Calendar of Events

Current Florida Keys Events

Image for The Island Art Festival 2024 Image for The Island Art Festival 2024 Image for The Island Art Festival 2024 Image for The Island Art Festival 2024
Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest
Image for Fantasy Fest 2024 Image for Fantasy Fest 2024 Image for Fantasy Fest 2024 Image for Fantasy Fest 2024
Image for KEY WEST LITERARY SEMINAR Image for KEY WEST LITERARY SEMINAR Image for KEY WEST LITERARY SEMINAR Image for KEY WEST LITERARY SEMINAR
Image for History of Diving Museum: Salvaging the Deep
Image for Key West Tropical Forest & Botanical Garden: Scarecrows in the Garden
Image for Key West Art & Historical Society: The Antic Humor of Richard Weatherwax
  • Sep 13, 2024 - Nov 24, 2024 The Florida Keys Arts & Culture
  • Key West Art & Historical Society: The Antic Humor of Richard Weatherwax
  • Website
  • Richard Watherwax has more than 40 years’ experience in commercial, editorial, advertising and wedding photography. After 25 years shooting in Manhattan for top corporate brand clients, Watherwax found his home in Key West where he took to the easy, laid-back atmosphere of Key West like a duck to water. He developed his own unique style of art that many have called ‘Watherwax Whimsy.' The exhibition marks the photographer's 90th birthday later this year. The exhibition, on display through Nov. 24, is displayed in the Bryan Gallery at the Custom House Museum, 281 Front St.
Image for Studios of Key West: 40 Years of Sunsets - Mallory Square Artists
  • Oct 3, 2024 - Oct 31, 2024 Key West Arts & Culture
  • Studios of Key West: 40 Years of Sunsets - Mallory Square Artists
  • Website
  • “40 Years of Sunsets” commemorates the 40th anniversary of the iconic Sunset Celebration at Mallory Square, a cornerstone of Key West culture. This exhibition honors the tradition of celebrating the setting sun, a practice dating back to the 1830s, which has evolved into a nightly festivity uniting people from all walks of life. It features a diverse array of handmade artwork, including wire and wooden sculptures, paintings, handcrafted jewelry, fiber art, and comic books. A video presentation showcases busker and musician performances alongside interviews with participants, highlighting the celebration’s significance. 533 Eaton St.
Image for Waterfront Playhouse: The Rocky Horror Show
Image for Key West Theater: Star Wars Strips
Image for Key West International Dance Co.: Bum Farto the Musical
  • Oct 17, 2024 - Oct 26, 2024 Key West Arts & Culture
  • Key West International Dance Co.: Bum Farto the Musical
  • Website
  • Building on its sold-out 2022 Key West run, KWIDC presents Bum Farto The Musical, a hilarious romp through the island’s colorful history, celebrating its quirky charm through high-energy dance numbers and unforgettable tunes. Shows at 8 p.m. at San Carlos Institute, 516 Duval St. Note: there is no show on Oct. 20.
Image for Key West Fantasy Fest
  • Oct 18, 2024 - Oct 27, 2024 Key West Arts & Culture
  • Key West Fantasy Fest
  • Website
  • "It's a 90s Neon Cosmic Carnival" is the official theme for Fantasy Fest 2024, Key West’s annual multi-day costuming extravaganza in paradise. From October 18-27, revelers can explore an array of exciting events, including the the exuberant Goombay Festival in the streets, the Zombie Bike Ride, a 90s-neon-themed 5K run/walk, the Captain Morgan Masquerade March (aka “Locals Parade”), the Royal Coronation of the 2024 Fantasy Fest King and Queen, plus concerts, theater productions, the enchanting Key West Pet Masquerade, the 41st annual Headdress Ball pageant, and the world-famous Key West Fantasy Fest Parade on Saturday, Oct. 26.
Image for Old Town Trolley: Halloween Sights & Lights Tour
Image for Fantasy Fest: Pet Masquerade
  • Oct 23, 2024 Key West Arts & Culture
  • Fantasy Fest: Pet Masquerade
  • Website
  • Costume yourself and your critter(s) to compete, or applaud from the audience at the annual wild and wacky Pet Masquerade at the Coffee Butler Amphitheater during Fantasy Fest. Registration fees benefit the Monroe County Sheriff’s Office Animal Farm. Registration at 5:30 p.m.; show starts at 6:30 p.m. $25 to enter; free to watch. 21 Quay Rd.
Image for Fantasy Fest: LUV2GLOW Party
  • Oct 23, 2024 Key West Arts & Culture
  • Fantasy Fest: LUV2GLOW Party
  • Website
  • The LUV2GLOW Party is Fantasy Fest’s official and longest running glow-in-the-dark blacklight dance party, and it is back for its 12th glowing year. “SPACE RAVE” is the theme -- a nod to the main Fantasy Fest theme, 90s Neon Cosmic Carnival. Plan your galactic UV blacklight reactive costumes and body paint with a sexy glowing space twist. Think aliens, 90s rave gear, planets, stars, astronauts or however your mind translates SPACE RAVE. Remember NO GLOW, NO ENTRY. 8 p.m. to 2 a.m., Rick's Upstairs, 200 Duval St. Get tickets at EventBrite.
Image for The Key Players: The Addams Family Musical
  • Oct 24, 2024 - Oct 27, 2024 Key Largo Arts & Culture
  • The Key Players: The Addams Family Musical
  • Website
  • This musical is a comical feast that embraces the wackiness in every family. Wednesday Addams, the ultimate princess of darkness, has grown up and fallen in love with a sweet, smart young man from a respectable family– a man her parents have never met. And if that wasn’t upsetting enough, Wednesday confides in her father and begs him not to tell her mother. Now, Gomez Addams must do something he’s never done before– keep a secret from his beloved wife, Morticia. Everything will change for the whole family on the fateful night they host a dinner for Wednesday’s “normal” boyfriend and his parents. Shows at 7:30 p.m. at Coral Shores High School Performing Arts Center, MM 89.9 oceanside.
Image for Fantasy Fest: Key West Headdress Ball
  • Oct 24, 2024 Key West LGBTQ
  • Fantasy Fest: Key West Headdress Ball
  • Website
  • Talented headdress makers compete for first- through third-place prizes. The premiere LGBTQ event of the Fantasy Fest Celebration, this popular event returns to the Coffee Butler Amphitheater in Truman Waterfront Park. Doors open to the outdoor gala at 6:30 p.m., show starts 8 p.m. Sponsored by the Key West Business Guild. Tickets include VIP tables, reserved chair seating and lawn tickets. 21 Quay Rd.
Image for History of Diving Museum: Treasure Treat Night
Image for Fantasy Fest: Masquerade March
  • Oct 25, 2024 Key West Arts & Culture
  • Fantasy Fest: Masquerade March
  • Website
  • Join the hugely popular Fantasy Fest tradition known as the locals’ parade that highlights costumes, creativity and community. The Captain Morgan Masquerade March is a grown-up moving cocktail and dance party that begins at 5:30 p.m. at Truman Ave. and Frances St. The route winds its way north to Fleming St., stopping at participating guest houses that hand out complimentary beverages.
Image for Florida Keys Wild Bird Center: Owl-O-Ween
  • Oct 25, 2024 Key Largo Arts & Culture
  • Florida Keys Wild Bird Center: Owl-O-Ween
  • Website
  • Don't miss this unforgettable night of tricks, treats and conservation education from 4 to 8 p.m. at the Wild Bird Sanctuary at MM 93.6 bayside. You'll enjoy games, activities and of course, lots of candy! Explore the conservation village with local non-profit organizations setting up spooky booths with their own interactive displays and activities. Come and trick or screech with us, all while supporting your local conservation non-profits including the bird center, REEF, I.CARE, Coral Restoration Foundation, Marine Lab and Crustacean Plantation.
Image for Fantasy Fest: Fantasy Market
  • Oct 25, 2024 Key West Arts & Culture
  • Fantasy Fest: Fantasy Market
  • Website
  • Shop for costumes, accessories, T-shirts and other Fantasy Fest swag along with local art and great food and beverages from 10 a.m. to 4 p.m. at the Fantasy Market, located this year just 2 blocks off Duval St. at the open area in front of Conch Republic Seafood Company on Greene St. in the Historic Seaport. Enter for a chance to win 2 tickets to the VIP Parade Suite at the LaConcha hotel during Saturday night's Bud Light Fantasy Fest Parade.
Image for Fantasy Fest: Key West Fantasy Fest Parade
  • Oct 26, 2024 Key West Arts & Culture
  • Fantasy Fest: Key West Fantasy Fest Parade
  • Website
  • The Key West Fantasy Fest Parade winds through the world-famous Duval Street from the Gulf of Mexico to the Atlantic Ocean. The parade is a splendid moving party with festive floats, wild walking groups, bicycle brigades and human-powered kinetic machines that entertain tens of thousands spectators in the premier Fantasy Fest event. This year's parade Grand Marshals are paranormal specialist David T. Sloan and Robert the Doll, the eerie, 100+ year-old doll with a long and storied history of supernatural behaviors.
Image for Underwater Pumpkin Carving Contest
  • Oct 26, 2024 Key Largo Arts & Culture
  • Underwater Pumpkin Carving Contest
  • Website
  • NOTE: Weather Permitting, call to confirm. Amoray Dive Resort presents the 26th annual Underwater Pumpkin Carving Contest. Divers are provided with cleaned pumpkins, then must carve out a creative jack-o-lantern while submerged in the ocean off Key Largo. The theme for this year's contest is "Creatures From the Black Lagoon." Carvers of the top 3 pumpkins, chosen by the Amoray dive captain and mate, are to receive prizes. Check in 12:30 p.m. Boat departs at 1 p.m. The contest is for divers, but snorkelers may go along on the trip. Mile marker 104.5.
Image for John Pennekamp Coral Reef State Park: Halloween at Pennekamp
  • Oct 26, 2024 Key Largo Arts & Culture
  • John Pennekamp Coral Reef State Park: Halloween at Pennekamp
  • Website
  • Bring the kids to Pennekamp for an evening of spooky Halloween fun! From 5:30 to 8:30 p.m., you can take a walk through the specially decorated "A-scare-ium;" walk either the Spooky Trail with scary actors, or the Spooky Trail without scary actors; watch shows by Captain Coral; enjoy a Mermaid Meet-and-Greet; and then, gather candy at the Trunk or Treat in the Cannon Beach parking lot. Admission is free!
Image for Florida Keys Brewing Co.: I.CARE Underwater Critter Costume Party
Image for MarineLab: Haunted Lagoon
  • Oct 26, 2024 Key Largo Arts & Culture
  • MarineLab: Haunted Lagoon
  • Website
  • Explore MarineLab transformed by spooky science, ghoulish games and terrifying treats for the whole family. Let MarineLab’s staff guide you as you snorkel through zombie mermaids and pirates that have taken over the lagoon. If you don’t feel like snorkeling, there will be a Haunted Tunnel and lots of land activities for kids of all ages. 6 to 8:30 p.m. 51 Shoreland Dr.
Image for Baker's Cay Resort: Spooky Soiree
  • Oct 26, 2024 Key Largo
  • Baker's Cay Resort: Spooky Soiree
  • Website
  • Dress in your spooky best and head to Baker's Cay Resort, mile marker 97 bayside, for the Spooky Soiree from 8 to 11 p.m. There are $500 cash prizes for the Best Couple and Best Individual costumes, along with raffles, $5 beers and mixed drinks, a welcome cocktail, light bites and a 20% off coupon for dinner that night at Calusa. Adults 18+ only. Tickets available online. Proceeds benefit Give Kids the World Village.
Image for Sheriff’s Animal Farm Open House
  • Oct 27, 2024 Key West
  • Sheriff’s Animal Farm Open House
  • Website
  • Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. Stock Island Detention Center, 5501 College Rd.
Image for Key West Theater: Yachtley Crew
  • Oct 29, 2024 Key West Arts & Culture
  • Key West Theater: Yachtley Crew
  • Website
  • Yachtley Crew is the seven-piece SoCal band that burst onto the club scene in 2017, selling out countless local venues before igniting a nationwide Yacht Rock craze. Their success caught the attention of the legendary Jimmy Buffett, who signed them to his own Mailboat Records label. The nautically suited and captain’s-hat-clad Yachtley Crew is a seven-member band in their third year of residency at the Palms Casino Resort in Las Vegas. Yacht Rock encapsulates the revival of soft rock and Top 40 hits from the late ’70s to the early ’80s, which has become a nationwide phenomenon, inspiring fans to dress the part and sing along.
Image for Key West International Dance Co.: Dark Night of the Soul
Image for 50th Annual Green Parrot Halloween Party
Image for Truman Waterfront Market: Halloween Trick or Treat
  • Oct 31, 2024 Key Largo Arts & Culture
  • Truman Waterfront Market: Halloween Trick or Treat
  • Website
  • The Truman Waterfront Farmers Market on Halloween is to offer a festively spooky atmosphere for parents to bring their children for a free Halloween party and trick or treating at the vendor tents. There will be bounce houses, kid's games and a Halloween music dance party along with plenty of concessions for dinner, sweet treats and beverages. The Key West Fire Department anticipates being on hand with a ladder truck for the kids to explore as well as the City of Key West-Key West Transit's 'haunted bus' for kids of all ages to take a walk through. Guests are encouraged to bring lawn chairs and blankets to enjoy the park. The splash pad and playground will offer even more fun. The Market opens at 2p.m., the party gets underway at 4 p.m. and ends shortly after sunset at 7 p.m. Bikes, ride share and the Duval Loop are encouraged since parking is limited.
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