Key West Music Events
Music events Happening Next in Key West, FL
Buffett Through The Years
512 Eaton St, Key West, FL, United States, Florida 33040
31 Oct 2025
CONCERTS
Mac McAnally in Key West
Key West Theater
5 Dec 2025
CONCERTS
2025 Fantasy Fest Parade Viewing Party @ First Flight
First Flight Island Restaurant & Brewery
25 Oct 2025
FESTIVALS
USD 177 TO 212
Clay Walker @ Country Music Cruise in Key West
Country Music Cruise
29 Oct 2025
COUNTRY-MUSIC-FESTIVALS
Captain Morgan's Masquerade March
Fleming St, Key West, FL 33040, United States
24 Oct 2025
PARTIES
Mac McAnally in Key West
Key West Theater
6 Dec 2025
CONCERTS
25th Annual Living Art Expo
0 Duval Street, Key West, FL, United States, Florida 33040
24 Oct 2025
ART
Meghan Barter: Human Jukebox Release Concert + Listening Party
Key West Theater
10 Oct 2025
ENTERTAINMENT
Tay Tay Tuesday - In Your Wildest Dreams
Sunset Pier ~ Key West
21 Oct 2025
CONCERTS
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
Mac McAnally in Key West
Key West Theater
4 Dec 2025
SPORTS
DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th
The Alamo Key West
5 Dec 2025
MUSIC
Key West Pet Masquerade 2025
Key West Ampitheatre
22 Oct 2025
PARTIES
Karaoke at Sunset Lounge Bar & Grill
Sunset Lounge Sigsbee
2 Oct 2025
KARAOKE
Mike Stack and Friends on the BIG stage at the Sunset Pier
Sunset Pier ~ Key West
11 Oct 2025
ENTERTAINMENT
Dave Matthews Tribute Band - BIG Stage / FREE Show
0 Duval Street, Key West, FL, United States, Florida 33040
17 Oct 2025
ENTERTAINMENT
Crystal Gayle
Key West Theater
21 Nov 2025
ART
Paparazzi Row Block Party
1129 Fleming St, Key West, FL, United States, Florida 33040
24 Oct 2025
PARTIES
Fantasy Fest Celebration
1000 Duval Street, Key West, FL, United States, Florida FL 33040
25 Oct 2025
FESTIVALS
ACOUSTIC SOUL IN KEY WEST!
Schooner Wharf Bar
3 Oct 2025
MUSIC
Karaoke at Sunset Lounge Bar & Grill
Sunset Lounge Sigsbee
16 Oct 2025
KARAOKE
Buffett Through The Years - Tribute to Jimmy Buffett
Key West Theater
30 Oct 2025
CALENDAR
NEW DATE Fri 10/3 🖤🎤Marjory Lee & The Misspellings: 90s Female Alt-Rock Concert🎤🖤
Rams Head Southernmost
3 Oct 2025
CONCERTS
Will Kimbrough
Key West Theater
30 Oct 2025
CALENDAR
Shoreline Sessions Reggae Beach Festival
1319 Duval Street, Key West, FL, United States, Florida 33040
1 Nov 2025
REGGAE
Wheeland Brothers
Key West Theater
8 Nov 2025
ENTERTAINMENT
October's Community Swim
1319 Duval Street, Key West, FL, United States, Florida 33040
11 Oct 2025
MUSIC
Tom Sandoval & The Most Extras
Key West Theater
9 Oct 2025
MUSIC
STORMFRONT ROCKING KEY WEST
The Alamo Key West
10 Oct 2025
MUSIC
The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers
Key West Theater
29 Nov 2025
MUSIC
Dead Zep at Key West Theater
Key West Theater
1 Nov 2025
ART
Scott Kirby- 35 Years of Songs & Stories
Key West Theater
26 Dec 2025
PERFORMANCES
Sloppy Joe's 46th Annual Toga Party
Sloppy Joe's
23 Oct 2025
ENTERTAINMENT
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
Splash Into a New Era! Taylor Swift Album Release Party
Blue Flamingo Resort Key West
5 Oct 2025
PARTIES
FREE
Live Now Love Now Rock and Roll Red Ball Concert for ALS Awareness
Key West Theater
12 Oct 2025
MUSIC
Dvořák | Sibelius | Schubert - Key West
Tennessee Williams Theatre
14 Mar 2026
MUSIC
Scott Kirby- 35 Years of Songs & Stories
Key West Theater
13 Feb 2026
MUSIC
Freedom Flotilla Festival
Key West, Floirda
19 Dec 2025
FESTIVALS
The Reverend Peyton's Big Damn Band
Key West Theater
21 Mar 2026
MUSIC
On Our Way To Paddy's Day Weekend Celebration!
528 Front Street, Key West, FL, United States, Florida 33040
9 Oct 2025
MUSIC
TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends
423 Caroline street, Key West, FL, United States, Florida 33040
21 Oct 2025
PARTIES
A Celebration of the Songs of Pete & Wayne with Pete Jarvis and Friends
Key West Theatre
21 Nov 2025
COMEDY
Thomas Dolby at Key West Theater
Key West Theater
7 Nov 2025
ART
Aqua Idol ~ Royal Edition "Floyd PEPA Jenkins for Fantasy Fest KING 2025
AquaPlex Key West
7 Oct 2025
FESTIVALS
Swing Dance Night with The Paradise Swing Band at Williams Hall
729 Fleming Street, Key West, FL, United States, Florida 33040
2 Oct 2025
MUSIC
Performing for Key West Wedding
Key West Islands
29 Nov 2025
PERFORMANCES
The Garcia Project: Performing classic Jerry Garcia Band Set Lists from 1976-1995
512 Eaton St, Key West, FL, United States, Florida 33040
15 Nov 2025
ENTERTAINMENT
Rumours ATL: A Fleetwood Mac Tribute
Key West Theater
21 Jan 2026
MUSIC
November's Community Swim
1319 Duval Street, Key West, FL, United States, Florida 33040
15 Nov 2025
MUSIC
A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg and Reese Dailey
Key West Theatre
14 Feb 2026
MARGARITA BROTHERS @ Jimmy Buffett's Margaritaville Key West, Just added.
Margaritaville Key West
31 Oct 2025
Freedom Flotilla Festival
Key West
19 Dec 2025
FESTIVALS
FREE
Ann Hampton Callaway - Finding Beauty: Inspired Classics and Originals
Tennessee Williams Theatre
17 Nov 2025
ENTERTAINMENT
TUTU Tuesday Pre Party Parade
Mary Ellen's Bar and Kitchen
21 Oct 2025
ENTERTAINMENT
Will Kimbrough at Key West Theater
Key West Theater
31 Oct 2025
ART
Irish Kevin's Annual 80's Party
211 Duval St, Key West, FL, United States, Florida 33040
23 Oct 2025
ENTERTAINMENT
Tommy Emmanuel at Key West Theater
Key West Theater
22 Mar 2026
ART
Key West Fantasy Fest 2025
Sunset Pier
25 Oct 2025
FESTIVALS
USD 88
Mrs. Roper Romp
Sunset Pier ~ Key West
20 Oct 2025
PARTIES
Jimmy Buffet’s The Coral Reefer Band at Coffee Butler Amphitheater
Coffee Butler Amphitheater
16 Jan 2026
MUSIC
ALAMO - STUDIO 69 DISCO PARTY
The Alamo Key West
22 Oct 2025
ENTERTAINMENT
USD 19 TO 88
Mac McAnally at Key West Theater
Key West Theater
5 Dec 2025
ART
Melon Jelly LIVE @ The Alamo, Key West FL 🎶
The Alamo Key West
21 Nov 2025
PARTIES
Scott Kirby- 35 Years of Songs & Stories
Key West Theater
12 Feb 2026
MUSIC
Scott Kirby- 35 Years of Songs & Stories
Key West Theater
15 Jan 2026
MUSIC
Paint & Sip
Key West Lighthouse & Keeper's Quarters Museum
16 Oct 2025
ART
Scott Kirby- 35 Years of Songs & Stories
Key West Theater
26 Feb 2026
MUSIC
Savannah Brady @ Wellen Park
Wellen Park Florida
6 Nov 2025
MUSIC
Swayzees Pajama Pool Party
1319 Duval Street, Key West, FL, United States, Florida 33040
22 Oct 2025
ENTERTAINMENT
Great Gatsby NYE 2026
First Flight Island Restaurant & Brewery
31 Dec 2025
USD 269
Karaoke Night
Sunset Lounge Bar and Grill
16 Oct 2025
KARAOKE
Captain Tony's Party In Plaid
922 Caroline Street, Key West, FL, United States, Florida 33040
21 Oct 2025
PARTIES
December' Community Swim
1319 Duval Street, Key West, FL, United States, Florida 33040
13 Dec 2025
MUSIC
Sloppy Joe's Comic Book Cape-ers Party
Sloppy Joe's Bar
20 Oct 2025
ENTERTAINMENT
Phil Collins Experience at Key West Theater
512 Eaton St, Key West, FL, United States, Florida 33040
26 Jan 2026
MUSIC
Changes In Latitude at Key West Theater
512 Eaton St, Key West, FL, United States, Florida 33040
3 Mar 2026
ENTERTAINMENT
7 Bridges : The Ultimate EAGLES Experience - Key West, FL
Key West Theater
27 Mar 2026
MUSIC
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
Thanksgiving at Four Marlins
1435 Simonton St, Key West, FL 33040
27 Nov 2025
THANKSGIVING
Savannah Brady @ Wellen Park
Wellen Park Florida
23 Oct 2025
MUSIC
An Evening Aglow: A Candlelight Christmas with Marjory Lee
Key West Theatre
16 Dec 2025
MUSIC
Macy Gray
Key West Theater
25 Oct 2025
ART
The Linda Ronstadt Experience
Key West Theater
20 Feb 2026
TRIPS-ADVENTURES
The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews
Key West Theater
24 Nov 2025
MUSIC
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
A Night of OASIS at DURTY HARRY’S
Durty Harry's
27 Jan 2026
MUSIC
The Phil Collins Experience - Tribute
Key West Theater
25 Jan 2026
ART
Los Lobos at Key West Theater
Key West Theater
13 Jan 2026
ART
Paradise Big Band at Tennessee Williams Theatre
Tennessee Williams Theatre
25 Jan 2026
ART
DMTB: The Dave Matthews Tribute Band
Key West Theater
25 Feb 2026
MUSIC
Femmes of Rock at Key West Theater
Key West Theater
10 Dec 2025
TRIPS-ADVENTURES
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
Early Bird Clean Up Duval & Eaton Streets hosted by Berkshire Hathaway Knight & Gardner Realty
Berkshire Hathaway Home Services Knight & Gardner Realty
17 Oct 2025
Krewe de Krazy Life Meet and Greet
Galleon Tiki Bar
19 Oct 2025
MEET-AND-GREET
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