Key West Pride

7 pm – Key West Pride Follies 2025. Showcasing prime talents from the island’s performing arts community, “Follies” is reminiscent of an old-fashioned variety show or television’s vintage “Ed Sullivan's Toast of the Town.” The production is presented by the Key West Business Guild, which is currently in its 46th year of promoting LGBTQ travel to Key West, and benefits that organization. "Pride Follies" is co-hosted by Erin McKenna, the very first Miss Island Queen and local actress, and directed and co-hosted by local realtor and local actor Dominic Paoillo. Organizers report that acts will showcase a range of talent. Doors open at 6pm, show begins promtly at 8 pm. Key West Theater - 512 Eaton St. Tickets Here

5:30 pm – Key West Pride Kick-off - Welcome to Key West Pride. Presented by the Key West Business Guild and Gay Key West, this year's Pride event carries the overarching theme of “Still Rising.” The celebration will prominently honor the history of the LGBTQ+ community, highlighting the resilience of the LGBTQ+ movement while promoting the island's inclusive ethos of “One Human Family.” Join us at AquaPLex for this year's celebration. Entry includes open bar, a buffet, full use of the complex, and the beats of two live DJs. AquaPlex - 711 Duval St. Tickets will be $25 in advance or $30 at the door. Tickets Here

8 pm – Poolside Dive-In Movie “BROS”. Prime Rib Dinner Special Starts @ 5 pm – Island House 1129 Fleming St.

4 pm – TuTu Tuesday Happy Hour. Don your favorite tutu and meet us for happy hour. Enjoy 2-for-1 beer, wine, and well drinks and just $10 for specialty drinks and martinis! 22&co - 504 Angela St.

6:30 pm – A Toast to History: Key West Pride Champagne Toast, Exhibition, and the Stonewall Uprising. Key West Art & Historical Society and the Key West Business Guild are hosting a champagne reception and special screening of the documentary, Stonewall Uprising at Tropic Cinema.  The documentary, produced as part of the PBS series “American Experience,” examines the events leading up to what is seen as the defining moment in the establishment of the gay rights movement in the United States––the riot at the Stonewall Inn in New York City in the summer of 1969.  The screening, which begins at 7:30 PM, will be followed by a panel discussion moderated by Dr. Cori Convertito. *The screening complements The Stonewall Uprising: The Start of a Movement exhibition at the Key West Museum of Art & History and the annual Key West PRIDE celebration. Tropic Cinema – 416 Eaton St. Entry is $25. Ticket link coming soon!

11:00 am – Vibrant and Inclusive Guided Bike Tour for PRIDE Week in Key West. This tour combines stops at iconic historical sites with visits to lively bars that celebrate LGBTQ+ culture. Start Point: Key Lime Bike Tours. Share stories of notable LGBTQ+ figures associated with Key West. Participants are encouraged to dress in colorful attire to express their PRIDE spirit. This guided biking tour offers a lively blend of culture, history, and entertainment, making it a memorable experience for all participants during PRIDE Week in Key West, finish the tour with a slice of key lime pie and a champagne toast.Key Lime Bike Tours - 122 Ann St. Ticket link Here!

11 am – Pride on the Move: A Gay Key West History Trolley Tour & Pool Splash. Celebrate Pride with an unforgettable journey through Key West’s vibrant LGBTQ+ past and present! Hop aboard our Pride History Trolley Tour, we will take you through the most iconic queer landmarks and honor the trailblazers who paved the way. Limited seating is available! But the celebration does not stop there – our final stop is the ultimate Pride Pool Splash kicking off at Noon at the newly renovated,  La Concha Key West, Autograph Collection - 430 Duval St. Step off the trolley and into one of Key West's hottest pool spot for an afternoon of community, sun, and music by local Dj, Mr. Enjoy! Enjoy a full cash bar and an included island BBQ buffet with an island twist made by Executive Chef, Juan Cuadra. Whether you are here to learn, dance, or simply soak it all in, this Pride experience is one you will not want to miss! **Ticket links and prices will be available as two options: Trolley Tour+Bash package (limited to 38 people), and Pool Splash Only tickets. Ticket Link Here!

5 pm – “A Hard Gays Night” Naked Pool Party- Benefitting Womankind. Island House – 1129 Fleming St.

8 pm – An Evening of Queer Comedy Featuring: Quin Lamar. Quin Lamar is a comedian and actor known for his sharp wit and engaging performances. He has gained popularity through his stand-up comedy, where he often addresses contemporary issues with humor and insight. Quin’s work includes appearances on networks such as Showtime, TBS, and Bravo as well as other various comedy platforms and TV shows, highlighting his versatility as a performer. His unique perspective and comedic style have earned him a dedicated following. He can be heard on the Official Marvel Podcast and is touring the country. Key West Theater – 512 Eaton St. Featuring local comedians to be announced! Tickets Link Here 

6 pm – Tea On the Sea Sunset Sail with Mr. Enjoy (DJ). This tradition features a floating Tea Dance experience set against the backdrop of a Key West sunset aboard Fury Water Adventures, making it a highlight of Key West Pride. Tickets include a selection of beer, wine, champagne, margaritas, and appetizers, allowing guests to enjoy a delightful and memorable evening filled with the sounds of disco and dancing! Ticket link coming soon! Fury Water Adventures - 241 Front St.

9 pm – Key West Local Bartender Competition. Local bars are competing to be crowned the ultimate bartender champion for Pride 2025, along with earning bragging rights! Which bar will take home the prize this year? All Welcome. 21+ event. Free entry. Bourbon St. Pub - 724 Duval St.

10: 30 pm – A Sexy Queer After Hours. PleXXX Sexy AfterParty w/ DJ Honey Davenport (all welcome). Birdcage Cabaret - 504 Duval St.

Noon – Sausage Fest Pool Party. Join the guys at Island House for an unforgettable naked sausage party! Enjoy gourmet sausage flavors worldwide, friendly pool attendants, frozen drinks, and delicious food specials. Experience a day of clothing-optional fun! All gay, bi, queer, and transgender brothers are welcome. Island House 1129 Fleming St.

Noon – All Welcome “RU Wet?” Annual Pool Party, hosted by BAM & KAT. This inclusive event welcomes everyone—regardless of gender or orientation—to come together and celebrate under the sun. Hosted by the fabulous BAM & KAT, the party kicks off at noon and promises a day full of exhilarating fun! Enjoy $5 drink specials, appetizers, games, and prizes, along with music that will keep you dancing all day long. Whether you’re splashing in the pool or mingling with new friends, this is the place to be. Come as you are and join us for an unforgettable afternoon of pride, joy, and unity! Entry is a $10 donation to benefit Gay Key West and Key West Pride—Alexander’s Guesthouse - 1118 Fleming St.

9 pm – The Totally Awesome 80's Bash. The ultimate throwback dance party where big hair, neon lights, and classic beats collide. Step into a world of leg warmers, boomboxes, and cassette tapes as we take you on a high energy journey through the greatest decade of music, fashion and fun! 80's Themed Costume Contest for a chance to win exciting prizes for first, second, and third place. This even is 21+. Benefitting Key West Pride. More details and ticket link coming soon! Mangoes (Upstairs) - 700 Duval St.

9 pm – MIDNIGHT MASS: Leather & Gear Fetish Event. Benefitting Gay Key West. Island House - 1129 Fleming St.

10 am –Key West Pride Brunch Sail & Swim. This summer we are throwing it back to the 80s! Come in your best 80s swimwear and you just might be crowned the 2025 winner of Argo's Annual Pride Cossie Contest. Whether you're channeling Miami Vice, Gloria Estefan, or the Golden Girls - make sure to bring that 80s South Florida with you! Enjoy a delicious light brunch, Bottomless Mimosas, Bloody Marys, house made Sangria and Cocktails along with Miller Lite and local craft brews aboard the Argo Navis. During our first hour, we sail along the historic Key West shoreline, giving you a great vantage point to take in the sights of the island. Then we anchor the boat and get ready for fun in the sun and playtime in the water! A portion of every ticket sold goes back to Gay Key West to help support future Pride Week activities. Argo Navis - 0 Duval St. Ticket Link Here.

11:30 am – Pride Brunch and "Stroll Through Time" Pub Roll. Join us at our first stop and  for brunch to help soak up the libations you're about to indulge! Start your day off with an included brunch buffet and bloody mary and mimosas for an addtional fee. Then, hop on the Old Town Trolley Tour and embark on the "Stroll Through Time Pub Roll," a spirited adventure that takes you through Key West's historic and vibrant bar scene. This unique event is designed to celebrate the island's rich cultural heritage while enjoying specially curated Pride-themed drinks at each stop. Get ready to be transported back in time as you explore iconic bars outside of the Gayborhood, each offering a refreshing taste of Key West's lively atmosphere. The stroll rolls promptly at 1:00 pm. This event is 21+. Big Cheezees – 404 Southard St Limited to 75 spots; price includes brunch and pub crawl! Ticket Link Here. 

4 pm – "Generations of Strength" Street Fair and Dance Party. Step into the celebration of the "Generations of Strength" Street Fair and Dance Party, located on the bustling 700-1000 Blocks of Duval St. This joyous event is the heart of the Pride festivities, showcasing a mix of performances, eclectic vendors, and diverse community spirit. With over 50 vendors, you'll discover an array of unique crafts, delicious food, enticing drinks, and informative booths. The party doesn't stop there! Join the dance floor for live performances and Mr. Enjoy spinning electrifying tunes that will keep you moving well into the night. Whether you're exploring the fair or dancing with friends old and new, this event promises an unforgettable experience of unity and celebration.  This is a family friendly event, all welcome. More details to come.

10 pm – All Welcome Purgatory Party. Adult themed party where bad boys and bad girls come to play. Purgatory is a fetish and poolside party. Fetish attire is encouraged. This event is 21+ and has a cover charge at the door. Bourbon St. Pub – 724 Duval St.

10 am – MCC Church Pride Service. MCC Key West – 1215 Petronia St.

10 am – Pride Mass. St. Paul’s Church – 401 Duval St.

11 am – Pride Service. Unity of the Keys – 1011 Virginia St.

Noon – Key West Pride Drunken' Drag Brunch. Celebrate Sunday Funday Key West style! Mangoes Drag Brunch has been voted in the top 10 drag brunch shows in the USA by  the Miami Herald. VIP tickets and General admission include:  a fabulous drag show, a live DJ , and bottomless mimosas. A portion of each ticket goes to benefit Key West Pride. This event is 21+. Ticket link coming soon. Mangoes - 700 Duval St.

4 pm – Pride Edition Tea Dance. Every Sunday, since 1977, La Te Da has hosted its famous Tea Dance. Tea Dance takes on epic proportions to celebrate the culmination of Key West Pride week! Local icon, DJ Rude Girl will be spinning classic disco tunes! So be sure to put on your dancing shoes and be ready to party, socialize and revel with visitors and locals alike. Tea Dance embraces the One Human Family attitude and is a window into the slightly raucous attitude of Old Key West. La Te Da – 1125 Duval St.

7 pm – Key West Still Rising in Pride Parade – Celebrating Our Journey Through the Decades. Join us as we close out Key West Pride 2025. The parade will begin at the Quay located at the Truman Waterfront. The route will begin at Whitehead, down to Front St, right onto Duval St, and ending at Tea Dance. Quay @ Truman Waterfront - Truman Waterfront Park, Southard St.

Museums: 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,  Audubon House, Oldest House, and Garden Museum, USCGC Ingham Museum, Tennessee Williams Museum

Land Activities: Key West Food Tours,  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’s Pilar Rum Distillery, Ghost Hunt, Old Town Trolley Tours, Conch Tour Train, Haunted Key West, Ghosts and Mysteries, Ghosts and Gravestones, D’vine Wine Gallery, Key West Fine Wine, Key West Wildlife Center, Perky’s Key West Excursion.

Water Activities: Argo Navis, Blu Q, Classic Harbor Lines, Cruisin’ Tikis, Danger Charters, Fish N Chicks, Fury, Island Vibe Charters, Island Vibe Charters, Java Cat, Jolly Rover II, Key West Eco Tours, Key West Sailing Center, Key West Snorkeling. Land Boat Charters, Off the Charts, Schooner America, Sunset Sail Key West, Sunset Watersports, SV Argo Navis, Yankee Freedom III