Key West Parties Events

Running of the Elves

Key West 20 Dec 2025

Wesley House Holiday Village & Bike Ride

Coffee Butler Amphitheater 5 Dec 2025

31st Annual Taste of Key West

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

This Blows - Season 2

Key West Theater 21 Nov 2025

Best of Key West Jazz Concert Series

William Weech American Legion Post 168 - All Welcome 29 Nov 2025

17th Annual Rudolph APSMC 5K

Southernmost Beach Resort 13 Dec 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

Rum Infused | Mermaids Pirates in the Garden

5210 College Rd, Key West, FL, United States, Florida 33040 22 Nov 2025

Q West: Comedy Escape 2026

Key West Theater 10 Apr 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 12 Dec 2025

Freedom Flotilla Festival

Key West 19 Dec 2025

Changes In Latitude at Key West Theater

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

Havana Cabana POOL PARTY! - "Sexy Saturday"

Havana Cabana Key West 22 Nov 2025

Great Gatsby NYE 2026

First Flight Island Restaurant & Brewery 31 Dec 2025

Freedom Flotilla Festival

Key West, Floirda 19 Dec 2025

Melon Jelly LIVE @ The Alamo, Key West FL 🎶

The Alamo Key West 21 Nov 2025

Scrooge Macbeth - Opening Night

319 Duval Street, Rear, 33040 9 Dec 2025

December' Community Swim

1319 Duval Street, Key West, FL, United States, Florida 33040 13 Dec 2025

MONDAY NIGHT FOOTBALL SUNSET RUN

Fit2Run, The Runner's Superstore- Key West (Key West) 24 Nov 2025

Thanksgiving Parade Watch Party

1319 Duval Street, Key West, FL, United States, Florida 33040 27 Nov 2025

Kash'd Out at Key West Theater

Key West Theater 16 Jan 2026

Jesse Rice’s “Party At The Pier House” Show

Pier House Resort & Spa 7 Mar 2026

31st Annual Hog's Breath Saloon Hog Trot 5K

400 Front St, Key West, FL, United States, Florida 33040 29 Nov 2025

Femmes of Rock at Key West Theater

Key West Theater 10 Dec 2025

Tim Palmieri & Friends at The Green Parrot

The Green Parrot 12 Dec 2025

Cupid's Chase 5K Key West

Clarence S.Higgs Memorial Beach 14 Feb 2026

Christmas on the Farm Open House

Monroe County Sheriff's Office Animal Farm 14 Dec 2025

Italian Night at the Movies: Light in the Piazza

Tropic Cinema 3 Dec 2025

Gabriel Rutledge

Key West Theater 14 Feb 2026

A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg and Reese Dailey

Key West Theatre 14 Feb 2026

FRLA Monroe Cheers to the Holidays!

Opal Key Resort & Marina 9 Dec 2025

A Night of OASIS at DURTY HARRY’S

Durty Harry's 27 Jan 2026

DMTB: The Dave Matthews Tribute Band

Key West Theater 25 Feb 2026

The Phil Collins Experience - Tribute

Key West Theater 25 Jan 2026

Jimmy Buffet’s The Coral Reefer Band at Coffee Butler Amphitheater

Coffee Butler Amphitheater 16 Jan 2026

Put-in-Bay Days in Key West 2026

Key West, Florida 11 Feb 2026

Key West M**der Mystery: Catch the Killer!

400 South St 28 Jun 2025

The Music of ABBA at Tennessee Williams Theatre

Tennessee Williams Theatre 21 Jan 2026

The Massacoustics at Key West Theater

Key West Theater 4 Feb 2026

Margaritaville at Sea Cruise Ship Special

Key West Rebecca 15 Dec 2025

Key West End of Prohibition Celebration

201 Duval Street, Key West, FL, United States, Florida 33040 3 Dec 2025

Mac McAnally

Key West Theater 3 Dec 2025

4th Annual MAC Patriots Golf Tournament

Key West Golf Club 7 Dec 2025

Diva Royale Drag Queen Show Key West, FL - Weekly Drag Queen Shows

Diva Royale - Drag Queen Show 6 May 2022

Kaitlin Butts in Key West

Truman Waterfront Park Amphitheater 29 Jan 2026

Early Bird Clean Up Duval & Eaton Streets hosted by Key West Woman's Club

Key West Woman's Club 9 Jan 2026

Southernmost Turkey Trot 5K

The Southernmost Point Buoy 27 Nov 2025

Amazing Scavenger Hunt Adventure - Key West, FL

Flagler Station Museum 2 Jul 2015

Los Lobos

Key West Theater 12 Jan 2026

Key West Scavenger Hunt Walking Tour & Game

420 Wall St 17 May 2025

Epic Key West Scavenger Hunt: Beauty At The End of America!

Astro City Playground 3 Aug 2019

Mangoes Drag Brunch Royale - Benefitting Sister Season Fund

Mangoes Restaurant 21 Dec 2025

WOOF Week 2026!

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

Mangoes Drag Brunch Royale - Benefitting Healthy Start Coalition

Mangoes Restaurant 30 Nov 2025

Amazing Scavenger Hunt Adventure - Key West, FL

Key West Historic Seaport, William Street, Key West, FL, USA 21 Jun 2025

The Phil Collins Experience

Key West Theater 27 Jan 2026

A Date Night Adventure! - The Beauty of Key West

115 Front St 24 Jul 2025

A Thrilling Scavenger Hunt! - The Beauty of Key West

115 Front St 24 Sep 2024