
Parallel Lives
Parallel Lives is a sharp, comedic play by Kathy Najimy and Mo Gaffney that explores the lives of two women through a series of connected sketches. With a mix of witty dialogue and physical comedy, it takes on everything from relationships to gender norms.

Ms Holmes And Ms Watson, Apt 2B
An irreverent, darkly comic, modern take on Sir Arthur Conan Doyle’s famous sleuth and sidekick, this fast-paced romp re-examines the world’s most famous detective story with a bold new feminist lens.

The Four Phantoms in Concert
An extravagant celebration of the iconic music of Broadway and more, The Four Phantoms brings together four Phantoms from the Tony Award-winning The Phantom of the Opera for an unforgettable evening of entertainment.

Valentine's Day Sweetheart or Not Dance Party
Dress to Impress!
DJ, Dancing, Mac & Cheese Spread, Valentine-Themed Beverages
*For CFK Students, Pre-approved Guests, & Monroe County School Students ONLY in grades 9-12

MicroPARTY Live Show
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.

South Florida Symphony Orchestra: Don Juan | Strauss & Berlioz
Celebrate love in all its dramatic, poetic, erotic, scandalous and insatiable forms! Experience the thrilling return of R. Strauss’s swashbuckling escapade Don Juan alongside the South Florida Symphony Orchestra premiere of his touching Four Last Songs. Also featuring the world’s most famous waltz, J. Strauss II’s iconic Blue Danube, and Berlioz’s tumultuous King Lear Overture.

Wearable Art Fashion Show
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!

MicroPARTY Live Show
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.

MicroPARTY Live Show
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.

Gerri Louise Standup: Senior Moments or What the Hell Happened?
Get ready to laugh your conch shells off! Gerri Louise, Key West's own hilarious hurricane, brings her signature blend of sharp wit and island charm to the stage.

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

Coral Restoration: Improvise, Adapt, and Overcome
Dr. Spadaro will discuss applying new technology, novel methods and materials, and classic ecological theory to the holistic restoration of Florida’s Coral Reef. In collaboration with multiple nations and institutions, he is working with large native crab that have the potential to facilitate dramatic, large scale coral restoration.

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

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.

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.

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.

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.

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!

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!

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.

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.

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.

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.

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.

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.

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

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

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.

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.

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.

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!

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.

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!

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.

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!

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!

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.

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.

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.

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.

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.

Vail Johnson: BASSically Incorrect
BASSically Incorrect is Vails' one- man show encompassing 4 decades of 'round the world touring and recording with artists from Herbie Hancock to Kenny G, Stevie Nicks to Whitney Houston and so on......Stories about them and music done in Vail's unique style make for a fun and entertaining event.

SOMO’s BIG GAME Tailgate & Watch Party
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!

BIG GAME Watch Party
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.

Mac’s Place Big Game Party!
Tickets Include:
Two buffets open for the duration of the game
Open bar for the duration of the game

Dover Quartet
Named one of the greatest string quartets of the last 100 years by BBC Music Magazine, the two-time Grammy nominated Dover Quartet is one of the world’s most in-demand chamber ensembles. The quartet is the Ensemble in Residence at the Curtis Institute of Music and holds additional residencies at Northwestern University and the Walton Arts Center’s Artosphere festival.

Eric McCormack & Laura Bell Bundy
Star from the hit TV show Will & Grace, Eric McCormack, and Tony nominated actress, Laura Bell Bundy, come to the Tennessee Williams Theatre! Together, they bring their magnetic chemistry from Broadway’s The Cottage to the stage, promising a night of unforgettable entertainment that spans Broadway hits, cinematic charm, and chart-topping tunes.

ROOTS ON THE ROCK REGGAE FESTIVAL & VENDOR VILLAGE MARKETPLACE
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!

Libby Swings Mercer: A Celebration of Lyricist Johnny Mercer
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

Backyard Music with Debra & Patrick
It’s our annual BACKYARD MUSIC FUNDRAISER. The most laid-back fun you can have raising funds for the Fringe. Included in your ticket price is food, drink, and an evening with Fringe Friends while groovin’ to the eclectic sounds of Key West favorites Debra and Patrick. Let Jim Hall and Billy Cartledge welcome you to their lovely backyard then get up and dance to music that will take you from soul to jazz to pop and more! Please consider low heel attire for this evening.

Puppy Pals, Live! in Tavernier
Puppy Pals is a family fun action-packed show where adopted and rescued dogs perform spectacular stunts and breathtaking feats. Watch as we lead the puppies and audience through challenging and comical tricks as the pooches show everyone who is really boss!

No Closet Space: The History of Gay Key West
Step into the magic of Gay Key West with No Closet Space: The History of Gay Key West. This documentary captures how the gay community transformed the island into a vibrant, joyful sanctuary. Experience the unforgettable stories, humor, and nostalgia that shaped this era. Join us for this Work-in-Progress screening at Williams Hall.

Puppy Pals, Live! in Marathon
Puppy Pals is a family fun action-packed show where adopted and rescued dogs perform spectacular stunts and breathtaking feats. Watch as we lead the puppies and audience through challenging and comical tricks as the pooches show everyone who is really boss!

Puppy Pals, Live! in Key West
Puppy Pals is a family fun action-packed show where adopted and rescued dogs perform spectacular stunts and breathtaking feats. Watch as we lead the puppies and audience through challenging and comical tricks as the pooches show everyone who is really boss!

Simone Porter
Violinist Simone Porter has been recognized as an emerging artist of impassioned energy, interpretive integrity, and vibrant communication. In the past few years, she has debuted with the New York Philharmonic, the Philadelphia Orchestra, and the Los Angeles Philharmonic. Born in 1996, Simone made her professional solo debut at age 10 with the Seattle Symphony and her international debut with the Royal Philharmonic Orchestra in London at age 13.

Coffee House Concert Series
Coffee ☕️, Desserts 🍪 and Music🎵 featuring Irish Kevin and a special guest from Ireland.

Paradise Big Band: Holiday I
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.

Menopause The Musical 2: Cruising Through ‘The Change’®
Cruising Through ‘The Change’, is a hilarious and heartfelt look at the joys of menopause and friendship — plus hot flashes, mood swings, memory lapses & more!

South Florida Symphony Orchestra: Leonard Bernstein's Candide
South Florida Symphony Orchestra opens the 2025 Key West Season with Leonard Bernstein’s satirical Candide. This semi-staged concert version features the orchestra, a dynamic cast of actor-vocalists, minimal sets and costumes, and a chorus performing together on stage.
Follow Candide on a riotous journey as he searches for "the best of all possible worlds," teeming with humor, unexpected twists, and profound philosophical reflections.

Christine Mild: A Little Bit Country, A Little Bit Rock n' Roll
Christine Mild returns with a new knockoutshow featuring the women who sing Country AND Rock n Roll.

Key West Friends of Asheville
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 .

Bougie Afternoon Tea for a Cause
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.

Ian Maksin: "Beyond Neoclassical"
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.

Galapagos Fishes, From the Shore to the Abyss & From Darwin to DNA
Dr. Jack Stein Grove will be drawing from 50 years of research and adventures in the Galapagos Islands, Dr. Grove will discuss the natural history and incredible wildlife of the enchanting archipelago.

I Love You, You’re Perfect, Now Change
A musical exploration of the epic truths and challenges of modern love and romance. Hilarious and insightful!

Thomas Mesa & Greg Zelek
Join the Keys Choral Arts on Tuesday, December 17, 2024 at Cellist Thomas Mesa and organist Greg Zelek will present a special duo concert showcasing the historic pipe organ at St. Paul’s Episcopal church. Mr. Mesa has established himself as one of the most charismatic, innovative, and engaging performers of his generation, and is the recipient of the Sphinx Organization’s 2023 Medal of Excellence, its highest honor. Mr. Zelek is the Principal Organist of the Madison Symphony Orchestra and Curator of the Overture Concert Organ, where he regularly performs and oversees all the MSO's organ programming.

Tango in the Dark
“Tango in the Dark” follows two lovers as they journey through a city transformed by the shadows of nightfall weaving a story of love, loss, and connection fuelled by the rhythms of the city night.

The Foreigner
This very funny comedy is an American classic, winning the Best New American Play for 1985 by the Outer Critics Circle. Set at a rural Georgia fishing lodge, a pathologically shy man adopts a persona as a non-English speaking foreigner in an attempt to avoid conversation. Hilarity ensues as an outrageous group of characters reveal secrets and scandals.

Camp MicroParty
Step into a world of unlimited imagination at Camp MicroPARTY, a 4-day creative adventure for children ages 5-12! Taking place at The Studios of Key West from December 30th to January 3rd, (Dec. 30, 31 & Jan. 2nd, 3rd) this immersive camp brings the themes and music of Electric Blue Yonder’s MicroPARTY album to life through hands-on projects and interactive lessons. Each day, campers will explore science and nature through the lens of art, music, and storytelling. With a focus on fostering curiosity, creativity, and teamwork, the camp will guide children through fun-filled activities that connect the natural world with imaginative play. Campers will sing, dance, create art, and collaborate on projects that reflect the vibrant themes of MicroPARTY. The experience culminates in a celebratory showcase where children share their creations and perform together, making memories and friendships that last beyond the camp. Join us for a magical journey where learning and creativity meet in a joyful, supportive environment!

Holiday Lights Trolley Tour
Join the Key West Parrot Head Club on a Holiday Lights Trolley Tour!
See all the best decorations on our holiday tour as the locals decorate their historic Key West homes in a splendid cascade of lights and other decorative touches to see who can outdo the other in a friendly, holiday-inspired competition!

A Jazz Christmas with John Simon & Friends
Grammy-nominated record producer, John Simon, a titan behind the careers of The Band, Janis Joplin, and Leonard Cohen, comes to the Tennessee Williams Theatre for a unique and unforgettable evening – A Jazz Christmas.