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Events in Key West

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

Events in Key West for 2024

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  • February 23 - Apr 28, 2024 Key West
  • Key West Art & Historical Society: Shadow & Light Art Exhibit
  • Website
  • The juried exhibit, "Shadow & Light" celebrates the work of over 50 Keys artists who contributed works in a variety of mediums that capture the natural light of the Florida Keys. These visual expressions evoke contemplation, wonder and introspection. The exhibition runs through April 28 in the Bryan Gallery at the Custom House Museum, 281 Front Street.

  • April 09 - 27, 2024 Key West
  • Red Barn Theater: The Lifespan of a Fact
  • Website
  • With a deadline looming, a talented writer, a desperate magazine editor and a young aggressive fact checker go head-to-head in this oh-so-funny and gripping dispute over factual truth vs. the beauty of literary dishonesty. Showtime 7 p.m. 319 Duval St.

  • April 17 - 27, 2024 Key West
  • Fringe Theater: Death and the Maiden
  • Website
  • A white-knuckle thriller and riveting tug-of-war. Who do you believe - your deeply troubled spouse, or your new persuasive friend? Winner of the 1992 Olivier Award for Best New Play. Tickets $45-$60. 7 p.m. at the Armory, 600 White St.

  • April 19 - 28, 2024 Key West
  • 42nd Annual Conch Republic Days
  • Website
  • Fans and friends of the Florida Keys’ Conch Republic can celebrate the irreverent "nation's" 42nd birthday with activities including a tall ship pirate adventure, traditional shrimp boil, sunset boat parade, tour of the USCGC Ingham floating maritime museum, reenactment of the Great Sea Battle of the Conch Republic, the World's Longest Parade, Drag Races on Duval Street and more. The annual Conch Republic Independence Celebration commemorates the Keys’ symbolic 1982 secession from the United States and reinvention as the eccentric republic.

  • April 23 - 24, 2024 Key West
  • Studios of Key West: Abbie Gardner in Concert
  • Website
  • Abbie Gardner is a fiery dobro player with an infectious smile. Whether performing solo or with Americana group Red Molly, her acclaimed tales of love and loss, both gritty and sweet, are propelled by her impeccable slide guitar playing. Her live show is truly unique—as an award-winning songwriter, captivating vocalist, and a world-class lap style dobro player, she has an unmistakable sound all her own. Wednesday night's show starts at 8 p.m. on the roof at Hugh's View; Thursday night's show is 7 p.m. in Helmerich Theater. 533 Eaton St.

  • April 24 - May 11, 2024 Key West
  • Waterfront Playhouse: Lost in Yonkers
  • Website
  • Neil Simon's story, set in 1942 Brooklyn, of two brothers, Jay and Arty, who must learn to live with their stern Grandma, their Aunt Bella, and their Uncle Louie, a henchman for some gangsters. Showtimes at 8 p.m. with a Saturday 2 p.m. matinee on May 4. Tickets $40 to $85. 407 Wall Street at Mallory Square.

  • April 25 Key West
  • Tennessee Williams Theatre: Les Ballets Trockadero de Monte Carlo
  • Website
  • The world-renowned, all-male Les Ballets Trockadero de Monte Carlo visits Key West to present a brilliant combination of skillful ballet movements and hilarious parodies of classic ballets such as Swan Lake. Founded in New York in 1974, the company, affectionately known as the Trocks, began by performing late-night in Broadway lofts to small audiences who appreciated the ensemble’s iconoclastic humour. In the 50 years since, the company has grown to appeal to an ever-growing audience who flock to theatres around the world each season to see these "prima ballerinas" perform. Tickets $35 to $135. Show at 8 p.m. 5901 College Rd.


  • April 27 Key West
  • Key West Botanical Garden: Earth Day/Arbor Day Eco-Fair
  • Website
  • Celebrate both Earth Day and Arbor Day with an Eco-Fair at Key West Botanical Garden from on April 27. Activities include a docent-led tour of the garden at 10:30 a.m.; children's art activities from 10 a.m. to noon; a tour of the Key West Native Nursery at 11:30 a.m.; a composting demonstration at noon; a rain barrel workshop from 1 to 2 p.m.; a bicycle raffle at 1 p.m. and native plant sales from 10 a.m. to 2 p.m.

  • April 28 Key West
  • Key West Artisan Market: Conch Republic Edition
  • Website
  • This is the last Artisan Market of the season until November and is a special salute to the Conch Republic. Shop a curated outdoor market displaying delicious culinary creations, fresh produce, fine crafts, art, jewelry and more from talented Florida Keys makers. Listen to awesome local musicians and meet talented local authors. The market offers a full bar and is open 10 a.m to 2 p.m. in Sonny McCoy Indigenous Park, 1801 White St.

  • April 28 Key West
  • Coffee Butler Amphitheater: The Price is Right Live
  • Website
  • Come on down! The Price is Right Live comes to Key West's Coffee Butler Amphitheater April 28. Ticket holders will have the chance to register to be a contestant and play to win valuable prizes. If you're a fan of The Price is Right on TV, you're going to love this exciting, live (non-televised) version of the show.

  • April 28 Key West
  • Coffee Butler Amphitheater: The Price is Right Live
  • Website
  • The Price Is Right Live is the hit interactive stage show that gives eligible individuals the chance to hear their names called and "Come On Down" to win. Prizes may include appliances, vacations and possibly a new car! Play classic games just like on television's longest running and most popular gameshow...from Plinko to Cliffhangers to The Big Wheel and even the fabulous Showcase. Playing to near sold-out audiences for more than 20 years, the Price Is Right Live has entertained millions of guests and given away more than 15 million dollars in cash and prizes. Tickets start at $60. Showtime 8 p.m. 21 Quay Rd.

  • April 28 Key West
  • Schooner Wharf Bar: Wrecker's Cup Race
  • Website
  • The final race of the 39th annual Wrecker's Cup Race Series to Sand Key kicks off Sunday at 1 p.m. The all-in-fun race series recalls the tradition of the wreckers from Key West in the 1800s. All sailing vessels, local sailors and visiting yachtsmen are welcome to join the regatta. Spectators can view from Schooner Wharf and the Historic Seaport. After the race, first, second and third place will be awarded in each division, with trophies, a bottle of Pusser’s rum, Schooner Wharf Bar tabs and wrecker T-shirts as prizes. Find Schooner Wharf Bar at 202 William St.

  • May 01 - 05, 2024 Key West
  • 28th Annual Key West Songwriters Festival
  • Website
  • The Key West Songwriters Festival is the largest festival of its kind in the world. It revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs. Performances take place at numerous theaters, bars and event spaces around Key West. The opening night headliner on Duval Street May 1 is Dylan Marlowe; Cole Swindell Performas May 2 in a ticketed concert at Coffee Butler Amphitheater, and many more shows to be announced.


  • May 02 Key West
  • Studios of Key West: First Thursday Open House
  • Website
  • During the First Thursday Open House event, the Studios keep the lights on late and throw the doors open to celebrate the newest work in its galleries. Stop in to say hello, relax with a glass of wine on the rooftop terrace, tour the third floor artist studios and see the just-installed exhibitions in the various galleries. 6 to 8 p.m. at 533 Eaton St.

  • May 03 Key West
  • The Studios of Key West: Gallery Talk with Artist Anthony Mancuso
  • Website
  • Mancuso’s work focuses on how domestic spaces fit into Florida’s light and landscape, distorting and rendering them with unnatural color to convey the psychological experience of the Sunshine State. The talk takes place int he Sanger Gallery, where Mancuso's "Florida Room" exhibit is on display. The talk is free but RSVPs are requested.

  • May 03 Key West
  • Key West Outdoor Movies: Pixar's UP
  • Website
  • All are welcome to this free, family-friendly Key West Outdoor Movie Night featuring Pixar's "UP" on the lawn at Fort East Martello, 3501 S. Roosevelt Blvd. Doors open at 6:30 p.m. with the movie starting at dusk. Bring a blanket or a low-profile chair. Popcorn is free.

  • May 04 Key West
  • Cow Key Bridge Run: Cow Wars 2024 - May the 4th Be With Moo!
  • Website
  • Dress up in your best bovine costume and trek across the infinitely short Cow Key Channel Bridge. Get in the MOO-d from 9 to 11 a.m. before the "race" at the Bloody MOO-ey party at the Rum Row bar at The Gates Hotel. The entire herd will move over to stage at the starting area in front of the bridge between 11 a.m. and 12 p.m. At 12 noon, the race starts with cows away! Everyone is invited back to Rum Row and the Sunset Green Lawn for an after-race party and awards ceremony. Sign-up includes a race bib. Commemorative T-shirts will be available for purchase at the pre-race party. All proceeds benefit the MCSO Animal Farm and the Highgate Foundation.

  • May 04 Key West
  • Talk Derby to Me
  • Website
  • Support the Key West Mounted Police Unit at the 7th annual "Talk Derby to Me" event at The Gardens Hotel, 526 Angela St. Dress up to compete in the best costume, best hat and best couple contests. Get photos with the Key West P.D. horses and officers, and enjoy mint juleps and food. $25 donation at the door.

  • May 05 Key West
  • Run for Rhonda 5k
  • Website
  • Run or walk your way through Key West on Cinco de Mayo for the first annual Run for Rhonda. Starting and finishing at Truman Waterfront Park, the race will be followed by a fabulous post-race party with DJ Jimmy Jam, adult and non-alcoholic beverages, festive food, a raffle and more. The run honors the legacy of Key West resident Rhonda Flores and supports a college scholarship for a participant in the Take Stock in Children program.

  • May 05 Key West
  • Schooner Wharf Bar: Cinco de Mayo
  • Website
  • Schooner Wharf Bar's 25th annual Cinco de Mayo celebration takes place from 7 p.m. until midnight. Win a prize for the best Mexican hat, compete in the Super Hot Taco Eating Contest for prizes, and party with live music by the Cool Coconuts Band. 202 William St.

  • May 05 Key West
  • The Marker: Cinco de Mayo Margarita Battle
  • Website
  • Gather by the pool at The Marker, 200 William St., at 3 p.m. for the 2nd annual island-wide margarita battle. Bartenders from The Starboard Restaurant & Bar at The Marker, Southernmost Beach Cafe, The Gates Hotel and 24 North Hotel shake up their tastiest margaritas, and you get to be the judge. Live music by Les Greene and The Swayzees.

  • May 11 Key West
  • Reef Relief Annual Luau Fundraiser
  • Website
  • Reef Relief holds its annual luau celebration from 5 to 8:30 p.m. at Lagerheads Beach Bar & Grill, located at 0 Simonton St. Enjoy live music from Gary Hempsey, games, a raffle, a silent auction and more.

  • May 12 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.

  • May 12 Key West
  • Tennessee Williams Theatre: One Night of Queen
  • Website
  • For over 20 years Gary Mullen and The Works have been performing their world-renowned "One Night of Queen" live concert. Gary Mullen & The Works will have you dancing in the aisles during their show, while the band pays tribute to the stage theatrics, showmanship, and music of Rock & Roll Hall of Fame inductees: Queen. Tickets $45 to $135. Show at 8 p.m. 5901 College Rd.

  • May 18 Key West
  • Reelin' For the Cause Kids Fishing Tournement
  • Website
  • The tournament raises awareness about congenital heart defects and provides funds to support families with infants born with these disorders. Check in at 9:30 a.m. at Edward B. Knight (White Street) Pier at 9:30 a.m. $15 per child. Rod, reel and bait provided. Lines in at 10 a.m.; awards ceremony at 11:45 a.m. Awards for biggest fish in each age group: 3 to 5; 6 to 8; and 9 to 13. Sharks will be their own category with one award for the largest shark across all age groups. There is also a silent auction at the pier during the tournament.

  • May 26 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.

  • May 26 Key West
  • Schooner Wharf Bar: Minimal Regatta
  • Website
  • Watch sailors make a splash in homemade vessels made from plywood and duct tape in the craziest regatta you'll ever see on the waters of Key West Bight. Watch from the Historic Seaport walkways near Schooner Wharf. 12 noon at 202 William St.

  • June 01 Key West
  • Key West Theater: Pride Follies
  • Website
  • The Key West Business Guild opens this year’s PRIDE month with Pride Follies, showing at the Key West Theater, 512 Eaton St. Pride Follies began 17 years ago to give Key West performers who usually perform in bars and restaurants the chance to appear on the professional stage. 2017 Fantasy Fest Queen Destiny Montgomery again directs this year’s production filled with comedy, singing, and dancing. Doors open at 6 p.m.; show at 7 p.m.

  • June 05 - 09, 2024 Key West
  • Key West Pride
  • Website
  • Celebrate PRIDE on the tropical island of Key West that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with friends, travel with family, or to get lost in the magic of the southernmost city, rediscover Key West and discover how the island has created one of the most integrated and unique communities in the world. Show us your pride, we will show you our Key West Pride!

  • June 07 Key West
  • Coffee Butler Amphitheater: Billy Currington
  • Website
  • Well-known for his smooth and distinct voice and songs including "Don't Hurt Like it Used To" and "People Are Crazy," Billy Currington comes to the amphitheater with opener Mike Stack. Doors open at 6 p.m.; show at 7:30 p.m. 21 E. Quay Rd.

  • June 08 Key West
  • CFK Swim Around Key West
  • Email Website
  • Embark on an adventurous competitive swim - a 12.5 loop around the island. The pristine waters around Key West give swimmers great views of both the land and underwater life. Compete in different categories including solo swimmer, solo swimmers with fins, solo swimmers using a mermaid tail or a monofin, or gather your friends and compete in the relay category of 2-person, 3-person, 4-person, 5-person or 6-person teams. Not interested in the full island swim? Try some of the smaller races offered, a 6.1-mile swim, a 2-mile swim, a 1-mile swim or an 800-yard swim. Swims begin and end at Higgs Beach, 1000 Atlantic Boulevard.

  • June 08 Key West
  • Big Gay 5k
  • Website
  • The second annual Big Gay 5k race takes place on Saturday, June 8 during Key West Pride. The start and finish line is the famous Rainbow Crosswalk on Duval Street. The race starts at 8 a.m. and is to be followed by "The World's Most Fabulous Post-Race Party" at 22 & Company, 504 Angela St., which will include awards for Most Spirited, Best Hair, Hottest Socks and more. Register in advance at RunSignUp.com.

  • June 09 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.

  • June 09 Key West
  • Key West Pride Parade
  • Website
  • The Key West Pride Parade theme this year is "Celebrating the 70s Disco Era." The parade begins at 5 p.m. at the Quay at Truman Waterfront Park, traveling to Duval Street and ending at United Street.

  • June 15 Key West
  • Harry S. Truman Little White House: Truman's Tropical Fruit Festival
  • Website
  • Can you tell the difference between a haden and a kent mango? At the Tropical Fruit Festival, you’ll have the chance to taste all types of mangoes and other tropical fruits, sip tasty cocktails, watch cooking demos, purchase tropical trees, shop with local vendors and more. 9 a.m. to noon. 111 Front St.