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!

This reading of two short plays written by Tennessee Williams is presented in partnership with the Fringe Theater, Key West Arts & Historical Society and Williams Hall as part of the annual month-long Tennessee William Festival. Directed by Wende Shoer with readers Wayne Dapser, Jim Argoudelis, Merle Dimbath, Jim Speake, Wayne LaRue Smith, Nancy 3 Hoffman, Alana Thurston, Samantha Laskey, and Thomas Masat.

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!

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.

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

Join contralto Vira Slywotzky and pianist David Sytkowski for An Evening of Sea Songs. From Puccini to Sondheim, this concert/cabaret is a musical celebration of life above, below and beside the waves. 

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!

Get ready, Key West! The legendary Wearable Art Fashion Show is making a spectacular comeback on February 15th at the Hellings Curry Museum, home of the Key West Woman’s Club.

This electrifying afternoon will feature bold, one-of-a-kind designs in three categories: Tropical Couture, Creative Costume, and Eleanor’s Up-cycle—where donated garments are transformed into runway masterpieces. Bid live on these stunning creations and cheer on your favorites as designers compete for top honors!

Celebrate Big Game Sunday at The Southernmost Beach Resort.
Enjoy an Unlimited Tailgate Food Station and Well/Draft/Wine OPEN BAR!!

Food only option available, too!

Tickets Include:

Two buffets open for the duration of the game

Open bar for the duration of the game

Celebrate BIG GAME Sunday at The Marker Resort.

Enjoy a Tailgate Buffet and wine, draft beer, and premium well OPEN BAR.

Total ticket price is all inclusive of tax, gratuity, and fees.

Vendor Village Marketplace to take place at the Duval Street Pocket Park, where Duval meets the Atlantic 2/8/25 from 12 noon – 6pm, featuring local artisans, crafts, candles, art, jewelry & more. FREE!

Saturday, 2/8 we’ll have 4 LIVE reggae bands on the beach, with a DJ to get the party started!

Party starts at 3pm. Bring your beach chair, your flip flops and your sunscreen and be ready to be Irie, Mon!

Vocalist Libby York, who the New York Times calls "a jazz singer of cool composure and artful subtlety" presents an evening of timeless classic songs by the great Johnny Mercer. York's been praised as a storyteller  "... spotlights her membership in a generation of jazz singers...including Sandy Stewart, Mary Stallings and Carol Sloane...who could wrap themselves around  a lyric and, with a deep dive, tell a powerful story." NYC Jazz Record. Her latest album "DreamLand" (Origin Records) was among Downbeat Magazine's best of the Year. www.libbyyork.com

Join us as we raise funds to help support those in Asheville, NC after the devastating effects from Hurricane Helene. 

The recent Hurricane Helene devastated our friends in Asheville, North Carolina, leaving many in urgent need of assistance. As they face the challenges of recovery, its time for our amazing Key West community to lend a helping hand.

Key West friends of Asheville, Salute on the Beach and Thrive AVL (non profit) are organizing a fundraising event and silent auction on 18 January at Salute, Higgs Beach .

Join us for a sophisticated afternoon at the Key West Woman's Club's Bougie Afternoon Tea for a Cause. Enjoy a delightful selection of gourmet teas, finger sandwiches, and delectable pastries while mingling with friends and supporting a worthy cause. Dress to impress and immerse yourself in the charm of Key West.

Immerse yourself in the deep, soothing and healing vibrations of the cello with world acclaimed cellist, composer, and multilingual vocalist Ian Maksin! In this concert, he will perform original instrumental music written throughout the years and recorded on several releases: Zaria, Sempre, Alchemist, Amor Renatus, as well as several songs from his collection in 37 languages.

 It's our first fundraiser of the season and a crowd favorite! Check-in at 7pm at the beautiful Gardens Hotel and enjoy a tasty beverage at the Garden's cash bar while you catch up with your Fringe friends and enjoy the live holiday music. Then at 8pm it's All Aboard our Holiday Train for a festive ride about town to see the holiday lights of Key West. Pickup and Return at the Gardens Hotel, 526 Angela Street. Tickets: $60.

Join Chef Martha and Daniel for a unique wine and food tasting experience to set the stage for this evening’s film. Enjoy a curated selection of aged cheeses from France and the U.S., expertly paired with wines that naturally complement their flavors.

This year's featured film, Shelf Life, takes viewers on a global journey to explore an unusual question: What can aging cheese teach us about the human experience of growing old? 

YOU BE THE JUDGE! Crown Royal presents the Fall Cocktail Classic with The Andy Westcott Band! November 8th, 4-7pm. Bring your bathing suits!

Ticket includes a welcome Prosecco or sangria and light snacks.

Watch the Fantasy Fest Parade from one of Key West’s best locations! Tickets include a seated three course dinner at decorated tables and two complimentary drinks at the gorgeous courtyard or porch of the historic Hellings Curry Museum.

The Key West Business Guild proudly presents the 41st Anniversary Edition of the Headdress Ball, the premier LGBTQ+ event of the Fantasy Fest Celebration, presented on Thursday, October 24, 2024, at the Coffee Butler Amphitheater, Truman Waterfront Park.

Join the Florida Keys SPCA at the 2024 Neonimals Royal Coronation where we will celebrate all 4 candidates at the culmination of their 6 week fundraising campaign. Kick off Fantasy Fest to see who becomes the King & Queen of Fantasy Fest 2024!

A Key West Brewfest special event! Enjoy a four-course beer dinner, which includes featured Cayo Hueso brews paired with specially chosen menu items.

Just A Few Friends Key West Favorite Son Celebration, and Southernmost Beach Resort presents national touring tribute band, “Buffett’s Margaritaville - Legendary Tribute to Jimmy Buffett” will perform LIVE on the beach while you try some of the best cheeseburgers Key West has to offer. Vote for your favorite to crown the best burger in Key West.