Events in the Florida Keys

Event calendar provided with the courtesy of the Monroe County Tourist Development Council.

Events in Florida Keys for 2024

  • March 15 - September 13 Key West
  • Key West Art & Historical Society: Flora & Fauna - Early Naturalists in Florida
  • Website
  • Enjoy the “Flora & Fauna: Early Naturalists in Florida” exhibit through September 13 at Key West Museum of Art & History's Custom House, Museum, 281 Front Street. The exhibit includes short biographies of the principal naturalists working in the Florida Territory in the early nineteenth century alongside representations of their Florida-inspired works. Their observation of plants and animals was an art as well as a science.

  • September 03 - October 13 Key West
  • Kids Keys Deals
  • Website
  • The Florida Keys extends an invitation to all families to enjoy the Conch Republic, September through October 2024. During the six-week long celebration kids will be treated to free admission to attractions and tours, dining deals and other perks throughout the Florida Keys island chain. With multiple offers and warm fall weather without the summer crowds or prices, big fun is in store for kids, with savings you’ll love. Visit the website to find coupons and information on offers.

  • September 04 - September 08 Key West
  • Womenfest Key West
  • Website
  • The popular festival for lesbians and their friends is designed to allow singles, couples and groups of women to experience the atmosphere of openness and acceptance that has made Key West an internationally acclaimed lesbian and gay vacation destination. Activities range from beach parties, snorkeling, sunset cruises to live entertainment, an art workshop, the Fire and Ice Fantasy Prom and much more.

  • September 08 - September 08 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.


  • September 14 - September 14 Islamorada
  • Island Grill: Full Moon Pirates Beach Party
  • Website
  • It's full moon madness at Island Grill's pirate bash with two live bands, a DJ, the Island Grill dancers and food and drink specials. Free parking and free dock space for those arriving by boat. MM 85.5 oceanside starting at 7:30 p.m. $18 tickets available online or at the door.

  • September 15 - September 15 Key West
  • Key West Theater: Pokey LaFarge
  • Website
  • Singer/songwriter Pokey LaFarge makes music influenced by old-time country, blues, folk, Latin music and Western swing. On his new album Rhumba Country, LaFarge reveals his newly heightened devotion to making music that channels pure joy.

  • September 15 - September 15 Key Largo
  • Key Largo Artisans Market: Children's Fair
  • Website
  • A free Children's Fair opens at 11 a.m. during the regular Sunday Key Largo Artisans Market, held at Key Largo Civic Club, 209 N. Ocean Dr. Kids can enjoy a puppet show, bounce house, face painting, cool reptiles, story time, a Key Largo fire truck exhibit, photo booth, arts and crafts and more. There is to be a kids scavenger hunt to be entered in a drawing for a dolphin swim for two from Dolphins Plus, along with other raffle prizes.

  • September 18 - September 18 Islamorada
  • History of Diving Museum: Immerse Yourself - Salvage Diving in the 20th Century
  • Website
  • Join the History of Diving Museum at 7 p.m. for the monthly Immerse Yourself presentation. The topic is Salvage Diving in the 20th Century with Julia Sokolow, Community Relations Specialist at the Museum. During her time at the Museum, Julia has had the privilege of using the same style Mark V diving equipment that will be discussed in the presentation. She'll cover the evolution of salvage diving in the 20th century, including how divers first learned to reach the depths safely, how an underwater rescue was performed at 240 feet, how the CIA went as deep as 16,500 feet to retrieve a Soviet submarine in secret and more. Free to attend. Register to attend in person or on Zoom. MM 82.9 bayside.

  • September 19 - September 19 Key West
  • Key West Art & Historical Society: Happy Hour with the Historian
  • Website
  • Join KWAHS historian Cori Convertito at Comedy Key West, 326 Whitehead St., for "Over the Seas and Across the Keys," a history of Key West travel. The talk covers the early days of Key West when the only means getting there was by ship, until Henry Flagler's railway reached the island city. Soon after, the advent of airplanes and automobiles continued to expand transportation options. Learn how each mode of transportation left its mark on Key West history.

  • September 19 - September 19 Islamorada
  • 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.

  • September 20 - September 22 Islamorada
  • Herman Lucerne Memorial Backcountry Fishing Championship
  • Website
  • Named after the man known affectionately as “Mr. Everglades,” anglers target fish within the boundaries of Everglades National Park, fishing areas that Lucerne favored, and are challenged to catch at least one tarpon, redfish, snook, sea trout, snapper, bonefish and black drum or bass with the goal being to catch all seven species. Awards are given in 22 individual categories at a ceremony hosted at the Islander Resort.



  • September 21 - September 21 Key Largo
  • Wesley House Family Services Pickleball Tournament
  • Website
  • Enjoy a day of fun and philanthropy at the inaugural Pickleball Tournament to benefit Wesley House Family Services. The tournament is a round robin style event based on players' skill levels with top teams advancing to the playoff round. Check-in at 9 a.m. with the tournament starting at 9:30 a.m. Registration fees include an event shirt, swag bag, plus free hamburgers, hot dogs, beer, mimosas and bloody Mary's. The deadline for player registration is Sept. 13th. The event takes place on the NEW pickleball courts at Key Largo Community Park, 500 St. Croix Place.

  • September 22 - September 22 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.

  • September 22 - September 22 Key West
  • Key West Theater: DUBÉ & DIAMOND, Dueling Impressionists
  • Website
  • Immerse yourself in a whirlwind of legendary music and laughter with the DUBÉ & DIAMOND show for all ages! This daring duo of singing impressionists with a 5-octave range and very different musical styles promises you a one-of-a-kind experience. Accompanied by renowned guitarist, Réjean “Rej.E” LaChance, Martin Dubé and Steeve Diamond imitate the greatest hits of your favorite artists, from Adele to Tom Jones, Andrea Bocelli to Axl Rose, the Bee Gees to the Eagles and many more.

  • September 27 - September 28 Marathon
  • Sword Fest
  • Website
  • Warriors on the Water, a group that funds and facilitates providing an outlet in nature for veterans through positive fishing experiences, presents Sword Fest, the ultimate swordfish fishing battle. Lines in at 5 a.m. Friday 9/27 with weigh in from 3 to 7 p.m. on Saturday 9/28 at Two Conchs Bait & Tackle, 11499 Overseas Hwy. An awards ceremony follows at 7:30 p.m. at Key Colony Inn, 700 West Ocean Dr., Key Colony Beach. With 30 boats entered, 1st place heaviest swordfish pays $10,000 and 2nd place $4,000. Optional entries available with additional fees for big payouts. All tournament proceeds benefit Warriors on the Water.

  • September 27 - September 28 Key West
  • Key West Paddle Classic
  • Website
  • The 27th annual Key West Paddle Classic is a 12-mile open-water distance race around Key West that is open to paddlers on stand-up and prone paddleboards, outrigger canoes, surf skis, kayaks, pedal-craft kayaks, row and dory boats. Events are headquartered at Higgs Beach, 1000 Atlantic Blvd. Start time for the race is 9 a.m. Paddlers have up to five hours to complete the race, with a lunch and awards celebration starting at 1 p.m.

  • September 27 - September 28 Islamorada
  • Conch Scramble Charity Golf Tournament
  • Website
  • The Conch Scramble is a charity golf tournament that uses boats instead of golf carts. Costumed teams boat to "holes" located at area marinas, bars and restaurants where players tee off from land to hit holes situated in the water. The legendary kick-off party - open to the public - takes place on Friday, Sept. 27 from 5 to 9 p.m. at SD Marine, mile marker 85.5 bayside, with the tournament on Saturday. Spectators can watch the wacky play from several favorite Islamorada watering holes on Saturday including Lorelei, Marker 88, and Oceanview Inn.

  • September 28 - September 28 Marathon
  • Marathon Community Theater: Story Slam
  • Website
  • The theater hosts Story Slam on Saturday night at 7 p.m. All are welcome to attend and share a story or listen to others on the theme, "When a Dream Came True...or Didn't." There'll be a $50 cash prize for the best story. Free admission. 5101 Overseas Hwy.

  • October 03 - October 31 Key West
  • 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.

  • October 03 - October 05 Key West
  • Key West International Dance Co.: Gate 54B
  • Website
  • See the World Premiere of Gate 54B, an Argentine tango spectacle with a twist, set at Newark Airport. A storm rages outside, planes are grounded, and the terminal is packed with stranded travelers. Amidst this chaos, a dance floor emerges. Shows at 8 p.m. at San Carlos Institute, 516 Duval St.

  • October 04 - October 05 Marathon
  • Marathon Community Theater: One Weekend Only
  • Website
  • Annual silent auction and variety show fundraiser for the theater and its programs. On both nights, a silent auction filled with fantastic items and gift certificates from throughout the Keys begins at 7 p.m., with showtime at 8 p.m. The show features actors, singers and dancers from Marathon Community Theater and the community. Buffet and champagne toast to follow after the show (included with ticket). Doors open at 7 p.m.; showtimes at 8 p.m. 5101 Overseas Hwy.

  • October 04 - October 06 Key Largo
  • Take Stock in Children Backcountry Challenge
  • Website
  • This annual tournament offers anglers the opportunity to win coveted trophies for trout, snook and redfish. Fishing is allowed around the clock from Friday night through Sunday afternoon. A popular weekend auction showcase and Sunday evening dinner are open to the public. Proceeds support local vocational scholarships for all ages and Take Stock in Children scholarships for financially challenged Upper Keys students.

  • October 05 - October 05 Key Largo
  • ReMARCable Tour de Keys
  • Website
  • The ReMARCable Tour de Keys is a one-day century ride (100 miles) by bicycle from Key Largo to Key West. Participants can opt for the half century ride (50 miles) from Marathon to Key West. The ride ends of Opal Key Resort in Key West. The ride raises money to support MARC, the Monroe County Association for ReMARCable Citizens, providing services for intellectually disable adults.

  • October 11 - October 11 Islamorada
  • Hog Heaven: Girls Night Out - The Show
  • Website
  • Bring your friends for a night of fun with the "Girls Night Out" all-male Most Wanted Tour show at Hog Heaven, MM85.3 oceanside from 9 to 11:30 p.m. It's going to be the most exciting ladies night out of the year. Tickets $14.95 on Eventbrite.

  • October 11 - October 11 Marathon
  • Marathon Community Park: Trunk or Treat
  • Website
  • Bring the kids in costume to Marathon Community Park Oct. 11 from 6 to 8 p.m. for Trunk or Treat. Find candy, games and lots of fun at this early-season Halloween activity. 200 36th St.

  • October 12 - October 12 Islamorada
  • Florida Keys Brewing Company: Oktoberfest
  • Website
  • Enjoy two days of Oktoberfest fun Saturday 6 to 10 p.m. and Sunday 2 to 6 p.m. in the beer garden at 81611 Old Hwy. Enjoy the live oompah band, German beer along with locally-brewed German-style beer available in one liter steins, traditional German food from Moveable Feast, a Das Boot competition, face painting and more. The celebrations are family and pet-friendly.

  • October 13 - October 13 Key West
  • Southernmost Half Marathon
  • Website
  • Runners converge on the southernmost city for their choice of a half marathon (13.1 miles) or 10k (6.2 miles). Races begin and end at Higgs Beach, 1000 Atlantic Blvd. in Key West.

  • October 13 - October 13 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.

  • October 14 - October 16 Islamorada
  • Islamorada Fall All-Tackle Bonefish and Permit Tournament
  • Email 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 [email protected]

  • October 15 - October 25 Key West
  • Waterfront Playhouse: The Rocky Horror Show
  • Website
  • This wacky musical comedy draws standing-room-only audiences at the Waterfront Playhouse each year. Book your tickets and don't miss this irresistible show that takes place during Fantasy Fest. Showtimes at 8 p.m. Located at 407 Wall Street in historic Mallory Square.

  • October 17 - October 24 Key West
  • Key West Theater: Star Wars Strips
  • Website
  • Key West Burlesque presents "Star Wars Strips: A Burlesque Parody," a night of light sabers and laughs that puts a cheeky twist on your favorite Star Wars characters. For ages 21 and over. Show at 8 p.m. 512 Eaton St.

  • October 17 - October 20 Marathon
  • 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.

  • October 17 - October 17 Key West
  • Walk on White
  • Website
  • Prepare to be WOWed by the new season of Third Thursday Walk on White art walks kicking off Oct. 17. 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.

  • October 17 - October 20 Key Largo
  • Reef Fest 2024: An Annual Celebration of Marine Conservation
  • Email Website
  • Ocean lovers attend REEF Fest each fall to celebrate their love of marine life and learn about the latest in conservation. Hosted by the REEF Environmental Education Foundation, the schedule is to include dive, snorkel and kayak trips, seminars with renowned ocean experts, social gatherings and more.

  • October 17 - October 17 Islamorada
  • 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.

  • October 17 - October 26 Key West
  • 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.


  • October 18 - October 19 Key West
  • 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 opening ceremonies and Saturday night’s Junkanoo Gawds Parade of costumed marchers and dancers, beginning at 6 p.m. and traveling through Key West’s historic downtown.  

  • October 18 - October 27 Key West
  • 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 Bud Light Fantasy Fest parade on Saturday, Oct. 26.

  • October 18 - October 19 Marathon
  • 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.

  • October 18 - October 19 Islamorada
  • 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.

  • October 19 - October 19 Key Largo
  • 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.

  • October 20 - October 20 Key West
  • 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.

  • October 20 - October 20 Key West
  • 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.

  • October 21 - October 21 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.

  • October 23 - October 23 Key West
  • 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.

  • October 23 - October 23 Key West
  • 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.

  • October 24 - October 24 Key West
  • 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.

  • October 25 - October 25 Key West
  • 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.

  • October 25 - October 25 Key West
  • 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.

  • October 26 - October 26 Key West
  • Fantasy Fest: Bud Light Fantasy Fest Parade
  • Website
  • The Bud Light 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.

  • October 27 - October 27 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.

  • October 29 - October 29 Key West
  • 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.

  • October 30 - October 31 Key West
  • Key West International Dance Co.: Dark Night of the Soul
  • Website
  • Just in time for Halloween, Dark Night of the Soul, a dark bewitching rock ballet is a Renaissance-era exploration of mysticism and spirituality inspired by the works of Spanish mystics, with stunning music by Dan Krysa. Shows at 8 p.m. at San Carlos Institute, 516 Duval St.

  • October 31 - October 31 Key West
  • 50th Annual Green Parrot Halloween Party
  • Website
  • It'll be spooktacular Halloween night at the Green Parrot with the annual costume party and the incredible Empire Strikes Brass band with three 90-minute sets at 5:30, 10 and midnight. No cover. 601 Whitehead St.

  • November 01 - November 02 Islamorada
  • Fall Backcountry Fly Championship
  • Website
  • Tournament anglers compete to catch the most inches of snook and redfish on fly in a challenge where 1 inch equals 1 point. Awards are to be given to the grand champion, the anglers who catch the largest snook and redfish, and the “King of the Backcountry” series grand champion among others.

  • November 03 - November 03 Key West
  • World's Fastest Boat Parade
  • Website
  • Celebrate the start of Race World Offshore's Powerboat World Championship in Key West with a parade of more than 75 boats rolling down Duval St. starting at 4 p.m. Racers return to Key West each November for the championship racing event.

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