
Short Attention Span Theater
Fresh new, pertinent and funny short plays with several directors and a big handful of favorite Key West actors, this popular and all new Red Barn show returns to delight audiences.

Invasive species in the Florida Keys with Dr. Mader
Dr. Mader will discuss the changes in the Florida Keys’ fauna and flora over recent decades, highlighting the impact of invasive species. Notable invaders include the Green iguana, pythons, Lionfish, Cuban tree frogs, Haitian curly-tailed lizards, Myna Birds, and Monk parrots. Invasive plants like Australian Pine and Brazilian Pepper trees also pose significant threats. Each new species, regardless of size, harms the sensitive ecosystem of the Keys.

A Roaring Good Time Speakeasy!
CFK Academy at The College of the Florida Keys, is excited to invite you to A Roaring Good Time, Presented by the CFK Foundation. This year’s 2nd annual event will be hosted at the Tennessee Williams Theatre on Friday, April 18, 2025 6:00-8:30 p.m. We are planning a fun evening with food, cash bar, entertainment, auctions, and much more! Please join us to support our students.

Life, Love, and Key West
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.

Electric Blue Yonder + B.B. Palmer – Live at the Little House
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.

Key West Characters: More True Stories
We are partnering with Williams Hall to bring you 'More True Stories' of Key West. We'll bring back our favorites and introduce you to new (true) Key West Characters.

Anders Osborne
Be our guest on the evening of April 23 at 7:30 pm as we welcome back renowned singer, songwriter and virtuoso guitarist Anders Osborne to the storied Monkey Hut at Little Palm Island. This intimate and exclusive performance is only available to a limited number of guests.

Life, Love, and Key West
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.

Celebration of Cuban Music: Centennial Anniversary of San Carlos
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.

ALLEGRO! Series featuring the South Florida Symphony String Quartet
South Florida Symphony Orchestra's String Quartet returns to Little Palm Island for an unforgettable evening of music set against a breathtaking oceanfront backdrop. This exclusive, intimate concert features Mendelssohn’s passionate String Quartet No. 2, Ravel’s elegantly seductive String Quartet in F major, Gardel's beloved tango, Por Una Cabeza, and more.

Hangover Recovery Pool Party
Food & Drinks Specials
Live Music
At the 24 North Pool & Sunset Green Lawn
11am-2pm


Dance Factory presents 41st Annual Recital
When you have a dance recital on Star Wars day, you celebrate it! All of our dances revolve around the stars. Act 1 will feature songs from Star Wars. Act 2 features songs all about space. You will enjoy ballet, tap, jazz, lyrical, hip hop and contemporary from dancers starting at age 2.

3nd Annual FRLA Monroe R.O.S.E Awards
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.
CoffeeMill Dance Studio: DanceWorks 22!
The CoffeeMill Dance Studio celebrates 42 years of dance in Key West and proudly presents their annual Spring Dance Concert featuring a dance adaptation of Lion King PLUS other new works. This annual dance concert brings together the best original works produced by students, faculty, and professional dancers as they collaborate on an astounding celebration of all styles of dance including ballet, contemporary, modern, hiphop, tap, jazz, lyrical, Latin dance, Afro Caribbean, belly dance, aerial arts and much more! Treat your whole family to some great LIVE homegrown dance!

Dance Around the World: A Celebration of Diverse Cultures, Shared Planet
Embark on a vibrant journey celebrating the beauty, rhythms, and spirit of cultures from around the globe — all while inspiring a shared commitment to sustainability and unity. This unforgettable event is a true highlight of our year and promises to be a magical experience for all ages.

Stomp
Matchboxes, brooms, garbage cans, Zippo lighters, and more fill the stage with energizing beats at STOMP: the inventive and invigorating stage show that’s dance, music, and theatrical performance blended together in one electrifying rhythm.

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.

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!

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.

Circus of the Sea
Ariel stunts, trampolines, funny skits, drinks, snacks, face-painting and more… SO MUCH FUN! Seating is limited to 125 guests so please do not wait to book.

Life, Love, and Key West
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.

Mamma Mia!
ABBA's hits tell the hilarious story of a young woman's search for her birth father. This sunny and funny tale unfolds on a Greek island paradise.

Love, The Journey, Acceptance
Join Keys Choral Arts, the Keys premier community chorus, for their spring concert presentation. The chorus presents "Love, The Journey, Acceptance", a beautifully constructed concert under the direction of Timothy Peterson, accompanied by Lou Ann Steely.

Key West Historic Days: High Tea of Years Gone By
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.

The Rat Pack: One More Time!
RING–A-DING-DING! THE BEST RAT PACK SHOW RE-TURNS! Frank Sinatra, Dean Martin and Sammy Davis, Jr. return to stages all across America as the famous and infamous Rat Pack is resurrected by our three critically acclaimed entertainers. Sinatra, Martin and Davis were the kings of Las Vegas Swing and they formed The Rat Pack as their own nightly on-stage party. Relive those amazing nights with our international star performers.

Life, Love, and Key West
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.

Key West Historic Days: Flavors of the Past
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.

Key West Historic Days: “Echoes of the Island” Panel & “After Party”
"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.

Key West Historic Days: Historic Tours of America Trolley Tour
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.

Key West Historic Days: WALKING TOUR OF THE CURRY HOMES
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.

Buckets n’ Boards in Tavernier
Buckets N Boards is a hilarious and high-energy show chock-full of amazing percussion, ridiculous songs, spectacular tap dancing, inventive instrumentation and an incredible variety of musical talents!

Key West Historic Days: Panel Discussion with Aundrea Wagner
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.

Key West Historic Days: WOMEN GET THINGS DONE
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.

Buckets n’ Boards in Marathon
Buckets N Boards is a hilarious and high-energy show chock-full of amazing percussion, ridiculous songs, spectacular tap dancing, inventive instrumentation and an incredible variety of musical talents!

Buckets n' Boards in Key West
Buckets N Boards is a hilarious and high-energy show chock-full of amazing percussion, ridiculous songs, spectacular tap dancing, inventive instrumentation and an incredible variety of musical talents!

Paradise Big Band: Holiday II
Under the baton of Joe Dallas Jr, the band remains a truly "local" organization consisting of professional and semi-professional musicians from the Lower Keys and primarily Key West.

Darcy Cooke: “Jazz, Cabaret, & Cocktails”
Darcy Cooke presents an intimate evening of 2 parts jazz favorites from the Great American Songbook along with 1 part well-loved cabaret tunes. Called a “swinging jazz singer…displaying versatility and a beautiful voice” by jazz journalist, Scott Yanow, Darcy’s “warm and inviting voice” exudes a depth of emotion that draws in and thrills her audiences.

Free Fallin': The Tom Petty Concert Experience
Get ready for an epic live show with Free Fallin, The Tom Petty Concert Experience!

Memories of Coffee
From Johnny Neebo’s Starlight Club, to the Bamboo Room, to the Hukilua, Coffee Butler entertained Key West since 1952. This special performance Memories of Coffee will include the amazing vocals of the King of Key West Soul - Robert Albury, Clayton Lopez and Mina Lopez-Martin, a young new voice of Claire Caplan. They will revive the classic soul sound of the Temptations, Smokey Robinson, and Aretha Franklin along with originals by Coffee Butler. Music Director Larry Baeder will lead the talented Soul of Key West Band.

Brooklyn Laundry
This remarkable comic drama about three sisters and a guy who runs a Brooklyn laundry will remind you of what is important in life.

Taste of Key West
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!

The Peking Acrobats
THE PEKING ACROBATS® have redefined audience perceptions of Chinese acrobatics. They perform daring maneuvers atop a precarious pagoda of chairs and display their technical prowess at such arts as trick-cycling, precision tumbling, juggling, somersaulting, and gymnastics.

Catherine Lan and Tao Lin (Duo Beaux Arts)
International competition winning ensemble Duo Beaux Arts was formed in 2008 by world renowned husband and wife concert pianists and recording artists Catherine Lan and Tao Lin. Known for their adrenalized performances, this dynamic Duo has performed across Europe, the US, and China, to critical and audience acclaim.

Tennessee’s Men, a reading in two acts
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.

Sip n' Paint: Celebrate Spring, Island Style!
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!

MOMIX: Alice
Seamlessly blending illusion, acrobatics, magic, and whimsy, MOMIX sends audiences flying down the rabbit hole in Moses Pendleton’s newest creation, ALICE, inspired by Lewis Carroll’s classic Alice in Wonderland.

Cigar Box Paint, Sip & Storytelling Party
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.

Sip n' Paint: Celebrate the Luck of the Irish!
It's the "luck" of the IRISH! Paint to stories of luck and superstition!
One of a kind painting event- Paint the Tale!

Les Greene & the Swayzees Concert & Pool Party
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.