
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.

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.

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.

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!

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.

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

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.

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.

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!

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!

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.

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.

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: 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.

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: “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: 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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

South Florida Symphony Orchestra: Mozart’s Requiem
outh Florida Symphony Orchestra, led by Key West native Maestra Sebrina Alfonso, closes the 2025 Season with an all-Mozart evening. His enigmatic Requiem is one of the most iconic compositions ever. Characterized by its sorrowful yet transcendent melodies, powerful choral passages – performed by dazzling singers and the South Florida Symphony Chorus -- and orchestral depth, the haunting beauty and emotional intensity of his Requiem Mass has captivated listeners for centuries.

Kaleidoscope
Chromesthesia: sound-to-color synesthesia. The inner story and musical journey of a prodigy turned island pianist.

FKSPCA Spring Social
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.

Joy in the Cabaret
Joy Hawkins debuts in the Tennessee Williams Cabaret Theatre with stories and songs from her life. Joy is a multifaceted talent who has made significant contributions to both stage and screen. Her career spans over four decades, showcasing her versatility as an actress, director, and entertainer.

An Evening of Dance
The CoffeeMill Young Dance Collective's (CYDC) annual benefit concert at the Tennessee Williams Theatre!

Poulenc Trio
A pioneering oboe, bassoon, and piano ensemble, The Poulenc Trio has garnered international recognition over its 20-year history. With performances in 47 U.S. states and at prestigious music festivals around the world, including the Ravello Festival in Italy, the San Miguel de Allende Festival in Mexico, and the White Nights Festival in Russia, they have firmly established themselves as one of the most active and sought-after touring piano-wind ensembles in the country.

An Ode to Dennis Pharmacy Brunch featuring Carmen Rodriguez and James King
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.

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.

Growing Up Conch Presented by La Cucaracha Chronicles
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.

Martina Bevis in Concert
Prague Conservatory of Music trained guitarist, Martina Bevis, returns to the Tennessee Williams Theatre. Join her along with her special guests, Marriane Nolan and Lynn-Marie Smith, to experience music from an artist who has mastered her instrument.

Mocktail Classic Hosted at The Hemingway Home
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.

CLASSIC AMERICANA SONG & FOOD
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

Anne McKee Artists Fund Performance featuring Sam Carlson
Sam Carlson, the acclaimed singer-songwriter, takes the stage for a one-of-a-kind concert. In the first collaboration between Tennessee Williams Theatre and the Anne McKee Artists Fund, witness a performance that's sure to be unforgettable. Experience Carlson's soulful melodies and heartfelt lyrics in a setting that blends the magic of theater and the power of music.

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.

Goodnight, Oscar
There’s a fine line between genius and insanity. Tonight, that line appears on national television. Smart and Funny.

An Evening of Sea Songs with Vira Slywotzky
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.

Key West Woman's Club Gala: Denim to Diamonds
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!

Neil Berg's 50 Years of Rock n' Roll, Part 5
With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often unknown stories from the fifty-year history of the music that changed the world forever!

Bobby in the Lobby
Bobby Nesbitt returns to the TWT Cabaret in his acclaimed series Bobby in the Lobby with a celebration of Irving Berlin, the godfather of the Great American Songbook. This is the 20th anniversary of Bobby’s show, and a return to the show that started it all. With over 2000 published songs to his credit, no one had more hits than Irving Berlin. From Cheek to Cheek to White Christmas, from Puttin’ On the Ritz to the score of Annie Get Your Gun, this will be another song packed evening in the Cabaret.

Avery Gagliano
Avery Gagliano, pianist, is Impromptu’s 2025 “Rising Star”. Having made her debut at Carnegie Hall at the age of just 20, 22-year-old, Gagliano is an artist with ‘distinctive young talent’. Avery came to international acclaim as the First Prize and Best Concerto Prize winner at the 2020 National Chopin Piano Competition, and as the only American semifinalist at the 18th International Chopin Competition in 2021.

A Quartet Plays
Irie Monte returns to the Cabaret Theatre with her string quartet. Prepare to be enchanted as she graces the stage once again and immerse yourself in a captivating evening of music as Irie and her talented string quartet create a mesmerizing soundscape. Don't miss this extraordinary performance!

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.

Fine Art Auction 2025
Please join us for a Tropical Gala featuring a special tribute to our founder, Anne McKee.