Key West Parties Events

Deep Eddy Vodka 2026 Fantasy Fest Parade

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

Captain Morgan's Masquerade March

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

Key West OktoBREWfest

1319 Duval Street, Key West, FL, United States, Florida 33040 3 Oct 2026

Fantasy Fest Street Fair & Costume Promenade

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

Bahama Village Goombay Festival - A Family Friendly Event

Petronia St, Key West, FL 33040, United States 16 Oct 2026

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

Rick's Bar 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

Nine One Five's Fantasy Fest Parade Viewing Party

Nine One Five 24 Oct 2026

2026 Fantasy Fest Parade Viewing Party @ First Flight

First Flight Island Restaurant & Brewery 24 Oct 2026

Key West Singles Sandbar Social

811 Palm Ave #10, Key West, FL 23 Sep 2026

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

TBA 31 Oct 2026

Brews & Blues

Blue Flamingo Resort Key West 2 Oct 2026

Party Like a Rockstar

319 Duval St, Key West, FL 24 Oct 2026

Gold Pool Parties

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

Lip Sync & Lifeguards - A Fantasy Fest Pool Party

Blue Flamingo Resort Key West 17 Oct 2026

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

TBA 30 Oct 2026

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

TBA 31 Oct 2026

VIP Parade Viewing Party At The New Smokin Tuna!

Smokin' Tuna Saloon 24 Oct 2026

Cocktails for Animal Tails - A Fantasy Fest Party!

Rick's Key West 20 Oct 2026

A Green Parrot Beatle Tribute

The Green Parrot 19 Oct 2026

33rd Annual Homemade Bikini Contest

Irish Kevin's 21 Oct 2026

Golden Hour - Sunset Experience by Electroniconch

Galleon Marina 19 Oct 2026

Garrison Keillor & Erica Rhodes

Key West Theater 27 Oct 2026

Key West Powerboat Races 2026 - VIP Tent - SUNDAY

Sunset Pier 8 Nov 2026

Key West Powerboat Races 2026 - VIP Tent - FRIDAY

Sunset Pier 6 Nov 2026

Southernmost Slow Riders in the Fantasy Fest parade

Truman Annex 24 Oct 2026

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

TBA 29 Oct 2026

Zombie Night at Captain Tony's Saloon

Captain Tony's Saloon Key West 18 Oct 2026

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

Conch Republic Seafood Company 22 Oct 2026

Dante's Annual Halos & Horns Pool Party

Dante's Pool Bar & Restaurant 22 Oct 2026

Halloween Eve Bar Crawl 10/30 - KEY WEST

La Concha Key West, Autograph Collection 30 Oct 2026

Sloppy Joe's Comic Book Caper-ers Party

Sloppy Joe's Key West 19 Oct 2026

NINA STYLY X ELECTRONICONCH RECORDS - FASHION THROGHT SOUND

Viva Argentinian Steakhouse 23 Oct 2026

Halloween Bar Crawl 10/31 - KEY WEST

La Concha Key West, Autograph Collection 31 Oct 2026

Pool Party, Cannonball Contest, Tea Dance

Southernmost Beach Resort, La Te Da 27 Sep 2026

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

Viva Argentinian Steakhouse 24 Oct 2026

Haunted "Conch Train"! The CREEPY Story of Carl Tanzler!

Southernmost Beach Resort 8 Oct 2026

Pirate Night

Captain Tony's Saloon Key West 23 Oct 2026

Creative Hat Party

Captain Tony's Saloon "Oldest Bar In Florida" 16 Oct 2026

Sins & Sequins - An Official Fantasy Fest Event

Blue Flamingo Resort Key West 21 Oct 2026

Full Moon Ghost Show

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

Tutu Tuesday Pre-Party Bar Crawl

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

We Will Rock You at Captain Tony's

Captain Tony's Saloon Key West 24 Oct 2026

Reggae Rehab Pool Party With Channel 3

The Marker Key West Resort 25 Oct 2026

Full Moon Party At Simonton Beach Reggae Vibes

Lagerheads Beach Bar & Watersports 26 Sep 2026

Irish Kevin's Annual 80's Party

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

Key West Murder Mystery 2: Crime on Date Night!

502 Whitehead St, Key West 1 Oct 2026

Fantasy Fest Royal Campaign All Candidate Event at The Gardens Hotel!

Gardens Hotel 14 Oct 2026

Barbie's Pink Pool Party For Breast Cancer Awareness At The Marker

The Marker Key West Resort 16 Oct 2026

Summer Bingo Night (Free Entry)

Key West Theater 16 Sep 2026

Floatapalooza Fantasy Fest at The Reach

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

"Rhinestones & Rocky Horror" themed CommuniTEA Dance benefiting Marc Key West

Alexander's Guesthouse Key West 26 Sep 2026

KEY WEST OYSTER FEST: A BENEFIT FOR THE GULF OYSTER

Half Shell Raw Bar 14 Nov 2026

GLAMOROUS DEAD & UNDEAD POPSTARS PARTY - at Viva's

Viva Argentinian Steakhouse 22 Oct 2026

Key West Pet Masquerade 2026

Key West Ampitheatre 21 Oct 2026

Random Acts of Kindness Spree in Key West

201 Front St Garage 23 Sep 2026

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

Viva Argentinian Steakhouse 23 Oct 2026

Tay-Tay Tuesday - Life of a Showgirl

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

Little Black Dress (LBD) Party

Captain Tony's Saloon Key West 17 Oct 2026

Fantasy Fest Body Paint at Margaritaville!

Margaritaville Restaurant, Key West 18 Oct 2026

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

The Marker Key West Resort 22 Oct 2026

Dirty Doctors Naughty Nurses Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 24 Oct 2026

Krewe de Krazy Life Meet and Greet and Costume Parts Exchange

Galleon Tiki Bar 18 Oct 2026

SOMO Short "Cut" DEAD ZONE Block & Watch Party

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

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

Sebago Watersports 31 Oct 2026

Swayzees Music Icons Pool Party at Shores Pool

Southernmost Beach Resort 21 Oct 2026

Key West 11th Annual Casino Night by SOS Foundation

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

Fantasy Fest 26th Annual Living Art Expo

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

What I Did Fur Love Royal Coronation!

Coffee Butler Amphitheater 16 Oct 2026

Copy of Seattle Hidden Gems Experience

Mallory Square 28 Jul 2026

Mangoes Drag Brunch Royale Christmas Show

Mangoes Restaurant 20 Dec 2026

Cabaret at the Roost

The Roost 1 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

October's Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 17 Oct 2026

STUDIO 69 DISCO PARTY - at Viva's

Viva Argentinian Steakhouse 21 Oct 2026

Captain Tony's Party In Plaid

Captain Tony's Saloon Key West 20 Oct 2026

Wharfstock at the Schooner Wharf Bar

Schooner Wharf Bar 21 Oct 2026

Mrs. Roper Romp

Sunset Pier ~ Key West 19 Oct 2026

ZaneCrawl • Key West • 11/13-11/15

Key West 13 Nov 2026

Killer Prom (11/13)

Key West Theater 13 Nov 2026

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

Key West Aquarium 14 Nov 2026

12th Annual Onesie Pub Crawl!

512 Greene St, Key West, FL 7 Feb 2027

Greatest Hits Pool Party at Winslow's Bungalows

725 Truman Ave, Key West, FL 33040-6423, United States 20 Oct 2026

Dinner with Entrepreneurs: Small Town, Small Business Edition | Key West

Restaurant of the Week 13 Dec 2025

Welcome To The Jungle Party

Southernmost Pint Brewpub - Blast Beer Company Brewery 20 Oct 2026

Killer Prom (11/14)

Key West Theater 14 Nov 2026

Trivia Night

1319 Duval Street, Key West, FL, United States, Florida 33040 4 Nov 2026

Killer Prom (11/8)

Key West Theater 8 Nov 2026

Put-in-Bay Days in Key West 2027

Key West, Florida 10 Feb 2027

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg, Reese Dailey & Special Guests

Key West Theatre 13 Feb 2027

Daily Happy Hour at Orchid Key Inn Bar

Orchid Key Inn 16 Oct 2026

An Evening Aglow: A Candlelight Christmas with Marjory Lee

Key West Theater 15 Dec 2026

Disco Fever Costume Party

Key West Gallery 22 Oct 2026

Photo Op Fest Letters All Day

631 Greene St, Key West, FL 33040-6624, United States 16 Oct 2026

The Restless Natives: Macon, Georgia's tribute to The Allman Brothers Band

Key West Theater 1 Jan 2027

Brian Patafie

Key West Theater 7 Jan 2027

2027 Cupid's Chase 5K Key West

Higgs Beach Pavilion, 1000 Atlantic Boulevard, Key West, FL US 33040 13 Feb 2027

3rd Annual Moose March

Key West Moose Lodge 1760 7 Mar 2027