The Florida Keys & Key West

Calendar of Events

Current Florida Keys Arts & Culture Events

  • Dec. 14, 2017 - Jan. 6, 2018 Location: Key West Category: Arts & Culture
  • Waterfront Playhouse presents: Inspecting Carol
  • 305-294-5015 Website
  • Grab a large helping of holiday cheer with this hilarious, madcap comedy! It's a cross between A Christmas Carol and Noises Off. Behind the scenes of a struggling theatre's annual slapdash production of A Christmas Carol, rehearsals are at a standstill. Tim is no longer Tiny, Scrooge wants to do the play in Spanish (Feliz Navidad), and their funding is on hold pending an inspection. This laugh out loud spoof makes for a night at the theatre that is anything but show business as usual. "Inspecting Carol" is a delightful mix of "A Christmas Carol," "Noises Off," "Waiting for Guffman."
  • Dec. 14, 2017 - Dec. 16, 2017 Location: Key West Category: Arts & Culture
  • Sugar Rum Cherry: A Burlesque Nutcracker
  • Christa Hunt 305.619.2862 Website
  • Put on your stockings and pull out your sugarplums for Key West Burlesque's "Sugar Rum Cherry: A Burlesque Nutcracker." This naughty holiday 2-act reverie features your favorite local performers, international burlesque superstars, and amazing aerial acrobats as they visit the land of libations. Doors open at 7:30 p.m., show starts at 8:00 p.m. Performance at Key West Theatre, 512 Eaton Street.
  • Dec. 16, 2017 Location: Key West Category: Arts & Culture
  • South Florida Symphony presents: Mozart Meets Hemingway & Siudy Flamenco Concert
  • 305-295-7676 Website
  • Zuill Bailey, cellist extraordinaire, returns to commemorate the 20th Anniversary of the South Florida Symphony Orchestra led by Founder|Music Director Sebrina Maria Alfonso. Bailey's rare combination of celebrated artistry, technical wizardry, and engaging personality has secured his place as one of the most sought after and active cellists today. Bailey performs the wondrous Tales of Hemingway concerto for cello and orchestra for which he won the Best Classical Instrument Solo Grammy Award in 2017. Pre-concert chat 7 p.m., performance at 7:30 p.m., Key West High School Auditorium, 2100 Flagler Avenue. Tickets available online.
  • Dec. 17, 2017 Location: Key West Category: Arts & Culture
  • Keys Love Festival
  • Elmira Leto 305-434-6564 Email Website
  • Featuring a wide variety of talented local favorites on the City of Key West Amphitheater stage, at the Truman Waterfront from 12 noon-6pm, an all-star lineup of local musical icons includes Howard Livingston, Caffeine Carl & the Buzz, Clayton Lopez, Coffee Butler and many other well-known musicians takes the stage to make this a special day and an authentic Florida Keys event. Laid back, relaxed and in true island style, you're asked to bring your lawn chairs and blankets for seating on the lawn. Soak up the sun for the afternoon, with final performances taking the stage under our glorious Key West sunset. Admission is free with donations of any amount greatly appreciated upon entrance, being made to support the children, families and individuals of the Florida Keys through The funds raised will provide much needed aide and support to individuals throughout Monroe County who have been affected by Hurricane Irma.The concert will be broadcast live on Facebook Live at's official Facebook page.
  • Dec. 21, 2017 - Dec. 31, 2017 Location: Key West Category: Arts & Culture
  • Fringe Theater presents: An Evening with Lillian Baxter- ALL NEW!
  • 305-731-0581 Website
  • Back by popular demand! John Vessels and Jay Schwandt bring Lillian Baxter back to Key West in this all-new "one woman" show. Lillian Baxter is sweet, funny, and capable of knocking your socks off when she belts out a song! Cabaret comedy with beautiful renditions of the American songbook. Enjoy an upbeat show about life just left of the spotlight. Limited Seating. Shows 12/21-24, 12/26-31 at Little Room Jazz Club. 821 Duval Street. House opens at 6 p.m. Show at 7 p.m.
  • Dec. 21, 2017 Location: Key West Category: Arts & Culture
  • Second Annual Holiday Concert & Bazaar at Custom House Museum
  • 305-295-6616 Website
  • Key West Art & Historical Society is to host this second annual event, from 5-9 p.m. at the historic Custom House Museum, to feature Key West's finest artisans, musicians and choirs, along with a spectacular holiday light show. Highlights of the evening gathering are to include performances by musicians and choirs, local artisans showcasing their wares, a light show and "selfies" with Santa. Open and free to the public.