Key West Parties Events

2025 Fantasy Fest Parade Viewing Party @ First Flight

First Flight Island Restaurant & Brewery 25 Oct 2025

Dirty Doctors Naughty Nurses Party

Celtic Conch Public House 25 Oct 2025

31st Annual Taste of Key West

Truman Waterfront, Key West, FL, United States, Florida 33040 23 Mar 2026

Murder at the Hard Rock Cafe

Hard Rock Cafe Key West 9 Oct 2025

Pimp And Ho Party

Celtic Conch Public House 24 Oct 2025

Bingo Sunday with Qmitch ~ All Candidates

22 Bingo 12 Oct 2025

Captain Morgan's Masquerade March

Fleming St, Key West, FL 33040, United States 24 Oct 2025

Key West Powerboat Races 2025 - General Admission - Fri

Sunset Pier 7 Nov 2025

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

Hot Tin Roof Restaurant 9 Nov 2025

25th Annual Living Art Expo

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

Meghan Barter: Human Jukebox Release Concert + Listening Party

Key West Theater 10 Oct 2025

Tay Tay Tuesday - In Your Wildest Dreams

Sunset Pier ~ Key West 21 Oct 2025

Pajama And Lingerie Party

Aqua Bar and Nightclub, Duval Street, Key West, FL, USA 23 Oct 2025

"The Fabulous Spectrelles" Featuring Pepa

Kaya Island Eats 10 Oct 2025

IF THE SHOE FITS Key West Queen of the NYE High Heel Shoe Drop: FINALS

Bourbon Street Pub 4 Oct 2025

Tom Sandoval and The Most Extras

Key West Theater 8 Oct 2025

Peter Antoniou at Key West Theater

Key West Theater 11 Oct 2025

Key West Pet Masquerade 2025

Key West Ampitheatre 22 Oct 2025

Glitter Witch Official Halloween Bar Crawl and Party

504 Angela St, Key West, FL, United States, Florida 33040 31 Oct 2025

Cocktails for Animal Tails

Rick's Bar 21 Oct 2025

FYT’S 6TH ANNUAL HAUNTED SCAVENGER HUNT

Curry Mansion Inn 18 Oct 2025

Mermaid Mayhem at the Blue Flamingo Resort

Blue Flamingo Resort Key West 18 Oct 2025

Dave Matthews Tribute Band - BIG Stage / FREE Show

0 Duval Street, Key West, FL, United States, Florida 33040 17 Oct 2025

Dead Doctors & Nurses Haunted Hospital Zombie Watch Party

1317 Duval St, Key West, FL 33040-3131, United States 19 Oct 2025

4th Annual Tat’s for Ta-Ta’s 2025

512 Greene St, Key West, FL 15 Oct 2025

22&Co Bingo Sundays w/Qmitch - All Candidate

22&Co 12 Oct 2025

Buffett Through The Years - Tribute to Jimmy Buffett

Key West Theater 30 Oct 2025

Paparazzi Row Block Party

1129 Fleming St, Key West, FL, United States, Florida 33040 24 Oct 2025

The Fabulous Spectrelles

Kaya Island Eats 3 Oct 2025

Fantasy Fest Celebration

1000 Duval Street, Key West, FL, United States, Florida FL 33040 25 Oct 2025

ACOUSTIC SOUL IN KEY WEST!

Schooner Wharf Bar 3 Oct 2025

1st Annual USCGC Ingham Fundraising Gala

Truman Waterfront Park - West end of Southhard Street, Key West, FL, United States, Florida 33040 22 Nov 2025

Sloppy Joe's 46th Annual Toga Party

Sloppy Joe's 23 Oct 2025

Welcome To The Jungle Black Book Party

Halo, the Saint Hotel rooftop lounge 21 Oct 2025

Will Kimbrough

Key West Theater 30 Oct 2025

Shoreline Sessions Reggae Beach Festival

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

Wheeland Brothers

Key West Theater 8 Nov 2025

October's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 11 Oct 2025

KWBW25: Bottoms Up Pool Party

Island House Key West Gay Hotel & Resort 1 Nov 2025

Wesley House Holiday Village & Bike Ride

Coffee Butler Amphitheater 5 Dec 2025

The Fabulous Spectrelles

Kaya Island Eats 10 Oct 2025

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

Splash Into a New Era! Taylor Swift Album Release Party

Blue Flamingo Resort Key West 5 Oct 2025

Thomas Dolby

Key West Theater 6 Nov 2025

Fantasy Fest 5K Run/Walk

Duval Street 20 Oct 2025

Funk It Up Party

922 Caroline Street, Key West, FL, United States, Florida 33040 23 Oct 2025

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

Key West Theater 12 Oct 2025

TuTu Tuesday 2025 - Tuesday Night Fever & Our Robot Friends

423 Caroline street, Key West, FL, United States, Florida 33040 21 Oct 2025

Hangover Pool Party at Havana Cabana

3420 N. Roosevelt Blvd. , Key West, FL, United States, Florida 33040 26 Oct 2025

On Our Way To Paddy's Day Weekend Celebration!

528 Front Street, Key West, FL, United States, Florida 33040 9 Oct 2025

Gabriel Rutledge

Key West Theater 14 Feb 2026

"I Want to Break Free" Jail and Bail

Tattoos & Scars Saloon - Key West 2 Oct 2025

Costume Swap & Sale!

The Greeen House 11 Oct 2025

LET'S GET LOONEY! FANTASY FEST AFTER PARADE PARTY!

420 Appelrouth Lane, Key West, FL, United States, Florida 33040 25 Oct 2025

Key West 10th Annual Casino Night by SOS Foundation

Beachside Resort & Residences Key West 14 Nov 2025

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026

Thomas Dolby at Key West Theater

Key West Theater 7 Nov 2025

NightCaps and Nightgowns, a Moon Light Pajama Party

319 Duval St, Key West, FL, United States, Florida 33040 25 Oct 2025

Aqua Idol ~ Royal Edition "Floyd PEPA Jenkins for Fantasy Fest KING 2025

AquaPlex Key West 7 Oct 2025

November's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 15 Nov 2025

MARGARITA BROTHERS @ Jimmy Buffett's Margaritaville Key West, Just added.

Margaritaville Key West 31 Oct 2025

DINNER & A SHOW - TONY BALTIMORE makes you dinner!

Key West Theater 26 Nov 2025

Southernmost Half Marathon & 10K

Higgs Beach Key West, Florida 12 Oct 2025

Tacos & Tequila Tuesday

Old Town Mexican Cafe 7 Oct 2025

Bali Bar Party

325 Duval St, Key West, FL 33040-6565, United States 7 Nov 2025

Mrs. Roper Romp

Sunset Pier ~ Key West 20 Oct 2025

ALAMO - COWBOYS, COWGIRLS & MONSTERS

The Alamo Key West 23 Oct 2025

TUTU Tuesday Pre Party Parade

Mary Ellen's Bar and Kitchen 21 Oct 2025

Trick or Treat Party at the Farmers Market

21 E Quay Rd, Key West, FL, United States, Florida 33040 30 Oct 2025

BARBIE’S PINK POOL PARTY FOR BREAST CANCER AWARENESS

200 William St, Key West, FL, United States, Florida 33040 17 Oct 2025

Irish Kevin's Annual 80's Party

211 Duval St, Key West, FL, United States, Florida 33040 23 Oct 2025

Monarch Fine Art Grand Opening Celebration

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

Key West Halloween Drag Brunch Royale

Mangoes Restaurant 19 Oct 2025

LUV2GLOW - VIVID DREAMS - FANTASY FEST 2025 @Rick's Key West

Rick's Bar 22 Oct 2025

Key West Fantasy Fest 2025

Sunset Pier 25 Oct 2025

ALAMO - STUDIO 69 DISCO PARTY

The Alamo Key West 22 Oct 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Paint & Sip

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

Cupid's Chase 5K Key West

Clarence S.Higgs Memorial Beach 14 Feb 2026

Swayzees Pajama Pool Party

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

Great Gatsby NYE 2026

First Flight Island Restaurant & Brewery 31 Dec 2025

Paint this Skull Mug!

5700 4th Avenue, Key West, FL 9 Oct 2025

Sloppy Joe's Slumber Party

Sloppy Joe's 22 Oct 2025

Sloppy Joe's Comic Book Cape-ers Party

Sloppy Joe's Bar 20 Oct 2025

Brews & Empanadas

The Alamo Key West 14 Nov 2025

Post-Fest Plunge Ice Bath Social

Kava Culture Key West 26 Oct 2025

Dante's 4th of July Pool Party!

Dante's Pool Bar & Restaurant 21 Oct 2025

Captain Tony's Party In Plaid

922 Caroline Street, Key West, FL, United States, Florida 33040 21 Oct 2025

Early Bird Clean Up Virginia & Watson Streets hosted by Unity of the Keys

Unity of the Keys 7 Nov 2025

Key’s Collection Racer’s Party (Sunset Greene Lawn)

3820 N Roosevelt Blvd, Key West, FL 33040-4535, United States 4 Nov 2025

Under the Sea Party

Dante's Pool Bar & Restaurant 20 Oct 2025

Bahama Village Goombay Festival

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

All Candidate Event at The Gardens Hotel

The Gardens Hotel Key West Florida 8 Oct 2025

Goddess Archetype

508 Southard Street #107, Key West, FL, United States, Florida 33040 17 Oct 2025

Changes In Latitude at Key West Theater

512 Eaton St, Key West, FL, United States, Florida 33040 3 Mar 2026

Italian Night at the Movies: The Bicycle Thief

Tropic Cinema 5 Nov 2025

CHANNEL 3 AND REGGAE LOU & THE KIND BUDZ REHAB POOL PARTY

200 William St, Key West, FL, United States, Florida 33040 26 Oct 2025

Little Black Dress (LBD) Party

Captain Tony's Saloon Key West 18 Oct 2025

The Our Dave KW Pub Crawl

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

Tim Palmieri & Friends at The Green Parrot

The Green Parrot 12 Dec 2025