• Games!

  Live Music!

  Drink/Food Special!

• Food & Drinks Specials

• Live Music

• At the 24 North Pool & Sunset Green Lawn

• 11am-2pm

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.

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.

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.

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.

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.

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.

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.

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. 

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.

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.

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 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!

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 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. 

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.