movies: Light in the Piazza
Tropic Cinema
3 Dec 2025
ENTERTAINMENT
Black Friday Shopping Extravaganza
Truman Waterfront Park
28 Nov 2025
BLACK-FRIDAY
Mac McAnally – Key West
Mac McAnally – Key West, FL – December 6, 2025
6 Dec 2025
LIVE-MUSIC
The second annual Key West BookFest!
700 Fleming Street, Key West, FL, United States, Florida 33040
15 Nov 2025
ART
Follow The Rabbit... (6PM)
Key West Theater
1 Nov 2025
PERFORMANCES
Mac McAnally at Key West Theater
512 Eaton St, Key West, FL, United States, Florida 33040
4 Dec 2025
MUSIC
The Wheeland Brothers
Key West Theater
7 Nov 2025
ART
Thomas Dolby at Key West Theater
Key West Theater
7 Nov 2025
ART
Nature is Art: Children’s Art Workshop
5210 College Rd, Key West, FL
15 Nov 2025
ART
David Sedaris – Key West
David Sedaris – Key West, FL – Nov 1, 2025
1 Nov 2025
ART
Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers
Key West Theater
29 Nov 2025
MUSIC
Crystal Gayle at Key West Theater
Key West Theater
22 Nov 2025
TRIPS-ADVENTURES
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
ART
The Doo Wop Project at Tennessee Williams Theatre
Tennessee Williams Theatre
11 Mar 2026
ART
Mac McAnally - Night 3 - SOLD OUT
512 Eaton St, Key West, FL, United States, Florida 33040
6 Dec 2025
MUSIC
An Evening Aglow: A Candlelight Christmas with Marjory Lee
Key West Theatre
16 Dec 2025
CHRISTMAS
Marty Stuart and His Fabulous Superlatives at Key West Theater
Key West Theater
19 Feb 2026
ART
Follow The Rabbit... (6PM)
Key West Theater
13 Dec 2025
PERFORMANCES
Mac McAnally - Night 2 - SOLD OUT
512 Eaton St, Key West, FL, United States, Florida 33040
5 Dec 2025
MUSIC
Anthony Rodia at Key West Theater
Key West
11 Dec 2025
PERFORMANCES
Houston Ballet II at Tennessee Williams Theatre
Tennessee Williams Theatre
30 Mar 2026
ART
Dave Matthews Tribute Band
Key West Theater
24 Feb 2026
MUSIC
Great American Crooners at Tennessee Williams Theatre
Tennessee Williams Theatre
24 Mar 2026
ART
Key West Truman Waterfront Farmers Market @ Bayview Park
Bayview Park
6 Nov 2025
FARMERS-MARKETS
Nature is Art: Children’s Art Workshop
5210 College Rd, Key West, FL
20 Dec 2025
ART
Indoor Trick-or-Treat at Queer Keys Community Center
1100 Truman Avenue, Key West, FL, United States, Florida 33040
29 Oct 2025
TRICK-OR-TREAT
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
Pilobolus - Other Worlds at Tennessee Williams Theatre
Tennessee Williams Theatre
13 Feb 2026
ART
Paradise Big Band at Tennessee Williams Theatre
Tennessee Williams Theatre
25 Jan 2026
ART
Puppy Pals Live at Tennessee Williams Theatre
Tennessee Williams Theatre
6 Apr 2026
ART
An Evening with David Sedaris at Tennessee Williams Theatre
Tennessee Williams Theatre
1 Nov 2025
ART
The Our Dave KW Pub Crawl
525 Duval St, Key West, FL 33040-6552, United States
30 Oct 2025
PARTIES
Italian Night at the Movies: The Bicycle Thief
Tropic Cinema
5 Nov 2025
ENTERTAINMENT
Thomas Dolby
Key West Theater
6 Nov 2025
ART
Spooky Paint by Number with Morgan!
504 Angela St, Key West, FL, United States, Florida 33040
29 Oct 2025
ART
Tommy Emmanuel at Key West Theater
Key West Theater
22 Mar 2026
TRIPS-ADVENTURES
Asleep At The Wheel at Key West Theater
Key West Theater
15 Jan 2026
ART
Nature is Art: Children’s Art Workshop
5210 College Rd, Key West, FL
17 Jan 2026
ART
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
18 Apr 2026
ART
The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews
Key West Theater
25 Nov 2025
MUSIC
Vienna Boys Choir at Tennessee Williams Theatre
Tennessee Williams Theatre
5 Feb 2026
ART
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
21 Feb 2026
ART
Key West M**der Mystery: Catch the Killer!
400 South St
28 Jun 2025
ART
USD 10 TO 20
Los Lobos at Key West Theater
Key West Theater
13 Jan 2026
ART
PATRICIA LOCKWOOD and JAMI ATTENBERG
533 Eaton St, Key West, FL, United States, Florida 33040
26 Nov 2025
ART
Parking Wheeland Brothers
Key West Theater
9 Nov 2025
CONTESTS
Femmes of Rock at Key West Theater
Key West Theater
10 Dec 2025
ART
Wheeland Brothers
Key West Theater
9 Nov 2025
CONTESTS
Gabriel Rutledge at Key West Theater
Key West
15 Feb 2026
ENTERTAINMENT
The Linda Ronstadt Experience
Key West Theater
20 Feb 2026
ART
South Florida Symphony Orhcestra: Dvorak & Sibelius
Tennessee Williams Theatre
13 Mar 2026
ART
Parking Crystal Gayle
Key West Theater
23 Nov 2025
ART
The Massacoustics
Key West Theater
3 Feb 2026
ART
Phil Collins Experience at Key West Theater
512 Eaton St, Key West, FL, United States, Florida 33040
26 Jan 2026
MUSIC
Heart Life Music - A Conversation with Kenny Chesney at Tennessee Williams Theatre
Tennessee Williams Theatre
10 Nov 2025
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
Marty Stuart and His Fabulous Superlatives
Key West Theater
18 Feb 2026
ART
The Music of ABBA at Tennessee Williams Theatre
Tennessee Williams Theatre
21 Jan 2026
ART
South Florida Symphony Orhcestra: Rimsky-Korsakov’s Capriccio Mozart & Simon and Joachim
Tennessee Williams Theatre
20 Feb 2026
ART
The Man In Black: Tribute To Johnny Cash
Key West Theater
4 Mar 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
Elton Dan and the Rocket Band
Key West Theater
13 Nov 2025
MUSIC
Parking Femmes of Rock
Key West Theater
11 Dec 2025
ART
Kash'd Out
Key West Theater
17 Jan 2026
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
Cheryl Lu-Lien Tan teaches: "Telling Your Story" - for memoir writers
Key West, Florida
4 Jan 2026
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
Page Turner Adventures - The Magnificent Circus Mystery at Tennessee Williams Theatre
Tennessee Williams Theatre
28 Oct 2025
ART
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Key West Events
Key West Arts Events