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.

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.

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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. 

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Camille Toler & Friends will perform on the front porch. Appetizers from our Key West Woman's Club newly revised cookbook will be prepared for you by Key West Cooking School.

This open-air event promises an assortment of beverages and palate-pleasing small plates.  Local Restaurants and Vintners Present the perfect Taste of Key West at our 30th Annual Celebration!

A.H. Monroe & Republic National Distributing Company bring the community together for Cuisine, Craft Beer & Fine Wines!  Cheers!

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!

Join us for a unique and immersive experience where you'll transform a classic cigar box into a personalized work of art. Sara "Pie" Butler, renowned for her vibrant and whimsical style, will guide you through the painting process, sharing her techniques and inspiring your creativity. No prior painting experience is necessary – just bring your enthusiasm and a willingness to explore your inner artist.

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

One of a kind painting event- Paint the Tale!

Get ready for an afternoon of sun-soaked fun and soulful music for a great cause! Join us for the Les Greene & the Swayzees Concert & Pool Party, a benefit event supporting the victims of the California wildfires.

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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

Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

On Saturday, March 1, the Key West Woman’s Club will host its’ annual fundraiser Denim to Diamonds!

Enjoy cocktails, scrumptious hors d’oeuvres, decadent desserts, lively music by Jerico and dancing while you shine in your denim or diamonds!

Please join us for a Tropical Gala featuring a special tribute to our founder, Anne McKee.

Join Electric Blue Yonder in partnership with Bravo Children’s Theatre and Southernmost Youth Orchestra for an interactive live experience that celebrates creativity and a love of learning. This unique performance invites young explorers and their families to embark on a whimsical journey through a universe of unlimited imagination.