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Calendar of Events

Current Florida Keys Arts & Culture Events

Image for REEF Fest ~ An Annual Celebration of Marine Conservation Image for REEF Fest ~ An Annual Celebration of Marine Conservation Image for REEF Fest ~ An Annual Celebration of Marine Conservation Image for REEF Fest ~ An Annual Celebration of Marine Conservation
Image for Fantasy Fest 2022 Image for Fantasy Fest 2022 Image for Fantasy Fest 2022 Image for Fantasy Fest 2022
  • Sponsored Event
  • Oct 21, 2022 - Oct 30, 2022 Key West
  • Fantasy Fest 2022
  • Website Key West
  • 305-295-9112 E-mail
  • Facebook Twitter Instagram
  • This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions, and over 30 cleverly themed Parties and performances. Togas, Tutu’s, Body Paint and Burlesque, Halo’s, and Homemade Bikinis. Join the fun!
Image for Key West Bicentennial Exhibit at The Custom House Museum
  • Mar 31, 2022 - Dec 11, 2022 Key West Arts & Culture
  • Key West Bicentennial Exhibit at The Custom House Museum
  • Website
  • Key West Art & Historical Society welcomes the public to view the ‘Key West 200’ exhibit at the Custom House Museum, 281 Front St. The exhibit is to highlight Key West’s people, culture and community beginning with the settlers and government officials who arrived on this remote island in early 1822, featuring rarely displayed artifacts. Divided by decade, the exhibit emphasizes many of the significant moments and people that have influenced so much of what we celebrate today.
Image for Comedy Key West Presents: Billy Anderson
  • Oct 6, 2022 - Oct 8, 2022 Key West Arts & Culture
  • Comedy Key West Presents: Billy Anderson
  • Website
  • Hosted by Tom Dustin (Comedy Central, Winner of the Great Canadian Laugh-Off), Comedy Key West presents Billy Anderson. He can be heard on Audible’s “Sounds Like America” hosted by Jackie Kashian and seen on season 3 of the syndicated program “Laughs” on Fox television. Show starts at 8:30 p.m. Comedy Key West is located at 218 Whitehead St.
Image for Legends of Music Row Music Festival
  • Oct 13, 2022 - Oct 15, 2022 Key West Arts & Culture
  • Legends of Music Row Music Festival
  • Website
  • Book your tickets for this extraordinary three-night event, including an option for a VIP experience with an exclusive, up-close-and-personal concert setting featuring songwriting legends in country music. A musical experience like no other, Legends of Music Row is to be hosted by Country Music Hall of Fame songwriter Dean Dillon.
Image for “Bum Farto - The Musical”
  • Oct 13, 2022 - Oct 27, 2022 Key West Arts & Culture
  • “Bum Farto - The Musical”
  • Website
  • Pasión Project presents “Bum Farto -The Musical,” a hilarious true crime musical that tells the tale of an infamous fire chief who tempted fate and federal agents who set him up in a 1975 Key West drug sting known as Operation Conch. The smokin’ hot show opens at the San Carlos Institute Theater in Old Town, Key West on Thursday, October 13 through October 27. Throw on your best bellbottoms, platforms, and polyester for a sizzling 70s Opening Night Gala featuring pre-show cocktails, hors d’oeuvres, and groovy tunes to benefit the Key West Firehouse Museum. Tickets start at $35 online.
Image for Comedy Key West Presents: The Royal Roast of DJ Sanaris
  • Oct 19, 2022 Key West Arts & Culture
  • Comedy Key West Presents: The Royal Roast of DJ Sanaris
  • Website
  • It's hard to say something negative about the ever-positive, smiling DJ Sanaris, but this dais will find a way. Hosted by Roast Master Landon Bradbury along with other local comedians and notable Key West celebrities. A DJ Sanaris for King event. Complimentary nibbles provided by Little Whitehouse Subs & Layla's Gather & Nourish. Doors open at 7:00 p.m., show starts at 8:00 p.m. Comedy Key West is located at 218 Whitehead St.
Image for Comedy Key West Presents: Dean Napolitano
  • Oct 20, 2022 - Oct 22, 2022 Key West Arts & Culture
  • Comedy Key West Presents: Dean Napolitano
  • Website
  • Comedian Dean Napolitano is a throwback to the great comedians of yesteryear with a modern twist that makes him one of the most prevalent comedians working today. A true storyteller with imaginative delivery that makes audiences feel as if they have been through each experience themselves.Doors open at 7:30 p.m., show starts at 8:30 p.m. Comedy Key West is located at 218 Whitehead St.
Image for Key West Fantasy Fest
  • Oct 21, 2022 - Oct 30, 2022 Key West LGBTQ
  • Key West Fantasy Fest
  • Website
  • This outrageous 10-day costuming and masking celebration features dozens of masquerade competitions, themed parties and other exuberant events. The 2022 theme is ‘Cult Classics and Cartoon Chaos!' Check the website for the full schedule and more details.
Image for Rams Head presents The Wallflowers
  • Oct 30, 2022 Key West Arts & Culture
  • Rams Head presents The Wallflowers
  • Box Office 305-985-0433 Email Website
  • For the past 30 years, the Jakob Dylan-led act has stood as one of rock’s most dynamic and purposeful bands – a unit dedicated to and continually honing a sound that meshes timeless songwriting and storytelling with a hard-hitting and decidedly modern musical attack. Does open 7 p.m., show starts 8 p.m. at Key West Theater, 512 Eaton St.
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