Official Key West Pride Kick-off
Presented by the Key West Business Guild and Gay Key West, this year's Pride event carries the overarching theme of “Color the island: A Celebration of Identity Through Color & Creativity.” Join us for a vibrant kick-off to Pride 2026 as we transform the island into a living canvas of self-expression, artistry, and community. Color the Island is more than an event; it’s an immersive celebration of identity, where every hue tells a story, and every voice adds to the theme. The celebration features local DJ Mr. Enjoy, local vendors, delicious food, and unlimited drinks! All included with your entry! Come ready to color the island with pride!
Paint the Town Proud Pub Roll
Join us on the Old Town Trolley Tour for the "Paint the Town Proud Pub Roll", an exciting adventure outside Key West's historic and vibrant Gayborhood. This unique event celebrates the island's LGBTQ+ cultural heritage while you enjoy specially curated Pride-themed drinks at each stop. Be sure to dress in your favorite color of the rainbow to win best dressed! We'll kick off the tour at Bobby's Monkey Bar, where you can enjoy delicious breakfast bites and a welcome drink. A cash bar is also available for mimosas, Bloody Marys, or any other drinks you might want to have before the tour begins!
Pride Brunch and "Stroll Through Time" Pub Roll
Join us at our first stop for brunch to soak up the libations you're about to indulge in! Start your day with an included brunch buffet and, for a nominal additional fee, unlimited Bloody Marys and mimosas. Then, hop on the Old Town Trolley Tour and embark on the "Stroll Through Time Pub Roll," a spirited adventure through Key West's historic and vibrant bar scene. This unique event celebrates the island's rich cultural heritage while you enjoy 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. Up for some COSPLAY? Come decked out in your favorite period attire, from Hippie to New Wave, to Grunge, get creative. Prizes will be awarded.
A Fabulous Evening with Lillian Baxter
The much loved Lillian Baxter (created and performed by John Vessels) returns with the latest chapter of her musical memoir. Join us as the fabulous (and fictional) Lillian Baxter reminisces about her life on the road less traveled. Her stories are a celebration of the nightlife, the love life, and the occasional stay at the YMCA. Your heart will thank us!
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 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 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!
Key West Pride Kickoff
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.