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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

  • Sep 04, 2024 - Sep 08, 2024
  • Key West Womenfest
  • Website Key West
  • Rob & Fritzie 305-294-4603
  • Facebook Instagram
  • Womenfest has a simple goal: to celebrate ALL women! Key West Womenfest offers a wide range of activities for those who want to socialize, feel comfortable being themselves, soak up some sun, then party and dance the night away
  • Call now!
  • March 15 - Sep 13, 2024 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.

  • April 28 - Jul 31, 2024 Key West
  • Key West Tropical Forest & Botanical Garden: Art in the Garden
  • Website
  • Emphasizing harmony with nature, the return of Art in the Garden showcases local art and sculptures with artistic expressions. Artworks are earth-friendly in the selection of materials and themes and include recycled, repurposed, and natural material. Meander over garden boardwalks and down pathways through dappled shade, colorful blossoms and winged creatures to spot many beautiful works of art. View daily through July 31. 5210 College Rd.

  • June 01 - Sep 01, 2024 Key West
  • Key West Art & Historical Society: Beaches, Creatures & Cowboys - Florida Movie Posters Exhibit
  • Website
  • Forty classic Florida film posters are on display at the Customs House Museum, 281 Front St., Friday in the "Beaches, Creatures & Cowboys: Florida Movie Posters" exhibition celebrating filmmaking in Florida. The classic posters that form part of the display include artwork for “Beneath the 12 Mile Reef,” “Cocoon,” “Flipper,” “Operation Petticoat and more" The exhibit runs through September 1, 2024.

  • July 14 - 28, 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.

  • July 16 - 21, 2024 Key West
  • Hemingway Days
  • Website
  • Ernest Hemingway look-alikes, writers, anglers, and fans of the late author’s work are to gather in Key West for the annual Hemingway Days celebration. The festival honors the legacy of the American literary giant who lived and wrote on the island for most of the 1930s. Events include the legendary Hemingway Look-Alike Contest, the wacky Running of the Bulls on Sat. July 20, a presentation on Key West in the 1930s, a commemoration of the 125th anniversary of Hemingway's July 21 birth, a museum exhibit, a 3-day marlin tournament, a 5k run and paddleboard race, a street fair and more.

  • July 17 - 20, 2024 Key West
  • Key West Marlin Tournament
  • Website
  • Coinciding with the 44th annual Hemingway Days celebration, anglers ply the waters once fished by novelist Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. The event awards $25,000 to the first-place team with the most points for blue marlin, white marlin and spearfish. Teams can enter one fun fish (dolphin, tuna, wahoo or released sailfish) per day for additional points. Entry is limited to the first 75 boats. Tournament events are based out of Stock Island Marina Village, 7005 Shrimp Rd..

  • July 20 Key West
  • Hemingway Days: Running of the Bulls
  • Website
  • A festival tradition, this wacky event is sponsored by Sloppy Joe’s Bar and features Hemingway Look-Alike Contest winners and entrants dressed in their Pamplona best — and a breed of “bull” found only in Key West. The fun starts on Greene Street outside Sloppy Joe’s at 1 p.m. Free for spectators.

  • July 20 Key West
  • Hemingway 5k Sunset Run & Paddleboard Race
  • Website
  • The Hemingway 5k Sunset Run & Paddleboard Race is to challenge competitors Saturday, July 20. Registration opens at 3 pm. at Southernmost Beach Cafe, 1405 Duval Street. The paddleboard race starts at 5:30 p.m. from Higgs Beach, 1000 Atlantic Blvd; and the 5k Run/Walk starts at 7:30 p.m. at Southernmost Point. The awards party is from 8 to 10 p.m. at Southernmost Beach Cafe with food and beverage tastings, raffles and entertainment. The athletic challenges are part of Hemingway Days, a six-day commemoration of the life and work of the author who lived and wrote in Key West for most of the 1930s.

  • July 20 - 21, 2024 Key West
  • Key West Lionfish Derby
  • Website
  • The second annual Key West Lionfish Derby kicks off with a captain's meeting Friday evening at Finz Dive Center, 6003 Peninsular Ave., with the goal of removing as many invasive lionfish from Keys waters as possible. Fishing for lionfish is to take place Saturday and Sunday, with weigh-in each day from 3 to 5 p.m. The awards ceremony begins at 6 p.m. at The Docks, Stock Island, 6840 Front St. Prizes will be awarded for largest, smallest and most lionfish.

  • July 21 Key West
  • Ernest Hemingway Festival: Papa Birthday Bash
  • Website
  • Celebrate the 125th anniversary of Ernest Hemingway’s July 21 birth at Sloppy Joe’s, 201 Duval St., beginning at 9 a.m. The Papa Birthday Bash is the last event of the annual Ernest Hemingway Festival. The fun begins at 9 a.m. with opportunities to take photos with the newly-named “Papa 2024,” presentation of checks to non-profit organizations supported by the annual Look-Alike contest, and a themed birthday cake at noon.


  • July 24 - 27, 2024 Key West
  • Mini Music Fest
  • Website
  • The inaugural Mini Music Fest, where Florida's Mini Lobster Season merges with the vibrant sounds of Nashville, is hosted by Brightwild and Rams Head Presents Key West. The event takes you from the thrill of your spiny lobster catch to the sounds of the stage and multiple events where you are up close with the artists. Featured performers include Wyatt Durrette, famous for penning Zac Brown hit songs "Chicken Fried," and "Colder Weather," along with Jerrod Nieman, Abby Anderson, Billy Dean, Rebecca Brunner, Nick Norman, Dave Kennedy and more. Activities for All-Access pass holders include a chef's table lobster dinner with songwriter pairings, a boat trip to the Stranded Songwriters Sandbar Party and other VIP-level events. Besides the All-Access pass, there are a limited number of tickets to a Saturday performance at Key West Theater.

  • July 28 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.

  • July 31 Key West
  • Green Parrot Bar: 9th Annual Jerry Garcia Birthday Bash
  • Website
  • The annual Gerry Garcia Birthday Bash to benefit Reef Relief is back on July 31st. Beginning at 5 p.m., attendees will no doubt party on late into the night to the tunes of The Happy Dog band. Pick up Grateful Dead merchandise and participate in raffles and a silent auction with prizes ranging from local Key West favorites to a dream vacation. 601 Whitehead St.

  • August 03 Key West
  • Jag Gallery: "Poolside" Exhibit Opening Reception
  • Website
  • Jag Gallery, 1075 Duval St., hosts a free opening reception from 5:30 to 7:30 p.m. for the new exhibit, "Poolside 2024." The popular annual juried exhibit returns for its 4th year, and will remain on display through September 1st.

  • August 07 - 11, 2024 Key West
  • Key West Tropical Heat
  • Website
  • Enjoy five days of sizzling happenings in the island city whose openness and respect for diversity have made it a world-renowned gay vacation destination. The festival’s events range from all-male theme parties, pool parties and entertainment showcases at the island’s LGBTQ venues. Attendees can also enjoy activities ranging from eco-tours to museum explorations.

  • August 08 Key West
  • Key West LobsterFest Lobster Boil
  • Website
  • Join the Key West LobsterFest's annual Lobster Boil at the Porter Mansion from 6 p.m. to 9 p.m. The traditional opening meal event for LobsterFest includes fresh lobster, jumbo Key West shrimp, red skin potatoes, corn-on-the-cob and fresh baked jalapeño corn bread. Enjoy dinner in the beautiful outdoor garden, full bar and music. 429 Caroline Street.

  • August 08 - 11, 2024 Key West
  • 27th Annual Key West Lobsterfest
  • Website
  • Seafood lovers can chow down on Florida’s clawless lobster during this tasty “feast-ival” with a savory schedule of events ranging from a traditional lobster boil to open the festival Thursday night at the Porter Mansion, to special dinners, a pub crawl, pool parties and a lively street fair. The flavorful festivities celebrate the bounty of the Florida Keys lobster season that opened Aug. 6. The free street fair takes place Saturday, Aug. 10th on Duval Street from noon until 11 p.m. with live music and over 80 vendors selling fresh Florida lobster plus other many other food and drink options.

  • August 10 Key West
  • Truman Little White House: Paint & Sip
  • Website
  • Take inspiration from the tropical landscaping and grounds during the TRU-ly Amazing Art Paint & Sip event from 10 a.m. to 1 p.m. Relax and enjoy sipping wine while creating artwork painted on an authentic 1911 roof shingle from the Truman Little White House as a canvas. The experience is led by Key West painter Fran Decker. 201 Front St.

  • August 10 Key West
  • Southernmost Beach Resort: Circus of the Sea
  • Website
  • The Southernmost Beach Resort presents Circus of the Sea -- a talented family of acrobats performing a one-hour, pirate-themed acrobatic and aerial show. Enjoy aerial stunts, trampolines, funny skits, drinks, snacks, face-painting and more. Tickets include access at 6 p.m. to the resort's Pineapple Pool for a pre-show pool party at 6 p.m. Show at 7:30 p.m. 1319 Duval St.

  • August 11 - 25, 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.

  • August 12 Key West
  • Key West Theater: August and 30 Years After - A Counting Crows Tribute
  • Website
  • 2023 marked the 30th anniversary of the debut smash record "August and Everything After" from Counting Crows. Celebrate the milestone with the Tim Williams Band as they perform the album front-to-back, complete with an opening set of 1993 pop-rock hits. Shows start at 8 p.m. 512 Eaton St.

  • August 12 Key West
  • Coffee Butler Amphitheater: Stick Figure
  • Website
  • Stick Figure, featuring the distinctive vocals of Scott Woodruff, headlines a show at Coffee Butler Amphitheater that also includes SOJA and Little Stranger. Show starts at 7 p.m. 21 Quay Rd.

  • August 14 - 18, 2024 Key West
  • Rum Fest Key West
  • Website
  • Key West is famous for many things -- tropical heat, mouth watering seafood and some of the best rum you can get your hands on, among many other things. Rum Fest Key West showcases the best rum from around the world. Experiences include sunset sails, sandbar trips, rum strolls, food and cigar events featuring rum, a rum cake competition, master class rum seminars, a rum grand tasting and more.

  • August 15 Key West
  • Key West Theater: Peter, Brendan & Jim Mayer
  • Website
  • Peter Mayer, his son Brendan Mayer and brother Jim Mayer perform together as a trio. Peter and Jim are long-time members of Jimmy Buffett's Coral Reefer Band, and Brendan has emerged as a strong songwriter and performer in his own right. Doors open at 7 p.m.; show at 8 p.m. 512 Eaton St.

  • August 16 Key West
  • Key West Theater: Jesse Rice
  • Website
  • Key West Rum Fest presents singer-songwriter Jesse Rice, known for songs including "Cruise," "Where the Map Turns Blue" and more, appearing in concert at Key West Theater. Doors open at 7 p.m. Show starts at 8. 512 Eaton St.

  • August 25 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.

  • August 29 - Sep 02, 2024 Key West
  • Key West Brewfest
  • Website
  • Fans of beers and ales can sample about 150 of them while also discovering the flavors of the continental United States’ southernmost island. Activities ‘on tap’ include brew-focused dinners, pool parties and brunches, and the lavish BrewFest Signature Tasting Festival held Saturday, Aug. 31 on Key West’s South Beach at 1319 Duval St. VIP tickets ($100 per person) and general admission tickets ($45 per person) for the popular tasting festival are to be available online.

  • August 30 - Sep 02, 2024 Key West
  • Just a Few Friends - Key West Favorite Son Celebration
  • Website
  • Join the citizens of Key West and fans from around the world to celebrate the life and music of Jimmy Buffett throughout Labor Day Weekend. Events planned so far include a cheeseburger contest and welcome party; a bubbles brunch; walking tours; a 5k run/walk; a margarita bar crawl and scavenger hunt; and on Sunday, the Second Line Memorial Walking Parade and free outdoor celebration and concert at Truman Waterfront Park. Will Kimbrough, co-writer of "Bubbles Up," will be one of the performers, along with some of Key West's best singer-songwriters. On Monday, plans include a sunset cruise and a Farewell but not Forgotten party. All proceeds from $30 commemorative parade passes go to support Bahamas Village Music Program and Reef Relief.

  • August 31 Key West
  • Coffee Butler Amphitheater: Aaron Lewis with Mikey Wayne
  • Website
  • Aaron Lewis, the multi-platinum founder of rock group Staind, continues pursuing his country roots, bringing his own brand of outlier country to Key West. This rescheduled show was originally planned for March 9. All previously-purchased tickets will be honored and new tickets are on sale.

  • August 31 Key West
  • Parrots and Margaritas 5k Run/Walk & Flip Flop Mile
  • Website
  • Run, walk or stroll and be a part of the "Just a Few Friends Key West Favorite Son Celebration" in memory of Jimmy Buffett. Runners and walkers begin and end the 5k at Irish Kevins, 211 Duval St., followed by participants in the Flip Flop mile. The races start at 8 a.m. There will be free post race party food for participants including cheeseburger sliders and tater tots. Race proceeds support Reef Relief.

  • September 04 - 08, 2024 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 and sunset cruises to live entertainment, an art workshop and much more.

  • 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.