Holiday Historic Inn Tour
Dec
6

Holiday Historic Inn Tour

  • Hemingway's Social Club at Papa's Pilar Distillery (map)
  • Google Calendar ICS

Join us for an enchanted evening of decorated historic inns while enjoying light sweet or savory holiday treats and holiday cheer at each property. Visit each property, explore the unique architecture and history, and delight in holiday ambiance in a tropical setting. The tours are self-guided. Free trolley transportation will be provided between properties - but participants are encouraged to bike, walk or use their own transportation.

View Event →
Fiesta de Navidad Tropical!
Dec
6

Fiesta de Navidad Tropical!

Get ready for a holiday extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing.

View Event →
The Foreigner
Dec
12
to Jan 11

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.

View Event →
Holiday Historic Inn Tour
Dec
13

Holiday Historic Inn Tour

Join us for an enchanted evening of decorated historic inns while enjoying light sweet or savory holiday treats and holiday cheer at each property. Visit each property, explore the unique architecture and history, and delight in holiday ambiance in a tropical setting. The tours are self-guided. Free trolley transportation will be provided between properties - but participants are encouraged to bike, walk or use their own transportation.

View Event →
Christmas Re-imagined
Dec
17

Christmas Re-imagined

Join the Keys Choral Arts on Tuesday, December 17, 2024 at 7pm for their annual Winter Concert. “Christmas Re-imagined” will feature many of the carols that you have known for a life-time, traditional as well as newly-arranged settings, sure to please everyone.

View Event →
Holiday Train Ride
Dec
18

Holiday Train Ride

 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.

View Event →
Holiday Lights Trolley Tour
Dec
22

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!

View Event →
Camp MicroParty
Dec
30
to Jan 3

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!

View Event →
Tango in the Dark
Jan
7

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.

View Event →
Thomas Mesa & Greg Zelek
Jan
12

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. 

View Event →
Ian Maksin: "Beyond Neoclassical"
Jan
17

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.

View Event →
Bougie Afternoon Tea for a Cause
Jan
18

Bougie Afternoon Tea for a Cause

  • Hellings Curry Museum, home of the Key West Woman's Club (map)
  • Google Calendar ICS

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.

View Event →
South Florida Symphony Orchestra: Leonard Bernstein's Candide
Jan
19

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.

View Event →
Simone Porter
Jan
26

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.

View Event →
Puppy Pals, Live!
Jan
27

Puppy Pals, Live!

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!

View Event →
A Blonde, Brunette, & Some Duets
Feb
8

A Blonde, Brunette, & Some Duets

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.

View Event →
Dover Quartet
Feb
9

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.

View Event →
Vail Johnson: BASSically Incorrect
Feb
9
to Feb 10

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.

View Event →
MicroPARTY Live Show
Feb
14
to Feb 16

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. Experience a captivating fusion of acting, live music, puppetry, and dance, all designed to engage and inspire. With vibrant costumes and interactive multimedia elements, the MicroPARTY Live experience promises a joyous celebration that captivates both the young and the young at heart. Don’t miss this chance to be a part of an unforgettable adventure!

View Event →
South Florida Symphony Orchestra: Don Juan | Strauss & Berlioz
Feb
14

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.

View Event →
Wearable Art Fashion Show
Feb
15

Wearable Art Fashion Show

  • Hellings Curry Museum, home of the Key West Woman's Club (map)
  • Google Calendar ICS

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 evening 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!

View Event →
A Quartet Plays
Feb
21

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!

View Event →
Avery Gagliano
Feb
23

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.

View Event →
Bobby in the Lobby
Feb
23
to Feb 24

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.

View Event →
Anne McKee Artists Fund Performance featuring Sam Carlson
Mar
5

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.

View Event →
Martina Bevis in Concert
Mar
7

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.

View Event →
Poulenc Trio
Mar
9

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.

View Event →
Joy in the Cabaret
Mar
12
to Mar 13

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.

View Event →
South Florida Symphony Orchestra: Mozart’s Requiem
Mar
15

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.

View Event →
MOMIX: Alice
Mar
19

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.

View Event →
Catherine Lan and Tao Lin (Duo Beaux Arts)
Mar
23

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.

View Event →
The Peking Acrobats
Mar
23

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.

View Event →
The Rat Pack: One More Time!
Apr
5

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.

View Event →
Stomp
May
23
to May 24

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.

View Event →

ALLEGRO! Series featuring the South Florida Symphony String Quartet
Nov
27

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.

View Event →
Key West Film Festival: A Wine, Cheese, and Cinema Experience
Nov
15

Key West Film Festival: A Wine, Cheese, and Cinema Experience

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? 

View Event →
Trenton Chandler's Artist Showcase Experience: A Sensory Journey
Nov
11

Trenton Chandler's Artist Showcase Experience: A Sensory Journey

Step into an evening of profound emotion and immersive sound with Trenton Chandler, the newly crowned ISSA Entertainer of the Year. On November 11th, Trenton brings his soul-stirring performance to Higgs Beach for an exclusive Artist Showcase Experience like no other. Prepare to be captivated by the depth of his lyrics and the power of his melodies, blending heartfelt ballads with electrifying rhythms, all while experiencing the music through Key West Experience headphones—creating a personal, intimate connection between you and every note.

View Event →
Fall Showcase
Nov
8
to Nov 9

Fall Showcase

Join us for the KWHS Drama Club's Fall Showcase Fundraiser: Through the Decades! We’re thrilled to present two evenings filled with unforgettable performances of singing, dancing, skits, poetry, live music, and more. Experience a journey through time as our talented performers take you through the iconic styles and sounds of each decade.

View Event →
Rose
Nov
1
to Nov 2

Rose

While sitting shiva, Rose recounts her life as a child in a tiny Russian village, a young woman in the Warsaw Ghetto, and eventually as a successful business woman in Atlantic City. Powerful. Heart wrenching. The ultimate celebration of life.

View Event →
Dark Night of the Soul
Oct
31
to Nov 2

Dark Night of the Soul

Mysticism, spirituality, sensuality, and raw emotion … Dark Night of the Soul invites you into these embodied depths. Inspired by Spanish mystic poetry and the quest for union with the divine, this show carries us from darkness into light, exploring the soul and its profound intimacies.

View Event →
Creepy Campus Ghost Tour
Oct
28

Creepy Campus Ghost Tour

Just in time for Halloween, join Island Tales on the campus of the College of the Florida Keys for a creepy campus ghost tour.

This will be an enthralling evening filled with ghost tales and spooky legends led by 5-star rated tour guide Amy Andrade.

Learn about haunted lighthouses, murder, betrayal, diseases, natural disasters, and ghosts that haunt the Florida Keys. 

Light refreshments will be served.  All proceeds will benefit the CFK Academy students. 

Sunday Oct. 28th  6:30pm or 8:30pm

View Event →
Kinky Couples Party
Oct
25
to Oct 26

Kinky Couples Party

The ONLY event exclusively for couples. Join like-minded couples in the Cabaret Bar overlooking Duval Street. A special performance by the world-renowned latex entertainer RubberDoll, including Live Dark'n Dancing. New York DJ Lucas will be sure to get everyone in the mood for some serious playtime!

View Event →
Exposed
Oct
24
to Oct 25

Exposed

The most risqué party of Fantasy Fest! Play in the Poolside Foam Party! Dance the night away on 2 Dance Floors or Splash around in our Pool & Jacuzzi! Black Out & Black Light party inside, and exotic dancers!

View Event →
Rock the Tatas
Oct
24

Rock the Tatas

Hanks’ Hair of the Dog Saloon presents the annual charity event, Rock the Tatas Contest. Hosted by the "one and only" Elle Taylor with live music by Dj El Grace and special guest from Miami DJ Diego Barrera 9pm to close. Join us in the fight against Breast Cancer October 24th. First place prize $500!

View Event →
Barbie's Pink Pool Party for Breast Cancer Awareness
Oct
18

Barbie's Pink Pool Party for Breast Cancer Awareness

Wear your Best Barbie or Ken pink costumes and join The Marker Key West Harbor Resort with DJ El Grace for a fun pool party that will also make you feel good! Along with great music, we’ll have a Barbie or Ken costume contest, Barbie pink pools, Barbie pink drink specials, pink food specials, and more – all to benefit Womankind Key West.

View Event →
Bum Farto the Musical
Oct
17
to Oct 25

Bum Farto the Musical

Bum Farto the Musical brings to life one of Key West’s most infamous and colorful characters. Bum Farto, the fire chief who mysteriously vanished in 1976, is reimagined as a charismatic anti-hero in this wildly entertaining musical. With a story spilling over with Key West’s eccentric charm, director Pamela Stephenson Connolly crafts a tale as quirky and captivating as the island itself.

View Event →
Creepy Campus Ghost Tour
Oct
13

Creepy Campus Ghost Tour

Just in time for Halloween, join Island Tales on the campus of the College of the Florida Keys for a creepy campus ghost tour.

This will be an enthralling evening filled with ghost tales and spooky legends led by 5-star rated tour guide Amy Andrade.

Learn about haunted lighthouses, murder, betrayal, diseases, natural disasters, and ghosts that haunt the Florida Keys. 

Light refreshments will be served.  All proceeds will benefit the CFK Academy students. 

Sunday Oct. 13th  6:30pm or 8:30pm

View Event →
Zombie Prom, the Musical
Oct
11
to Oct 13

Zombie Prom, the Musical

Bravo Theatre in partnership with Fringe Theater Key West presents Zombie Prom! Join us as we creep our way into the holiday season with this “Atomic” musical farce. Zombie Prom is riddled with teenage heartbreak, overbearing educators, sleuthy sleuths, and you guessed it, ZOMBIE’S!!

View Event →