Man holding pride flag

All About Key West Pride 2019

Those of you coming down to Key West to celebrate Pride 2019 will share an unforgettable experience. This year’s Pride celebration will consist of five days of unique events, pool parties, a street fair, parade, and much more. 

We break down exactly where you need to be at Key West Pride. Follow this guide to navigate the vast lineup of things to do. Enjoy!


Key West Pride and Key West Stoli Classic Championship 

June 5th, 5pm at The Island House

The Island House in Key West will host a free celebration to kick off the Key West Pride 2019. Enjoy a two-hour party with an open bar of Stoli cocktails. The inclusive and festive vibe of this gathering is emblematic of the Key West community and the Pride celebration that takes place here. 

Four more opening night events will follow the Key West Stoli Classic Championship. 

  1. A performance entitled “The Pride,” presented by Fringe Theatre at Studios of Key. 
  2. The popular pageant Miss Pride 2019 will take place at Bourbon Bar.
  3. Bourbon Bar will host a round of XXX Trivia. 
  4. The last event of this evening is an exclusive PRIDE film screening at Tropic Cinema. 

It’s a whirlwind of a night!


Naked Pool Party

June 7th, 12pm at Key West’s Island House

Moving into the middle of the Pride Week in Key West calendar, there’s a lot to look forward to on this Friday. The first event will be for men only: a clothing-discouraged pool party.


Theater, Music, and Parties Continue

June 7th, 7pm at Waterfront Playhouse

At the Waterfront Playhouse a performance of “The Pride” will go for a third-straight evening. 

The critically-acclaimed play “The Laramie Project” begins at 7pm, and gay popstar Steve Grand performs live with special guest Miss Stachia and “The Love” at The Key West Theater at 8pm. 

Later that night, a mens-only party, Fetish Ball, will take place at Bourbon Bar, and the Ultimate Mangoes Neon Party will welcome all at Starlight Bar on Duval Street. 

Key West Pride Street Fair

June 8th, 10am

Speakers, vendors, local activist groups and Pride attendees will all hit the street on Saturday morning for shopping, learning, and eating at the Key West Pride Street Fair. This is one of the most beloved, and interactive events of Pride Week. 

Throughout the day, Key West Pride will continue its run of events. There will be two more pool parties, and then the Purgatory Party at Bourbon Street, Cosplay Play at Aqua Nightclub, and Pride Block Party at Mary Ellen’s. There will also be showing of The Laramie Project at The Waterfront Playhouse. 

MCC Pride Service 

June 9th at Metropolitan Community Church

The last day of Key West Pride 2019 will start off with a MCC Pride Service to honor those we’ve lost in the LGBT and Key West communities. Following the service, there will be a pool party, a Gay Trolley Tour of Key West, and the Pride Parade Viewing Party. There will be karaoke, a dance, bingo, and the culminating and colorful Key West Pride Parade at five.

Discover More of Key West

Planning a Pride getaway to the Florida Keys? Explore our local recommendations on the Parrot Key blog.

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