Upcoming Key West Events

Check out what's happening all around Key West, FL

Buffett Through The Years

 Fri, 31 Oct at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Mac McAnally in Key West

 Fri, 05 Dec at 08:00 pm Key West Theater

Peter Antoniou "Psychic" Comedian

 Sat, 11 Oct at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

2025 Fantasy Fest Parade Viewing Party @ First Flight

 Sat, 25 Oct at 06:00 pm First Flight Island Restaurant & Brewery USD 177 to 212

Dirty Doctors Naughty Nurses Party

 Sat, 25 Oct at 09:00 pm Celtic Conch Public House USD 30 to 115

UCF and FIU Baseball in Key West

 Sat, 11 Oct at 06:00 pm Rex Weech Field USD 18 to 500

Key West Powerboat Races 2025 - VIP Tent - SUNDAY

 Sun, 09 Nov at 09:00 am Sunset Pier USD 461 to 518

31st Annual Taste of Key West

 Mon, 23 Mar at 06:00 pm Truman Waterfront, Key West, FL, United States, Florida 33040

Bingo Sunday with Qmitch ~ All Candidates

 Sun, 12 Oct at 05:00 pm 22 Bingo

Murder at the Hard Rock Cafe

 Thu, 09 Oct at 05:00 pm Hard Rock Cafe Key West

Pimp And Ho Party

 Fri, 24 Oct at 09:00 pm Celtic Conch Public House USD 41 to 149

Peter Antoniou at Key West Theater

 Sat, 11 Oct at 08:00 pm Key West Theater

Key West Powerboat Races 2025 - VIP Tent - FRIDAY

 Fri, 07 Nov at 09:00 am Sunset Pier USD 461 to 518

Southernmost Playboy House - Beach Bunny Pool Party Bash

 Fri, 24 Oct at 12:00 pm Southernmost House

Clay Walker @ Country Music Cruise in Key West

 Wed, 29 Oct at 07:00 pm Country Music Cruise

Key West Powerboat Races 2025 - General Admission - Fri

 Fri, 07 Nov at 09:00 am Sunset Pier USD 71 to 105

Pajama And Lingerie Party

 Thu, 23 Oct at 10:30 pm Aqua Bar and Nightclub, Duval Street, Key West, FL, USA USD 30 to 115

Key West Powerboat Races 2025 - Hot Tin Roof Balcony - SUNDAY

 Sun, 09 Nov at 09:00 am Hot Tin Roof Restaurant USD 403 to 805

Dante's 19th Annual Halos & Horns Pool Party

 Thu, 23 Oct at 12:00 pm Dante's Pool Bar & Restaurant

Mac McAnally in Key West

 Sat, 06 Dec at 08:00 pm Key West Theater

Peter Antoniou at Key West Theater

 Sat, 11 Oct at 08:00 pm Key West

Meghan Barter: Human Jukebox Release Concert + Listening Party

 Fri, 10 Oct at 07:00 pm Key West Theater

Lost. Lust. Pixie Dust: A Return To Neverland

 Fri, 17 Oct at 07:00 pm Key West Theater

Stormfront Live @ The Alamo

 Sat, 11 Oct at 08:00 pm The Alamo Key West

Lotus Flow Community A Sacred Somatic Activation

 Sat, 11 Oct at 10:00 pm 508 Southard Street #107, Key West, FL, United States, Florida 33040

Tay Tay Tuesday - In Your Wildest Dreams

 Tue, 21 Oct at 06:00 pm Sunset Pier ~ Key West

Brokeback & Beyond: A Western Movie Night

 Sun, 12 Oct at 08:00 pm The Birdcage Cabaret

OCT 11TH

Sat, 11 Oct at 06:00 pm 1908 Flagler Ave., Key West, FL, United States, Florida 33040

Mangoes 2025 Fantasy Fest Parade Party

 Sat, 25 Oct at 06:00 pm Mangoes Restaurant Key West

"The Fabulous Spectrelles" Featuring Pepa

 Fri, 10 Oct at 08:00 pm Kaya Island Eats

Macy Gray at Key West Theater

 Fri, 24 Oct at 09:00 pm Key West Theater

That Arena Rock Show

 Sat, 18 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Hard Rock Cafe VIP Parade Dinner Party

 Sat, 25 Oct at 06:00 pm Hard Rock Cafe Key West

80s & 90s Trivia Night

 Sun, 12 Oct at 07:00 pm 126 Simonton Street, Key West, FL, United States, Florida 33040

Crystal Gayle at Key West Theater

 Sat, 22 Nov at 08:00 pm Key West Theater

Parade Viewing Party at La Te Da

 Sat, 25 Oct at 06:00 pm La Te Da

Captain Morgan's Masquerade March

 Fri, 24 Oct at 05:30 pm Fleming St, Key West, FL 33040, United States

Service Industry Night at Mary Ellen's

 Sun, 12 Oct at 09:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Crystal Gayle

 Sat, 22 Nov at 08:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Time to Talk Turkey!

 Sat, 15 Nov at 07:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040

Surf's Up

 Fri, 24 Oct at 07:00 pm Hog's Breath Saloon

The Wheeland Brothers

 Fri, 07 Nov at 07:00 pm Key West Theater

Mike Stack and Friends on the BIG stage at the Sunset Pier

 Sat, 11 Oct at 05:30 pm Sunset Pier ~ Key West

Time to Talk Turkey!

 Sat, 22 Nov at 07:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040

Tom Sandoval and The Most Extras

 Wed, 08 Oct at 07:00 pm Key West Theater

2026 Annual Southernmost Conch Republic POLAR PLUNGE

 Sun, 08 Feb at 12:00 pm Higgs Beach Key West, Florida

KEY WEST, FL - The Marshall Morlock Band @ Hard Rock Key West (Oct. 17th)

 Fri, 17 Oct at 08:00 pm Hard Rock Cafe Key West

4th Annual Tat’s for Ta-Ta’s 2025

 Wed, 15 Oct at 07:00 pm 512 Greene St, Key West, FL

Key West Pet Masquerade 2025

Wed, 22 Oct at 05:00 pm Key West Ampitheatre

DEADFEST KEY WEST - FALL SESSIONS - DEC 5th, 6th & 7th

 Fri, 05 Dec at 03:00 pm The Alamo Key West

Mac McAnally in Key West

 Thu, 04 Dec at 08:00 pm Key West Theater

Dave Matthews Tribute Band - BIG Stage / FREE Show

 Fri, 17 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

GAMEDAY! College Football at Mary Ellen's!

 Sat, 11 Oct at 12:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Rock the Tatas 💕

 Thu, 23 Oct at 07:00 pm 409 Caroline St, Key West, FL

25th Annual Living Art Expo

 Fri, 24 Oct at 07:00 pm 0 Duval Street, Key West, FL, United States, Florida 33040

Drag Queen Bingo!

 Sun, 12 Oct at 05:00 pm 504 Angela St, Key West, FL, United States, Florida 33040

Bangers and Mash at the Celtic Conch

 Sat, 25 Oct at 05:00 pm Celtic Conch Public House

Jukebox Wizard with Landon!

 Wed, 08 Oct at 07:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

ABC ( Anything But Clothes ) Party

 Wed, 22 Oct at 08:00 pm Halo, the Saint Hotel rooftop lounge USD 30 to 58

Cocktails for Animal Tails

 Tue, 21 Oct at 08:00 pm Rick's Bar

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

Sun, 12 Oct at 07:30 pm Key West Theater

Thursday Night One-Piece

 Thu, 09 Oct at 08:00 pm 2506 N Roosevelt Blvd, Suite 101, Key West, FL, United States, Florida 33040

Official USSA Steinholding Competition

 Sat, 11 Oct at 06:00 pm 522 FRONT ST, Key West, FL, United States, Florida 33040

“Cooking with Salt and Pepa.”

 Fri, 10 Oct at 07:00 pm Key West Cooking Show

Sloppy Joe's Hangover Headquarters

 Fri, 17 Oct at 10:00 am Sloppy Joe's Bar

Cowboys, Cowgirls, and Monsters

 Thu, 23 Oct at 07:00 pm The Alamo Key West

Crystal Gayle

 Fri, 21 Nov at 07:00 pm Key West Theater

Gentle Movement + Sound Bath with Amanda

 Sat, 11 Oct at 07:00 pm 612 Fleming Street, Key West, FL, United States, Florida 33040

Buffett Through The Years - Tribute to Jimmy Buffett

 Thu, 30 Oct at 07:00 pm Key West Theater

Black Friday Shopping Extravaganza

 Fri, 28 Nov at 10:00 am Truman Waterfront Park

Hilariously Inappropriate Drag Queen Bingo - A Comedy Show With Balls

 Fri, 10 Oct at 06:00 pm 512 Eaton St, Key West, FL, United States, Florida 33040

Zack Seemiller: This Show Saves Lives

Sun, 16 Nov at 07:00 pm Key West Theater

Sunday Funday!

 Sun, 12 Oct at 11:00 am 0 Duval Street, Key West, FL, United States, Florida 33040

Fantasy Fest Celebration

 Sat, 25 Oct at 12:00 pm 1000 Duval Street, Key West, FL, United States, Florida FL 33040

22&Co Bingo Sundays w/Qmitch - All Candidate

 Sun, 12 Oct at 05:00 pm 22&Co

All Candidate Event at The Gardens Hotel

 Wed, 08 Oct at 05:00 pm The Gardens Hotel Key West Florida

1st Annual USCGC Ingham Fundraising Gala

 Sat, 22 Nov at 05:00 pm Truman Waterfront Park - West end of Southhard Street, Key West, FL, United States, Florida 33040

FYT’S 6TH ANNUAL HAUNTED SCAVENGER HUNT

 Sat, 18 Oct at 07:00 pm Curry Mansion Inn USD 27

The 4th Annual “Party Like a Rockstar “

 Wed, 22 Oct at 06:00 pm Kaya Island Eats

The Price is Right: 250 Edition

 Thu, 23 Oct at 06:00 pm Sunset Lounge Sigsbee

Follow The Rabbit... (6PM)

 Sat, 13 Dec at 06:00 pm Key West Theater

Sunset Hour at Flama Cabana

 Wed, 08 Oct at 05:00 pm 3420 N. Roosevelt Blvd. , Key West, FL, United States, Florida 33040

Will Kimbrough

 Thu, 30 Oct at 07:00 pm Key West Theater

Scary Movie Slumber Party

 Thu, 09 Oct at 10:00 pm 504 Angela St, Key West, FL, United States, Florida 33040

Sunday Funday Football at Mary Ellen's!

 Sun, 12 Oct at 12:00 pm 420 Appelrouth Lane, Key West, FL, United States, Florida 33040

Peter Antoniou

 Fri, 10 Oct at 07:00 pm Key West Theater

KEY WEST FIRE DEPT. 150TH ANNIVERSARY CELEBRATION - TRUMAN WATERFRONT - KEY WEST, FLA

 Sat, 11 Oct at 01:00 pm Truman Waterfront

October's Community Swim

 Sat, 11 Oct at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

Plogging the Keys Early Bird Cleanup

 Fri, 10 Oct at 08:00 am 510 Greene Street, 1st Floor, Key West, FL, United States, Florida 33040

Shoreline Sessions Reggae Beach Festival

Sat, 01 Nov at 04:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040

The Bedtime Bizarre at Blue Flamingo Resort

 Wed, 22 Oct at 06:00 pm Blue Flamingo Resort Key West

Southern Most HazMat Conference

 Tue, 03 Feb at 08:00 am 3841 North Roosevelt Blvd., Key West, FL, United States, Florida

STORMFRONT ROCKING KEY WEST

 Fri, 10 Oct at 08:00 pm The Alamo Key West

Sloppy Joe's 46th Annual Toga Party

 Thu, 23 Oct at 08:00 pm Sloppy Joe's

The Fabulous Spectrelles

 Fri, 10 Oct at 08:00 pm Kaya Island Eats

Tom Sandoval & The Most Extras

 Thu, 09 Oct at 08:00 pm Key West Theater

VIVA'S GRAND FINALE - VIEWING & DINNER PARADE PARTY

 Sat, 25 Oct at 06:00 pm Viva Argentinian Steakhouse USD 56 to 145

KWBW25: Bottoms Up Pool Party

 Sat, 01 Nov at 02:00 pm Island House Key West Gay Hotel & Resort

Post-Fest Plunge Ice Bath Social

 Sun, 26 Oct at 02:00 pm Kava Culture Key West

Wheeland Brothers

 Sat, 08 Nov at 08:00 pm Key West Theater
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