Key West shows its Pride every day and this is your chance to be a part of the celebration! The five-day schedule includes daytime pool and beach parties; late-night drag shows; on-the-water adventures ranging from snorkeling and kayaking to glass-bottom boat tours; a street fair; a 10k relay for tutu-wearing runners and walkers; and pageants to select Mr. and Ms. Key West Pride. Info at 305-294-4603; keywestpride.org.
Special Event
June 1 Pride Follies
Key West’s original variety show, produced by the Key West Business Guild, kicks off PRIDE WEEK with the best (and sometimes the worst!) of local Key West Talent. Doors open at 7pm; Showtime 8pm. FYI: This show always sells out so get your tickets early. Takes place at the Key West Theater, 512 Eaton St, Key West. Info and tickets: 305-985-0433; keystix.com.
Wednesday, June 5
5PM Key West Pride and Key West Stoli Classic Championship
This all welcome Kickoff Celebration takes place at Key West’s notorious Island House, 1129 Fleming St. $20 entry includes Stoli Free Stoli Cocktails.
7PM “The Pride”
Two parallel love stories are set 50 years apart – at the center of these stories are Phillip, Sylvia, and Oliver. Adult themes & Explicit Language. Three nights only!! Tickets and info: fringetheater.org. Takes place at The Studios of Key West, 533 Eaton St.
8PM Miss Pride 2019
Who will be crowned Miss Pride 2019? Find out at an outrageous drag competition you’ll never forget! Doors open at 7pm. Takes place in the Cabaret at 801 Bourbon Bar, 801 Duval St. Applications to participate are available at the Cabaret door or call 305-923-9296 for more info.
9PM XXX Trivia
How much do you really know? Takes place at 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296.
Thursday, June 6
8AM – NOON PRIDE Breakfast @ Hard Rock Cafe
Buy one breakfast entree get one FREE! Just mention PRIDE to receive your discount! Takes place at the Hard Rock Cafe, 313 Duval St.
11AM Hemingway Rum Company Distillery Tour
Guided distillery tour at Hemingway Rum Company, Makers of Papa’s Pilar Rum. Tours start at the top-of-the-hour starting at 11am. Stop by the Trading Post featuring unique gift ideas and of course Rum Tastings! Be sure to mention Key West Pride to receive $5 OFF a bottle of Papa’s Pilar RUM! Takes place at 201 Simonton Street (corner of Greene & Simonton). Open Mon – Sat 10am – 6pm and Sunday 11am – 6pm.
1 – 5PM Pride Pool Party
ALL Inclusive! Drink Specials & Hors d’oeuvres. Takes place ate the Equator Resort, 822 Fleming St. Info: eqautorresort.com
4PM Free Wine Tasting
Sip fabulous wines, stroll the gardens at the luxe Gardens Hotel and get 10% off wine bottle purchases until 6pm. Find it at 526 Angela St. Info: gardenshotel.com.
6PM The Stoli Key West Classic Championship Semifinals #1
Audience cocktail sampling and voting begins at 5pm and ends prior to event beginning at 6pm. Takes place at Aqua, 711 Duval St. Info: 305-294-0555; aquakeywest.com.
7PM “The Pride”
Two parallel love stories are set 50 years apart – at the center of these stories are Phillip, Sylvia, and Oliver. Adult themes & Explicit Language. Three nights only!! Tickets and info: fringetheater.org. Takes place at The Studios of Key West, 533 Eaton St.
8PM Ms Key West Pride 2019
Hosted by Kylie Jean Lucile. Doors open at 7pm. Takes place in the Cabaret at 801 Bourbon Bar, 801 Duval St. Applications to participate are available at the Cabaret door or call 305-923-9296 for more info.
8PM The Lavender Scare
See the first documentary that tells the little-known story of an unrelenting campaign by the federal government to identify and fire all employees suspected of being homosexual. This ban went on for 40 years targeting the LGBT employees in American civil service. This documentary features the grandfather of the LGBT movement, Frank Kameny. Catch it at the Tropic Cinema, 416 Eaton St. Tickets: tropiccinema.com.
8:30PM The Stoli Key West Classic Championship After Party
The fun continues at Aqua Sidebar, 504 Angela St. Info: 305-294-1522; sidebarkeywest.com.
Friday, June 7
8AM – Noon PRIDE Breakfast @ Hard Rock Cafe
Buy one breakfast entree get one FREE! Just mention PRIDE to receive your discount! Takes place at the Hard Rock Cafe, 313 Duval St.
9AM Pride Flag Installation on the Hoyt Vandenberg
This will be the first Pride Flag installed on a ship that is an artificial reef! Captain’s Corner Dive Center and dive instructor Steph Paige has generously offered a dive boat for the installation. Only certified divers will be able to help with the installation of the flag. Anyone interested in being on the boat should call Leslie at 305-304-0437. There is no charge for the trip, but it is limited to 10 non-divers. The boat will leave at 9:30am and return four hours later. Corner of Elizabeth and Greene Streets.
NOON Singles, Couples & Thruples OH MY!
Men-only Naked Pool Party at the Island House, 1129 Fleming Street.
6PM The Stoli Key West Classic Championship Semifinals #2
Audience cocktail sampling and voting begins at 5pm and ends prior to event beginning at 6pm. Takes place at 801 Bourbon Bar, 801 Duval St.
7PM “The Pride”
Two parallel love stories are set 50 years apart – at the center of these stories are Phillip, Sylvia, and Oliver. Adult themes & Explicit Language. Three nights only!! Tickets and info: fringetheater.org. Takes place at The Studios of Key West, 533 Eaton St.
7PM The Laramie Project
This staged reading of the highly acclaimed 2000 play by Moisés Kaufman and members of the Tectonic Theater Project documents the reaction to the 1998 murder of gay University of Wyoming student, Matthew Shepard in Laramie, Wyoming. The murder was denounced as a hate crime and brought attention to the lack of hate crime laws in various states, including Wyoming. On stage at the Waterfront Playhouse, located on the Historic Mallory Square. Tickets and info: 305-294-5015; waterfrontplayhousef.org.
8 – 9:30PM Steve Grand performs LIVE
With special guest appearance by Miss Stachaa and “The Love.” Be sure to stick around for a special “Meet and Greet” after the show! Doors open at 7pm. Catch it at The Key West Theater, 512 Eaton St. Info and tickets: 305-985-0433; thekeywesttheater.com.
10PM Fetish Ball
Men only event, Takes place in Saloon One at 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296.
10PM Ultimate Neon Party @ Mangoes
All welcome party. Takes place at Mangoes, 700 Duval St. Info: 305-292-8002.
Saturday, June 8
8AM – Noon PRIDE Breakfast @ Hard Rock Cafe
Buy one breakfast entree get one FREE! Just mention PRIDE to receive your discount! Takes place at the Hard Rock Cafe, 313 Duval St.
10AM – 6PM Key West Pride Street Fair
Shop and party along the 700 & 800 blocks of Duval St.
11AM Hemingway Rum Company Distillery Tour
Guided distillery tour at Hemingway Rum Company, Makers of Papa’s Pilar Rum. Tours start at the top-of-the-hour starting at 11am. Stop by the Trading Post featuring unique gift ideas and of course Rum Tastings! Be sure to mention Key West Pride to receive $5 OFF a bottle of Papa’s Pilar RUM! Takes place at 201 Simonton Street (corner of Greene & Simonton). Open Mon – Sat 10am – 6pm and Sunday 11am – 6pm.
NOON Pride Pool Party
All welcome to this afternoon splash down. Takes place at 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296
NOON BAM and KAT’s R U Wet Pool Party
Food, fun, drinks, prizes and terrific music by DJ Rude Girl $10.00 Donation at the door to benefit the Gay Straight Alliance at Key West High School. Takes place at Alexander’s Guesthouse, 1118 Fleming St. Info: 305-294-9919; alexanderskeywest.com
1PM Key West Pride Uni-Crawl
Assemble your rainbow colors and glitter for cocktails and a scavenger hunt benefiting the Key West Business Guild. Begins @ I.C. Doubes, 203 Duval St. Info: facebook.com/events/2294571687448466/
7PM The Laramie Project
This staged reading of the highly acclaimed 2000 play by Moisés Kaufman and members of the Tectonic Theater Project documents the reaction to the 1998 murder of gay University of Wyoming student, Matthew Shepard in Laramie, Wyoming. The murder was denounced as a hate crime and brought attention to the lack of hate crime laws in various states, including Wyoming. On stage at the Waterfront Playhouse, located on the Historic Mallory Square. Tickets and info: 305-294-5015; waterfrontplayhousef.org.
7:30PM The Stoli Key West Classic Championship Finale
Celebrity Judges announce the grand winner while Debby Holiday and LaToya London
take to the Main Stage for a special live performance in front of 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296
9PM 50 Shades of PRIDE
Hosted by Robert Frost & Mistress K with music & cosplay DJ Deranged & DJ Kyd Takes place at SideBar, 504 Angela St. Info: 305-294-1522; sidebarkeywest.com.
10PM Purgatory Party
Men only events. Takes place at Bourbon St Pub 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296
Sunday, June 9
8AM – Noon PRIDE Breakfast @ Hard Rock Cafe
Buy one breakfast entree get one FREE! Just mention PRIDE to receive your discount! Takes place at the Hard Rock Cafe, 313 Duval St.
10AM MCC Pride Service
Takes place at MCC, 215 Petronia Street
11AM Unity of the Keys Pride Service
Takes place at Unity Church, 1011 Virginia Street
11AM Hemingway Rum Company Distillery Tour
Guided distillery tour at Hemingway Rum Company, Makers of Papa’s Pilar Rum. Tours start at the top-of-the-hour starting at 11am. Stop by the Trading Post featuring unique gift ideas and of course Rum Tastings! Be sure to mention Key West Pride to receive $5 OFF a bottle of Papa’s Pilar RUM! Takes place at 201 Simonton Street (corner of Greene & Simonton). Open Mon – Sat 10am – 6pm and Sunday 11am – 6pm.
NOON HOT Naked Pool Party
Men-only event. Takes place at the Island House, 1129 Fleming St.
1PM Gay Trolley Tour
This special tour offers a look Key West’s rich gay and lesbian history as well getting you familiarized with the area. You’ll see where literary greats like Tennessee Williams and Elizabeth Bishop lived; locate the original site of the great gay club, the Monster; and learn about the impact gays and lesbians have had on the culture, politics and economy of the Key West. Meet at the corner of Angela and Duval. Tickets and info: 305-294-4603
4PM PRIDE Parade Viewing Party
Entry charge of $20 Includes first cocktail of your choice and unlimited pizza from 4-5pm Takes pace at The Tree House, 505 Greene St.
4PM Pride Karaoke
Sing your heart out at 801 Bourbon Bar 801 Duval St. Info: 305-923-9296.
4PM Tea Dance
Don’t miss Key West’s world famous T-Dance followed by the check presentation of Stoli Key West Championship Charity. Takes place at La Te Da, 1125 Duval St. Info: 305-296-6706.
5PM Bingo
Test your skills at 801 Bourbon Bar, 801 Duval St. Info: 305-923-9296.
5PM Key West Pride Parade
The world’s only parade that goes from the Gulf to the Atlantic. Takes place on Duval St.
Monday, June 10
8AM – Noon PRIDE Breakfast @ Hard Rock Cafe
Buy one breakfast entree get one FREE! Just mention PRIDE to receive your discount! Takes place at the Hard Rock Cafe, 313 Duval St.
Key West Pride 2019 Daily Activities
Museums: Earnest Hemingway, Eco Discovery Center, Key West Butterfly Conservatory, Little White House, Key West Aquarium, Mel Fisher Maritime Museum, Key West Firehouse Museum, Key West Light House, Key West Ship Wreck Museum, Ripley’s Believe it or Not, Audubon House, Oldest House and Garden Museum, USCGC Ingham Museum, Tennessee Williams Exhibit
Land Activities: Key West Food Tours, Southernmost Escape Room, Up the Keys Eco Tour, Fort Zachary State Park, West Martello Tower,A & M Scooter Rental, KW Tropical Forest and Botanical Garden, Key West Cemetery, Key West Adventures, Papa Scooters, Papa’s Pilar Rum Distillery, Ghost Hunt, Old Town Trolley Tours, Conch Tour Train, Haunted Key West, Ghosts and Mysteries, Ghosts and Gravestones, Key West Helicopter Tour, Effusion Gallery, D’vine Wine Gallery, Key West Fine Wine
Water Activities: Danger Charters, Mellow Ventures, Fury, Sunset Watersports, Java Cat, Schooner America, Sunset Sail Key West, Classic Harbor Lines, Fish N Chicks, Nice Guy Charters, Fish Andy, Jolly Rover II
