Key West Parties Events

Deep Eddy Vodka 2026 Fantasy Fest Parade

Duval St, Key West, FL 33040, United States 24 Oct 2026

The Fright Crawl | Key West's #1 Halloween Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

The Fright Crawl | Key West Halloween Day Bar Crawl 2026 | Sat, Oct 31

TBA 31 Oct 2026

Captain Morgan's Masquerade March

1117 Fleming St, Key West, FL 33040-6909, United States 23 Oct 2026

Fantasy Fest Street Fair & Costume Promenade

Duval St, Key West, FL 33040, United States 23 Oct 2026

LUV2GLOW - LIQUID FREQUENCY - FANTASY FEST 2026 at Rick's Key West

Rick's Bar 21 Oct 2026

The Fright Crawl | Key West Halloween Bar Crawl 2026 | Fri, Oct 30

TBA 30 Oct 2026

2026 Fantasy Fest Parade Viewing Party @ First Flight

First Flight Island Restaurant & Brewery 24 Oct 2026

"The Fat Lady Sings" Tea Dance

La Te Da 25 Oct 2026

Paparazzi Row Block Party

1129 Fleming St, Key West, FL, United States, Florida 33040 23 Oct 2026

Friday Night Fever Fantasy Fest Party at Hog's Breath *FREE EVENT*

400 Front St, Key West, FL, United States, Florida 33040 23 Oct 2026

Nine One Five's Fantasy Fest Parade Viewing Party

Nine One Five 24 Oct 2026

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Sunset Pier 6 Nov 2026

The Fright Crawl | Key West Halloween Bar Crawl 2026 | Thurs, Oct. 29

TBA 29 Oct 2026

Party Like a Rockstar

319 Duval St, Key West, FL 24 Oct 2026

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Sunset Pier 8 Nov 2026

VIP Parade Viewing Party At The New Smokin Tuna!

Smokin' Tuna Saloon 24 Oct 2026

Garrison Keillor & Erica Rhodes

Key West Theater 27 Oct 2026

Sloppy Joe's 47th Annual Toga Party

Sloppy Joe's Key West 22 Oct 2026

5th Annual Party Like A Rockstar Party

The Key West Empourium 21 Oct 2026

A Green Parrot Beatle Tribute

The Green Parrot 19 Oct 2026

Halloween Bar Crawl 10/31 - KEY WEST

La Concha Key West, Autograph Collection 31 Oct 2026

33rd Annual Homemade Bikini Contest

Irish Kevin's 21 Oct 2026

Halloween Eve Bar Crawl 10/30 - KEY WEST

La Concha Key West, Autograph Collection 30 Oct 2026

Southernmost Scavenger Hunt's 7th Annual Fantasy Fest Bar Crawl

Conch Republic Seafood Company 22 Oct 2026

Southernmost Slow Riders in the Fantasy Fest parade

Truman Annex 24 Oct 2026

Cocktails for Animal Tails - A Fantasy Fest Party!

Rick's Key West 20 Oct 2026

Midnight Mass: A Heated GAYthering

1129 Fleming St, Key West, FL, United States, Florida 33040 23 Oct 2026

Zombie Night at Captain Tony's Saloon

Captain Tony's Saloon Key West 18 Oct 2026

VIVA'S GRAND FINALE - FANTASY FEST PARADE VIEWING & DINNER PARTY

Viva Argentinian Steakhouse 24 Oct 2026

NINA STYLY X ELECTRONICONCH RECORDS - FASHION THROGHT SOUND

Viva Argentinian Steakhouse 23 Oct 2026

Reggae Rehab Pool Party With Channel 3

The Marker Key West Resort 25 Oct 2026

Dante's Annual Halos & Horns Pool Party

Dante's Pool Bar & Restaurant 22 Oct 2026

Tutu Tuesday Pre-Party Bar Crawl

420 Applerouth Ln, Key West, FL 33040-6535, United States 20 Oct 2026

Sins & Sequins - An Official Fantasy Fest Event

Blue Flamingo Resort Key West 21 Oct 2026

Sloppy Joe's Comic Book Caper-ers Party

Sloppy Joe's Key West 19 Oct 2026

Havana Cabana At Key West's Duck, Duck, Booze Pool Party

Havana Cabana Key West 19 Oct 2026

Gold Pool Parties

1129 Fleming St, Key West, FL, United States, Florida 33040 20 Sep 2026

Pirate Night

Captain Tony's Saloon Key West 23 Oct 2026

We Will Rock You at Captain Tony's

Captain Tony's Saloon Key West 24 Oct 2026

ABC ( Anything But Clothes ) Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 21 Oct 2026

Illusions The Drag Queen Show Key West - Drag Queen Show - Key West, FL

Illusions the Drag Queen Show Key West 21 Aug 2026

Floatapalooza Fantasy Fest at The Reach

1435 Simonton St, Key West, FL 33040 22 Oct 2026

The Gold Party - Fantasy Fest Edition!

1129 Fleming St, Key West, FL, United States, Florida 33040 21 Oct 2026

Irish Kevin's Annual 80's Party

211 Duval St, Key West, FL, United States, Florida 33040 22 Oct 2026

Asylum Circus Haunted House for all ages!

1908 Flagler Ave., Key West, FL 30 Oct 2026

Mamma Mia’s Margaritaville Pool Party

2001 S Roosevelt Blvd, Key West, FL 33040-5243, United States 19 Oct 2026

KEY WEST OYSTER FEST: A BENEFIT FOR THE GULF OYSTER

Half Shell Raw Bar 14 Nov 2026

Florida Keys Council of the Arts Fantasy Fest Poster Signing Party

La Concha Key West 20 Oct 2026

The Blue Party at the Backyard Bar

The Key West Empourium 24 Oct 2026

Key West Pet Masquerade 2026

Key West Ampitheatre 21 Oct 2026

Muscle Men Male Strippers Revue & Male Strip Club Shows Key West FL

Muscle Men Male Strippers Key West 23 Oct 2026

Welcome To The Jungle Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 20 Oct 2026

2026 - Saturday, Oct. 31 - Jerry Diaz's Key West Sunset "Booze Cruise"!

Sebago Watersports 31 Oct 2026

Fantasy Sunsets Vip Yacht Experience

The Perry Hotel & Marina Key West 16 Oct 2026

Dirty Doctors Naughty Nurses Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 24 Oct 2026

FUNKY GRATEFUL DEAD GET DOWN PARTY (6-piece band) & 4 DJ's AFTER PARTY

Viva Argentinian Steakhouse 23 Oct 2026

The Rocky Horror Picture Show

Tropic Cinema 21 Oct 2026

Fairy GayZombies join the Zombie Bike Ride!

West Martello Tower 18 Oct 2026

Swayzees Music Icons Pool Party at Shores Pool

Southernmost Beach Resort 21 Oct 2026

Full Moon Magic Ghost Stories

1319 Duval Street, Key West, FL, United States, Florida 33040 26 Oct 2026

Pimp And Ho Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 23 Oct 2026

Tay-Tay Tuesday - Life of a Showgirl

0 Duval Street, Key West, FL, United States, Florida 33040 20 Oct 2026

Masquerade Monday Wine Dinner Presented by Bogle Wines

A&B Lobster House 19 Oct 2026

Les Greene & The Swayzees Musical Icons Pool Party Take 2 At The Marker Resort

The Marker Key West Resort 22 Oct 2026

“MOULIN ROUGE”: Sing-Along Movie Night In The Courtyard

524 Front St, Key West, FL 33040-6658, United States 22 Oct 2026

GLAMOROUS DEAD & UNDEAD POPSTARS PARTY - at Viva's

Viva Argentinian Steakhouse 22 Oct 2026

SOMO Short "Cut" DEAD ZONE Block & Watch Party

1319 Duval Street, Key West, FL, United States, Florida 33040 18 Oct 2026

2026 - Friday, Oct. 30 - Jerry Diaz's Key West Sunset "Booze Cruise"

Sebago Watersports 30 Oct 2026

Rockin' it as Cowboys, Cowgirls, and Indians

Captain Tony's Saloon Key West 22 Oct 2026

Key West 11th Annual Casino Night by SOS Foundation

Casa Marina Key West, Curio Collection by Hilton 13 Nov 2026

Fantasy Fest Body Paint at Margaritaville!

Margaritaville Restaurant, Key West 18 Oct 2026

Krewe de Krazy Life Meet and Greet and Costume Parts Exchange

Galleon Tiki Bar 18 Oct 2026

Fantasy Fest 26th Annual Living Art Expo

0 Duval Street, Key West, FL, United States, Florida 33040 23 Oct 2026

Key West Murder Mystery 2: Crime on Date Night!

502 Whitehead St, Key West 1 Nov 2026

The 5th Annual Captain Morgan's Pirate Party

The Key West Empourium 23 Oct 2026

Dante's 4th of July Pool Party!

Dante's Pool Bar & Restaurant 20 Oct 2026

STUDIO 69 DISCO PARTY - at Viva's

Viva Argentinian Steakhouse 21 Oct 2026

DJ Sanaris at Garden of Eden

Garden of Eden Key West 18 Oct 2026

Under the Sea Party

Dante's Pool Bar & Restaurant 19 Oct 2026

Captain Tony's Party In Plaid

Captain Tony's Saloon Key West 20 Oct 2026

“WICKED” Sing-Along Movie Night In The Courtyard

524 Front St, Key West, FL 33040-6658, United States 19 Oct 2026

ZaneCrawl • Key West • 11/13-11/15

Key West 13 Nov 2026

Wharfstock at the Schooner Wharf Bar

Schooner Wharf Bar 21 Oct 2026

Daft After Dark / Fantasy Fest Parade Watch & After Party

1004 Duval St, Key West, FL, United States, Florida 33040 24 Oct 2026

Killer Prom (11/6)

Key West Theater 6 Nov 2026

HOWLoween Pet Walk and Costume Contest

Sunset Lounge Sigsbee 28 Oct 2026

Jazz In The Gardens!

526 Angela St 25 Oct 2026

ROCK 'N Rolling Heaven & HELL!

Key West, FL, United States, Florida 33040 24 Oct 2026

Sea Turtle Shell-ebration with Save-A-Turtle in the Florida Keys!

Key West Aquarium 14 Nov 2026

Mangoes Drag Brunch Royale Christmas Show

Mangoes Restaurant 20 Dec 2026

Killer Prom (11/7)

Key West Theater 7 Nov 2026

Mrs. Roper Romp

Sunset Pier ~ Key West 19 Oct 2026

Marilyn Monroe Monday Mararthon

Tropic Cinema 19 Oct 2026

32nd Annual Hog's Breath Saloon Hog Trot 5K

400 Front St, Key West, FL, United States, Florida 33040 28 Nov 2026

Fantasy Fest Les Greene & the Swazees The Marker Key West Harbor Resort on October 22

The Marker Key West Harbor Resort 22 Oct 2026

Killer Prom (11/13)

Key West Theater 13 Nov 2026

Mitch match night

Coral City Elks Lodge # 610 23 Oct 2026

Random Acts of Kindness Spree in Key West

201 Front St Garage 18 Oct 2026

Fantasy Fest Greatest Hits Pool Party

Winslow's Bungalows - Key West Historic Inns 20 Oct 2026