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Calendar of Events

Current Florida Keys Events

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Image for REEF Fest 2024 Image for REEF Fest 2024 Image for REEF Fest 2024 Image for REEF Fest 2024
  • Sponsored Event
  • Oct 17, 2024 - Oct 20, 2024 Key Largo
  • REEF Fest 2024
  • Website Key Largo, FL
  • 305-852-0030 E-mail
  • Join us for REEF Fest 2024 and celebrate ocean conservation! Come together for a weekend filled with diving, snorkeling, and kayak eco-tours. Enjoy engaging seminars and connect with fellow ocean lovers!
  • Call now!
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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 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 Islamorada Fall All-Tackle Bonefish and Permit Tournament
  • Oct 14, 2024 - Oct 16, 2024 Islamorada Fishing
  • Islamorada Fall All-Tackle Bonefish and Permit Tournament
  • E-mail Website
  • The 54th annual challenge attracts energized newcomers to face seasoned veterans. One angler per boat pairs with a licensed captain to vie for division winners’ trophies for the three longest bonefish and three longest permit. Kickoff and registration takes place Sun. Oct. 13 at 6 p.m. at Islamorada Fishing Club, MM 80.9 oceanside. Launch from any location is permitted for fishing Monday through Wednesday, with the awards dinner at 5:30 p.m. Wednesday at the club. For information contact Wesley Locke, 941-268-1331 or wesley@lockeandkeyproductions.com
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Image for Matecumbe Historical Trust: Interesting Archeological Finds in the Keys
Image for History of Diving Museum: Immerse Yourself - USS Monitor Salvage Operation
  • Oct 16, 2024 Islamorada Arts & Culture
  • History of Diving Museum: Immerse Yourself - USS Monitor Salvage Operation
  • Website
  • Retire U.S. Navy Captain Bobbie Scholley tells the story oof the U.S. Navy's salvage and recovery operation for the USS Monitor expedition in 2002, for which she was On Scene Commander. USS Monitor was a Union Navy ironclad warship, famous for the Battle of the Monitor and Merrimack. Learn how the Monitor's historic gun turret and other artifacts were recovered from 240-feet underwater off the coast of Cape Hatteras, North Carolina. The program is free. 7 p.m. MM 82.9.
Image for Studios of Key West: Smugglers' Tales - A Reincarnation of Anne Bonny, Mary Read and Grace O'Malley
Image for Curry Hammock State Park: Sun Safe Viewing
Image for Key West Art & Historical Society: Happy Hour with the Historian - Building the Over-Sea Railroad
  • Oct 17, 2024 Key West Arts & Culture
  • Key West Art & Historical Society: Happy Hour with the Historian - Building the Over-Sea Railroad
  • Website
  • Join historian Cori Convertito for a happy hour conversation at Comedy Key West, 218 Whitehead Street, from 5 to 6 p.m. The topic is "The Eighth Wonder of the World - Building the Over-Sea Railroad." At the time, they said it couldn't be done and called it "Flagler's Folly," but it is one of the largest engineering feats the world has ever seen. The talk features a detailed look into the project, focusing on the grueling task of construction and the jubilation at its completion. Purchase tickets online in advance to secure your seat.
Image for Key West Theater: Star Wars Strips
Image for Reef Fest 2024: An Annual Celebration of Marine Conservation
Image for Morada Way Third Thursday Art Walk
  • Oct 17, 2024 Islamorada Arts & Culture
  • Morada Way Third Thursday Art Walk
  • Website
  • The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. On the Third Thursday of each month, Keys-inspired fine artists, vendors, residents, and visitors congregate on Morada Way in Islamorada to celebrate the arts and culture in the Florida Keys. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82.
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 Marathon Offshore Swordfish Tournament
  • Oct 17, 2024 - Oct 20, 2024 Marathon Fishing
  • Marathon Offshore Swordfish Tournament
  • Website
  • Anglers choose two out of the three tournament days to fish this daytime swordfish tournament -- Friday the 18th, Saturday the 19th and/or Sunday the 20th. First and second place cash prizes of $12 thousand and $5 thousand respectively are to be awarded for the largest swordfish with at least six boats entered. If there are fewer than six boats, there will be a 70/30 split. The first three places are to be awarded swordfish head mounts by Gray Fish Mounts.
Image for Walk on White Third Thursday Art Walk
  • Oct 17, 2024 Key West Arts & Culture
  • Walk on White Third Thursday Art Walk
  • Website
  • Prepare to be WOWed by the new season of Third Thursday Walk on White art walks kicking off Oct. 17 from 6 to 9 p.m. Explore an array of arts-focused offerings at more than 20 locations showcasing the works of painters, photographers, sculptors, ceramic and mixed media artists, and artisan jewelry makers while enjoying beautiful island architecture, exhibit openings, creative demonstrations, musical, literary and performance offerings and complimentary libations. In the spirit of community, each month WOW will spotlight a local non-profit organization while providing fun and creative fundraising opportunities for them. White Street between Southard and United Streets.
Image for Crane Point Museum: Witches in the Hammock
  • Oct 18, 2024 - Oct 19, 2024 Marathon Arts & Culture
  • Crane Point Museum: Witches in the Hammock
  • Website
  • Tis the season to walk with witches through Crane Point Hammock! Open Friday and Saturday nights, Oct 18-19 from 6:30 to 9 p.m. Take a torch walk on the nature trails to someplace haunted. Watch the witches dance, visit with Casper the Friendly Ghost, enjoy the kids costume contest and hayrides, and find food including hot dogs, chili dogs, corn dogs and roasted corn. Adult beverages for purchase. Adults $15; kids $5. 5550 Overseas Hwy.
Image for Fantasy Fest: Goombay Festival
  • Oct 18, 2024 - Oct 19, 2024 Key West Arts & Culture
  • Fantasy Fest: Goombay Festival
  • Website
  • This exuberant street party is the official kick-off for the annual Fantasy Fest costuming extravaganza with the action taking place noon to midnight both days. Find the main entertainment stage in Key West's Bahama Village neighborhood at the corner of Petronia and Fort streets. Popular musicians offer nonstop tunes in genres ranging from gospel to calypso and vendors offer multicultural taste treats. Other festival highlights include Friday night's Junkanoo Rush and Saturday night’s traditional Junkanoo parade of costumed marchers and dancers, beginning at 6 p.m. and traveling through Key West’s historic downtown.  
Image for Ladies Let’s Go Fishing! Keys Saltwater Weekend Seminar & Fishing Fever Inshore/Offshore Tournament
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 Casting for Cats Backcountry Tournament
  • Oct 18, 2024 - Oct 19, 2024 Islamorada Fishing
  • Casting for Cats Backcountry Tournament
  • Sharon Mahoney Ellenwood 305-664-2012 Website
  • This formerly all-female tournament now has a co-ed division and a women’s division. Anglers earn points for catching bonefish, permit, tarpon, snook and redfish using bait, artificial lures or fly tackle. Points are also awarded for ladyfish, sharks, jacks and spotted seatrout. The event is a major fundraiser to help control the feral cat population in the Upper Keys.
Image for Fantasy Fest: Barbie's Pink Pool Party
  • Oct 18, 2024 Key West Arts & Culture
  • Fantasy Fest: Barbie's Pink Pool Party
  • Website
  • 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 for a great cause -- Breast Cancer Awareness. Along with great music, there will be a Barbie or Ken costume contest, Barbie pink pools, Barbie pink drink specials, pink food specials and more, all to benefit Womankind Key West. $20 donation. 4 to 7 p.m., 200 William Street.
Image for Tribute to the Buena Vista Social Club Featuring Cortadito
  • Oct 19, 2024 Islamorada Arts & Culture
  • Tribute to the Buena Vista Social Club Featuring Cortadito
  • Website
  • Enjoy this live musical tribute to the Buena Vista Social Club and their distinctive brand of Cuban Country by the group Cortadito from Miami. The evening of live music begins at 6 p.m. in the beer garden at Florida Keys Brewing Company, 81611 Old Highway. Community Arts & Culture presents the evening, free of charge, in celebration of Hispanic Heritage Month and "La Hispanidad," the shared culture and identity among people who speak Spanish.
Image for A Very Pinfish Halloween Bash
  • Oct 19, 2024 Key Largo Arts & Culture
  • A Very Pinfish Halloween Bash
  • Website
  • Have a frightfully fun time at Pinfish starting at 3 p.m. with a costume contest for the kiddos. Dress them up in the cutest or creepiest attire for a chance to win prizes. Then, after the sun sets and until 10 p.m., it's time for the adults-only Haunting Bash, with costume contests, bowl-offs, happy hour brews, spooky menu specials, plus the chance to challenge the staff at games for wicked prizes.
Image for Islamorada Brewery & Distillery: Alien Invasion Halloween Party
Image for Key Largo Witches Ride
  • Oct 19, 2024 Key Largo Arts & Culture
  • Key Largo Witches Ride
  • Website
  • Witches and warlocks, too are invited to join in for the annual Witches Ride fundraiser starting at noon at The Catch Restaurant & Bar, MM 102, for a welcome party. Wear your witchiest outfits for the costume and decorated bike contest. Then, witches take flight, traveling by bike, golf cart, car or broom to the Caribbean Club, MM 104, for a big backyard bash starting at 2 p.m. with spooky specialty cocktails and live music. Raffles and a silent auction benefit the Joey Patterson Memorial Scholarship Fund and local families in need.
Image for Underwater Pumpkin Carving Contest
  • Oct 19, 2024 Key Largo Arts & Culture
  • Underwater Pumpkin Carving Contest
  • Website
  • 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 Key West Artisan Market: Fantasy Fest Zombie Watch Party
  • Oct 20, 2024 Key West Arts & Culture
  • Key West Artisan Market: Fantasy Fest Zombie Watch Party
  • Website
  • If you're more of a watcher than a rider during the annual Zombie Bike Ride, the Key West Artisan Market keeps the party going from 5 to 7 pm at Indigenous Park at Higgs Beach, 1801 White St., just in time for the official Zombie Ride. Bring your lawn chairs and get ready for the best seats in the house along Atlantic Blvd. Find a full bar from Great Events Catering, food trucks and vendors.
Image for Fantasy Fest: Zombie Bike Ride
  • Oct 20, 2024 Key West Arts & Culture
  • Fantasy Fest: Zombie Bike Ride
  • Website
  • The annual Rock n' Roll costumed Zombie bike ride returns for another wild run on Sunday, Oct. 20. The Zombieland pre-ride party takes place at Fort East Martello, 3501 S. Roosevelt, from 2 to 6 p.m. with face and body painters, food vendors and a full bar. The ride, with thousands of costumed zombies, rolls out at 6 p.m. going down A-1-A then through downtown. The ride ends with a dance party at the Coffee Butler Amphitheater at Truman Waterfront Park presented by Rams Head. Register online in advance for $10.
Image for Fantasy Fest: 90s Neon 5k Run/Walk
  • Oct 21, 2024 Key West
  • Fantasy Fest: 90s Neon 5k Run/Walk
  • Website
  • Formerly the Heroes & Villains 5k, the costumed race on the Monday of Fantasy Fest is now the 90s Neon 5k! The race takes off from Tiki House Key West, 203 Duval St., at 6 p.m. Register for the 5k run or walk or opt for the 90s Neon Mile. All participants receive fab race swag including a race T-shirt, glow-in-the-dark finisher medal, a mid-race neon jelly shot, free neon-themed drink, signature Hostess Twinkie cakes and more, plus a post-race party at Tiki House.
Image for Dante's Pool Bar: Under the Sea Party to Benefit Reef Relief
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 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 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: 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 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 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
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