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.

Hosted by local legends Tony 'Fat' Yaniz and Richie Gomez This special evening brings together a lineup of Key West locals sharing what it was like to grow up in the Conch Republic. Key West—1970s—Key West was a ghost town, dogs sleeping on Duval Street. The navy left town. The main occupations were shrimping and smuggling—maybe one in the same.. 50 cent draft beer at Sloppy’s. Sex and rock and roll at the Bull. And the Full Moon was THE late night spot. You’d find a smuggler and a DEA agent buying one another rounds. One day you’d be on a bike with bent rims and the next tooling around in a Porche 911…don’t you wish you were there? 

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!

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.

The ROSE (Recognition of Service Excellence) Awards recognizes Monroe County front line hospitality employees who demonstrate excellent customer service. These industry champions showcase the region’s commitment to creating an extraordinary visitor experience.

• Games!

  Live Music!

  Drink/Food Special!

• Food & Drinks Specials

• Live Music

• At the 24 North Pool & Sunset Green Lawn

• 11am-2pm

CACHAO VIVE!

We are delighted to present a special performance by the Yelsy Heredia Trio featuring a tribute to the legendary Israel López "Cachao" and the captivating sound of Cuban music.

We’re headed back to one of our favorite spots—the world-famous Standard Deluxe—for a special night inside the Little House! The evening kicks off with a set by the one and only B.B. Palmer, with Electric Blue Yonder as his backing band, followed by a full headline set from us to keep the party rolling. To make the night even sweeter... It’s B.B.’s Birthday! Let’s celebrate the man with music, love, and a whole lotta good energy.

Bringing back the elegance and charm of an afternoon high tea to celebrate the Key West Woman’s Club 110th Anniversary.  Enjoy from a fine selection of teas, finger sandwiches and delectable sweets, including scones, fruit tarts, and other extraordinary delights. 

Panel Moderator:  Dr. Roberta Isleib is a USA Today bestselling author and clinical psychologist.   She is also known as Lucy Burdette, author of The Key West Food Critic Mysteries and is a Key West Woman's Club member.  She has written 24 novels, including the latest The Key Lime Crime.  A Clue in the Crumbs, the 13th book in the series The Key West Food Critic Mysteries, won the Florida Book Award’s gold medal in popular fiction. Her series features a Key West food critic solving murders on the side. 

"After Party" at Hellings Curry Museum, home of the Key West Woman's Club.  

Open bar, appetizers and desserts from the new 2025 Key West Woman's Club Cookbook provided by the Key West Woman's Club.

Join us as we journey through the colorful streets, stopping at the iconic sights that have shaped Key West's vibrant culture and rich history.  Additional tour information given by P.J. Eaton, Docent at the Hellings Curry Museum home of the Key West Woman's Club. Limit 38 people. Arrive 30 minutes early for wristband at Hellings Curry Museum, 319 Duval Street.

The tour includes highlights of the Curry Family. This 90 minute walking tour will begin at the Hellings Curry Museum and will meander through the streets of Old Town pausing at points of interest related to William Curry, his extended family and his business interests. Stops include six of the seven Curry Mansions, the Key West Historic Seaport, the telegraph office and warehouses. The tour concludes with an in-depth walk through the Curry Mansion with Woman's Club member PJ Eaton.

Panel Discussion moderator, Aundrea Wagner, President of the Key West Woman's Club will present a history of the genealogy of Captain Hellings and Eleanor Curry and their families.  Meet and greet the descendants and view family heirlooms. 

We are "painting" a garden. Canvases can be painted separately or as a group. So much fun! 

 One of a kind painting events- Paint the Tale!

It's the "luck" of the IRISH! Paint to stories of luck and superstition! 

One of a kind painting event- Paint the Tale!

Tickets are on sale NOW for our 17th Annual Spring Social presented by Hank's Hair of the Dog Saloon! Join us for our biggest celebration of the year at the Truman Little White House on Friday March 14th. VIP tickets include a Champagne Reception starting at 5:30pm before the main event, passed appetizers, a sneak peek at the silent auctions, and reserved seating.

Take a trip down memory lane with a special brunch honoring the beloved Dennis Pharmacy. Enjoy a menu inspired by its iconic comfort food, accompanied by the soulful sounds of conch singer Carmen Rodriguez and pianist James King.

Hosted by local legends Tony 'Fat' Yaniz and Richie Gomez This special evening brings together a lineup of Key West locals sharing what it was like to grow up in the Conch Republic. Each storyteller represents a different decade, offering a firsthand look at how the island has changed—and what has stayed the same. Produced by Tony 'Fat”Yaniz, Rebecca Balcer and Richie Gomez.

For years, the iconic grounds at 907 Whitehead Street have been the backdrop for some unforgettable events—celebrations with a drink in hand. But here’s the twist: this event is about raising a glass that won’t leave you feeling foggy the next day. It’s the rise of mocktails! Those delicious drinks that deliver all the flavor without the buzz.

This Fringe fundraiser embraces the old fashion supper club as its inspiration — then givees it a modern twist! Open bar. A buffet that features classic Americana cuisine. Captivating music of Key West songbird Carmen Rodriguez with Larry Smith, Skipper Kripitz, and Tim Mayer. You’ll need your dancing shoes for this one! It's delicious fun. A night of revelry. And it raises funds for the Fringe! Street Parking