Florida Keys vacation | Florida Keys travel information (2024)

Events in the Florida Keys

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

Events in Florida Keys for 2024

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  • Apr 19, 2024 - Apr 28, 2024
  • 42nd Annual Conch Republic Independence Celebration
  • Website
  • E-mail
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  • Party with Pirates, Admirals, Generals, Ambassadors & Island Royalty. 10 Days of FUN-Filled festivities for all ages! 20+ events at historic and unique venues in Key West. We Seceded… Where Others Failed!
  • December 04 - March 05 Key West
  • Monday & Tuesday Evening Glow Hours at Hugh's Rooftop
  • Website
  • The Studios of Key West's Hugh's Rooftop offers the best views in town and an ideal spot to catch the sunset and a drink on Monday and Tuesday evenings from 5 to 7 p.m. through March 5. The bar is open and admission is free. Capacity is limited, so come early. 533 Eaton Street.
  • January 14 - March 14 Islamorada
  • Art Guild of the Purple Isles: Judged Art Show
  • Website
  • The annual Judged Art Show featuring works by members of the Art Guild of the Purple Isles is to be on display at Florida Keys History & Discovery Center. Hours are 10 a.m. to 5 p.m. Tuesday through Sunday. The center is located at mile marker 82 oceanside on the property of the Islander Resort.
  • January 17 - April 17 Islamorada
  • History of Diving Museum: Dive into Art - Coral Creations
  • Website
  • See the History of Diving Museum's featured exhibit, "Dive Into Art: Coral Creations." The exhibit showcases art from across the Florida Keys, including works from local schools and members of the Art Guild of the Purple Isles. Each piece focuses on a theme of coral conservation, with educational interpretation provided by local coral conservation groups.

  • January 31 - February 24 Key West
  • Red Barn Theatre: POTUS
  • Website
  • One four-letter word is about to rock the White House into a global crisis. Seven brilliant and beleaguered women risk life and sanity to keep POTUS out of trouble in this gleefully filthy and outrageously funny farce. A recent Broadway smash hit! Showtimes at 8 p.m. Tickets $49 to $70. 319 Duval Street.
  • February 15 - February 19 Key West
  • Presidential Families Weekend
  • Website
  • A series of special events takes place over Presidents' Day Weekend at the Harry S. Truman Little White House. On Thursday, Feb. 15, there is a kickoff "Happy Hour at Harry's" co*cktail and trivia event. Sat. Feb. 17, a panel of presidential descendants discusses "Political Maneuvering." Other weekend highlights include Clifton Truman Daniel, the grandson of Harry S. Truman, performing the acclaimed stage production, "Give 'Em Hell, Harry!" on Sunday and Monday, and a Sunday presentation by artist Tom Corbin, who sculpted the monumental Harry Truman bronze in the U.S. Capitol Rotunda. There will also be a traditional President's Day cookout on Monday, Feb. 19 from 11:30 a.m. to 1:30 p.m. with picnic-style food available for purchase. Find more event information and ticket sales online. 111 Front Street, Key West.
  • February 19 - February 20 Key West
  • Florida Keys Concert Association: Trio Con Brio Copenhagen
  • Website
  • Recognized as one of the world's finest piano ensembles this delightful piano trio is based in Copenhagen, Denmark and consists of Danish pianist JensElvekjaer and South Korean sisters Soo-Jin Hong on violin and Soo-Kyung Hong on cello. The first performance is 7:30 p.m. Monday, Feb. 19 at Marathon High School, 350 Sombrero Beach Rd., and the second is 7:30 p.m. Tuesday, Feb. 20 at Coral Shores High School, mile marker 89.9 in Tavernier. Tickets available online in advance or at the door, $35 or $45.

  • February 21 - February 21 Key West
  • Key West Art & Historical Society: Conch Revival Picnic
  • Website
  • The 7th annual Conch Revival Picnic features an informal Conch heritage dinner prepared by acclaimed chefs Martha Hubbard and Dave Furman, featuring a variety of classic Key West and Bahamian recipes. The event takes place from 5 to 8 p.m. on the grounds of the Key West Lighthouse and Keeper's Quarters, 938 Whitehead St.
  • February 22 - February 22 Islamorada
  • CCA Florida Keys Chapter Annual Banquet
  • Website
  • The 39th Annual Coastal Conservation Association Florida Keys Chapter Banquet & Auction takes place at "The Barn" at Bud N' Mary's Marina, mile marker 79.8 oceanside, from 6 to 10 p.m. The night kicks off with an open bar and appetizers to be enjoyed while perusing an expansive silent auction and raffle, followed by a catered dinner and live auction featuring top-of-the-line fishing equipment and exotic trips around the world. Don't miss the fishing party of the year to raise funds to help protect and enhance our marine resources.
  • February 22 - February 23 Key West
  • Fringe Theater: Key West Characters - True Stories
  • Website
  • An evening of short plays, monologues and musical tributes that celebrate Key West. True stories include portrayals of Mrs. Ellen Sanchez, Bette Page, Sushi, Fats Navarro, Frank Merlo and more. Tickets $35. Doors at 6:30, seating is first-come, first seated for this special, community-focused program at Williams Hall, 729 Fleming St.
  • February 22 - February 22 Key West
  • College of the Florida Keys VIP Series: Presentation by Dr. Doug Mader
  • Website
  • The College of the Florida Keys' V-I-P Speaker Series features a presentation on the effects of global warming on wildlife by Keys' veterinarian Dr. Doug Mader. He'll touch on the impacts that increasing temperatures have had on sea turtles and other wildlife. 7 p.m. at Tennessee Williams Theatre, 5901 College Rd. Tickets $5 at the door.
  • February 23 - February 23 Key West
  • Key West Art & Historical Society: Shadow & Light Exhibit Opening
  • Website
  • The public is welcome at the opening of the new juried exhibit, "Shadow & Light," from 5 to 8 p.m. to celebrate the over 50 participating 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.
  • February 23 - February 25 Marathon
  • Sombrero Beach Run Weekend
  • 305-743-4582 Email Website
  • Each year, several hundred racing circuit runners are attracted by a weekend filled with sunshine and athletic fun. Stocked with food, drinks, music and entertainment, the running event is to be staged Saturday, Feb. 24 at Sombrero Beach at the end of Sombrero Beach Road, mile marker 50. Awards are given to overall finishers in the 10k run, 5k run and 5k walk. Those completing the event’s 15k challenge receive special gifts. Celebrations and beach activities fill the weekend.
  • February 23 - February 24 Key West
  • Key West Garden Club: Garden Tours
  • Website
  • Nature lovers can tour the lush and verdant gardens surrounding four private Key West homes Friday and Saturday, Feb. 23-24, from 10 a.m. to 3 p.m. both days, during the once-a-year tours presented by the Key West Garden Club. All the tours this year are within easy walking distance of each other on VonPhister St. in the Casa Marina area. Participants can also explore the West Martello Gardens at the club's headquarters at 1100 Atlantic Blvd. Tickets may be purchased online, at the Garden Club or at two of the private garden locations on tour days.
  • February 23 - February 23 Key West
  • Key West Theater: Best of Key West Songwriter Festival Series
  • Website
  • The Best of Key West Songwriters Festival Series at Key West Theater presents Wendell Mobley & Lee Thomas Miller on Friday, Feb. 23. Both are top Nashville songwriters with songs you'll instantly recognize that have been recorded by famous artists including Kenny Chesney, Chris Stapleton, Tim McGraw, Keith Urban and many others. Doors open at 7; show starts at 8 p.m. Tickets start at $45.
  • February 24 - February 24 Key West
  • Tennessee Williams Theatre: Mike Super, Illusionist
  • Website
  • Through spectacular illusions and his down-to-earth style and personality, Mike Super has pioneered a new form of magic that transcends the "trick." He is the winner of NBC’s TV show "Phenomenon" and was a top finalist on "America’s Got Talent." Tickets $35 to $145. Showtime 8 p.m. 5901 College Rd.
  • February 24 - February 25 Islamorada
  • Gigantic Nautical Market
  • Website
  • You’ll find bargains on everything nautical including clothing, fishing and diving gear, boats, motors, furniture for your boat and home, original artwork and much more. There’s fun for the entire family. Gates open at Founders Park at mile marker 87 bayside at 8 a.m. Saturday and 9 a.m. Sunday. There will be 18 food trucks spread around the park. Parking is available at Coral Shores High School with free shuttle service to the park.
  • February 24 - February 25 Key West
  • Key West Art & Craft Festival
  • Website
  • The Key West Craft Show and Old Island Days Art Festival are now combined to create the Key West Art and Craft Festival. This new event includes artist demonstrations, a patron comfort station with valet package check, upscale food trucks, plenty of seating, and fun events and activities for children. The location for the combined show is along the Quay at Truman Waterfront Park, 100 Southard Street.
  • February 25 - February 26 Key West
  • Tennessee Williams Theatre: Bobby in the Lobby
  • Website
  • After a four year hiatus, Bobby Nesbitt brings back his acclaimed series “Bobby in the Lobby” to the cabaret, celebrating one of the greatest songwriters of the 20th century, the brilliant Cole Porter. Joining Bobby will be Key West singer Carmen Rodriguez, and from New York, Susan Powell and Richard White. White is renowned for being the voice of Gaston in Disney's Beauty and the Beast. Appearing Sunday and Monday nights at 8 p.m. Tickets $85 to $105. 5901 College Rd.
  • February 25 - February 25 Key West
  • Schooner Wharf Bar: Wrecker's Cup Race
  • Website
  • The second 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 races, first, second and third place will be awarded in each division, with trophies, a bottle of puss*r’s rum, Schooner Wharf Bar tabs and wrecker T-shirts as prizes. Future races are to be held March 31 and April 28. Find Schooner Wharf Bar at 202 William St.
  • February 25 - February 25 Big Pine Key
  • 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.
  • February 25 - February 25 Big Pine Key
  • Old Wooden Bridge Kids Fishing Tournament
  • Website
  • Help foster the love of fishing in kids through this free catch and release tournament, presented by Lower Keys Rotary and the Monroe County Sheriff's Office. All fishing rods, reels and bait are included. Prizes for the biggest fish in each age category. Registration at 8:30 a.m.; fishing from 10 a.m. until noon.
  • February 25 - February 25 Big Pine Key
  • Hemingway Social Club: Bill Wharton, the Sauce Boss
  • Website
  • Bill Wharton, the "Sauce Boss," comes to the Hemingway Social Club at Papa's Pilar Distillery to play the blues while at the same time, cooking up a batch of his signature spicy gumbo live on stage. Tickets ($60) include entry to the social club, a Papa's Pilar welcome co*cktail, and a bowl of Sauce Boss gumbo . The show starts at 4 p.m. 201 Simonton St.
  • February 25 - February 25 Key West
  • Key West Artisan Market: ReMARCable Edition
  • Website
  • Shop a curated outdoor market displaying delicious culinary creations, fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians, meet talented local authors and support the market's featured cause. This week, the market celebrates the Monroe Association for ReMARCable Citizens who have developmental disabilties. As always, the market offers a full bar. The market is open 10 a.m to 2 p.m. every Sunday through April in Sonny McCoy Indigenous Park, 1801 White St.
  • February 26 - February 27 Key West
  • Florida Keys Concert Association: Eric Lu, Rising Star Concert
  • Website
  • Each year the series brings a future star of the classical music world. Eric Lu won First Prize at the Leeds International Piano Competition in 2018 at the age of 20, then signed an exclusive contract with Warner Classics, and has since collaborated with some of the world's most prestigious orchestras. The first performance is 7:30 p.m. Monday, Feb. 12 at Marathon High School, 350 Sombrero Beach Rd., and the second is 7:30 p.m. Tuesday, Feb. 13 at Coral Shores High School, mile marker 89.9 in Tavernier. Tickets available online in advance or at the door, $35 or $45.
  • February 28 - February 28 Islamorada
  • Florida Keys History & Discovery Center: The Tycoon & the Trail
  • Website
  • The center welcomes Thomas Lockyear, manager of the Museum of the Everglades in Everglades City, for a presentation on how the building of Tamiami Trail, the road across the Everglades, changed South Florida. Advance registration required. $10 for in-person attendance; $5 virtual. Doors open at 5 p.m. with appetizers and a cash bar. Lecture 6 to 7 p.m. The museum is located at the Islander Resort, mile marker 82 bayside.
  • March 01 - March 01 Marathon
  • Pigeon Key: Movie by the Sea -- Moana
  • Website
  • Pigeon Key has scheduled a Movie by the Sea for Friday night, March 1, featuring Moana, the epic adventure of an energetic teenage girl who is keen to set sail on a mission to save the people of her island. Combo Pigeon Key Express train-plus-movie tickets are $25; tickets for walkers and bikers are $15, and include popcorn. Trains depart the depot at 1090 Overseas Highway at 5:30 and 6:20 p.m. All ticket holders must sign online waivers PRIOR to arrival. Find more instructions on the pigeonkey.net website.
  • March 01 - March 01 Key West
  • Tennessee Williams Festival: Curator Tour of Tennessee Williams Museum
  • Website
  • This special tour by museum curator Dennis Beaver features a detailed look into the filming of The Rose Tattoo in Key West. Participants will learn about objects in the museum and how they related to Williams, his Tony Award-winning play, and the filming for the movie version that took place in Key West. Reservations, available online, are required for the tour that takes place at 11:30 a.m. at the museum, located at 513 Truman Ave.
  • March 01 - March 26 Key West
  • Tennessee Williams Festival
  • Website
  • In celebration of Tennessee Williams, the Pulitzer-prize winning literary icon that moved to Key West in 1949 and remained a resident for 34 years, the Key West Art & Historical Society hosts an annual ‘Tennessee Williams Key West Festival,’ a month-long series of arts and cultural events that takes place each March across multiple venues. This yearly festival of events includes a museum fundraiser, plein air painting, poetry and short story writing contests, lectures, museum tours, film screenings, live theater events, and a birthday party complete with cake and bubbly to honor the life and accomplishments of Williams. Find details at www.kwahs.org/museums/tennessee-williams/twfestival.
  • March 01 - March 01 Key Largo
  • Wesley House Family Services: Black Tie Benefit - Key Largo
  • Website
  • The Black Tie Benefit in Key Largo raises funds for Wesley House Family Services. Tickets are $300 and include an open bar throughout the evening, hors d’oeuvres beginning at 6 p.m., dinner at 7:30 p.m. After the program, dance the night away to world-renowned DJ Cardi.
  • March 02 - March 02 Key Largo
  • Coral Restoration Foundation: Raise the Reef
  • Website
  • Join Coral Restoration Foundation at Ocean Reef Club for a dazzling evening dedicated to saving the Keys' precious coral reefs. Attendees enjoy craft co*cktails, silent and live auctions, a sustainably-sourced gourmet dinner and a keynote presentation by underwater filmmaker and marine scientist Dr. Shireen Rahimi. Raise the Reef event guests also have the opportunity to book a room to stay at the exclusive Ocean Reef Club. 6 to 10 p.m. 201 Ocean Reef Drive.
  • March 02 - March 02 Key West
  • Key West Tropical Forest & Botanical Garden: GardenFest
  • Website
  • The chance to explore a rare open-air “living museum” and view and purchase unique plants awaits nature lovers Saturday, March 2, during “GardenFest Key West: The Green Market Place” at the Key West Tropical Forest & Botanical Garden.Docent-led tours are to guide visitors through the 15-acre habitat. The free-admission open-air event is set for 10 a.m. to 4 p.m. at the 5210 College Rd. property, acclaimed as the only frost-free subtropical moist forest and garden in the continental United States.
  • March 02 - March 02 Key West
  • Coffee Butler Amphitheater: ZZ Top
  • Website
  • Legendary blues rock heavyweights ZZ Top perform at the Coffee Butler Amphitheater for one night. Tickets available online starting at $60. Showtime 7 p.m. 21 Quay Rd.
  • March 03 - March 03 Key West
  • Tennessee Williams Festival: The Rose Tatto Garden Party
  • Website
  • This fundraising event to benefit the Tennessee Williams Museum is themed around Tennessee Williams' Tony Award-winning play and the subsequent film adaptation, filmed in Key West. Guests are encouraged to don red rose apparel, with prizes for the most creative interpretation. There is to be an open bar and hors d'oeuvres prepared with a southern flair. The event takes place from 5 to 7 p.m. in the garden of museum curator Dennis Beaver's home at 1207 Whitehead St.
  • March 03 - March 03 Key West
  • Key West Artisan Market: Gone to the Dogs Edition
  • Website
  • Shop a curated outdoor market displaying delicious culinary creations, fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians, meet talented local authors and support the market's featured cause. This week, the always pet-friendly market celebrates the Florida Keys SPCA and their work to rescue, spay, neuter and find furr-ever homes for animals in need. As always, the market offers a full bar. The market is open 10 a.m to 2 p.m. every Sunday through April in Sonny McCoy Indigenous Park, 1801 White St.
  • March 04 - March 23 Key Largo
  • Art Guild of the Purple Isles: Wildlife of the Keys
  • Website
  • View original artwork depicting the rich and varied wildlife of the Keys during this annual show by members of the Art Guild of the Purple Isles. The works are on display at Our Place in Paradise gallery, Monday through Saturday, 10 a.m. to 5 p.m., at mile marker 88.7 in Tavernier.
  • March 05 - March 09 Key Largo
  • Jimmy Johnson's Quest for the Ring Championship Fishing Week
  • 305-255-3500 Email Website
  • Hosted by coach Jimmy Johnson, this prestigious event includes the Quest for the Ring Billfish Championship with a guaranteed 7-figure purse. All anglers on the winning boat receive authentic, custom-designed Jimmy Johnson championship rings. Or, anglers can enter the JJ Sportfish Tournament for top cash prizes. Participants fish in 100 miles of water from Key Largo to Palm Beach.
  • March 05 - March 05 Islamorada
  • College of the Florida Keys Seaside Soiree - Swords & Tails
  • Website
  • Hosted at the Islander Resort, mile marker 82 oceanside, this annual fundraising event for College of the Florida Keys is a fun evening with dinner, drinks, a live band and virtual silent auction. Costumes are encouraged, especially pirates and mermaids!
  • March 05 - March 05 Key West
  • Tennessee Williams Theatre: Little Women
  • Website
  • Louisa May Alcott’s beloved story of the adventures of the four March sisters is brought to vivid musical life in Little Women. The struggle during the Civil War of these “Little Women” to find their own voices mirrors the growing pains of a young America. With buoyant, joyful melodies, memorable characters, and a big-hearted message, Little Women reminds us that “sometimes when you dream, your dreams come true.” Tickets $45 to $155. Showtime 8 p.m. 5901 College Rd.
  • March 05 - March 05 Key West
  • Tennessee Williams Festival: Papa's Pilar co*cktail Class -- Tennessee Williams Edition
  • Website
  • Key West Art & Historical Society partners with Papa’s Pilar Rum Company for a Tennessee Williams-themed co*cktail class. Each guest will have their own creative space that includes all the tools (shaker, strainer, jigger etc.) and ingredients needed to create special rum-based co*cktails in honor of Williams, the literary legend who was a long-time resident of Key West. 4 to 6 p.m. at the Papa's Pilar distillery at 201 Simonton St.
  • March 08 - March 08 Marathon
  • Curry Hammock State Park: Starry Starry Night
  • Website
  • Join the Florida Keys Astronomy Club for a magical evening under the stars. The event begins at 6 p.m. as the light fades. Please arrive early. The Curry Conservation Cart will roll out with star-themed activities before the program begins. Bring your own chairs, snacks and bug spray. Free with regular park admission. The park is located at mile marker 56.2 oceanside on Crawl Key.
  • March 09 - March 10 Marathon
  • Marathon Seafood Festival
  • Website
  • The Marathon Seafood Festival is the premier event for delicious fresh seafood and entertainment in the Florida Keys. There is to be live music throughout the festival weekend, games for children and adults, raffle giveaways, and over 200 vendors selling jewelry, clothing, art, boats and more. $5 per person, per day. Kids 12 and under free with paying adult. On Sunday, both active and retired military and law enforcement personnel are free. The festival takes place at Marathon Community Park, 200 36th Street oceanside. Additional parking available directly across U.S. 1 at Stanley Switlick Elementary.
  • March 09 - March 09 Key West
  • The Studios of Key West: One Music Family
  • Website
  • Ralph De Palma presents an epic night of music celebrating the release of The Soul of Key West: Vol III, the latest in his series of books documenting the Key West music scene through richly textured photography and stories from the musicians themselves. The event begins at The Studios' Helmerich Theater from 7 to 8 p.m. with a book signing celebration, followed by musical performances from 8 until 10 p.m. Tickets $30 to $75. 533 Eaton St.
  • March 09 - March 09 Key West
  • Annual Conch Shell Blowing Contest
  • 305-294-9501 Email Website
  • An island tradition, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make "music" with fluted conch shells. The contest takes place in the garden of the Oldest House, 322 Duval Street, and is free to participate in and to attend. All ages are invited to compete. Registration begins at 10 a.m., the contest starts at noon.
  • March 10 - March 10 Key West
  • Coffee Butler Amphitheater: Foreigner
  • Rams Heads Presents Email Website
  • Foreigner's Farewell Tour stops in Key West on Sun., March 10th for a performance at Coffee Butler Amphitheater. The group is to perform greatest hits, like "Juke Box Hero,” “Cold As Ice,” and “Hot Blooded." Doors open at 5:30 p.m. Show starts at 7 p.m. 21 Quay Rd.
  • March 10 - March 10 Big Pine Key
  • 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.
  • March 10 - March 10 Key West
  • Key West Artisan Market: Hope & Promise Edition
  • Website
  • Shop a curated outdoor market displaying delicious culinary creations, fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians, meet talented local authors and support the market's featured cause. This week, the market highlights the work of May Sands Montessori School -- the free, public charter school for kids through grade 8. As always, the market offers a full bar. The market is open 10 a.m to 2 p.m. every Sunday through April in Sonny McCoy Indigenous Park, 1801 White St.
  • March 11 - March 14 Key West
  • March Merkin Invitational Permit Tournament
  • Website
  • This charity flats-and-fly-only invitational tournament challenges anglers to catch and release silvery permit to vie for elite titles. The event is held at Oceans Edge Resort & Marina in Key West.
  • March 11 - March 11 Key West
  • Tennessee Williams Theatre: Jillian Todd - A Celebration of the Music of Joni Mitchell
  • Website
  • This special evening in the cabaret promises to captivate audiences with soul-stirring renditions of Joni Mitchell's most beloved songs, including A Case of You and Big Yellow Taxi. Renowned singer and guitarist Jillian Todd headlines the event with her unique talent and heartfelt interpretations. Tickets $30 to $60. Showtime 8 p.m. 5901 College Rd.
  • March 12 - March 12 Key West
  • Key West Theater: Dave Mason
  • Website
  • Dave Mason, legendary guitarist and founding member of Traffic, plays solo March 12 at 8 p.m. Limited tickets available. 512 Eaton St.
  • March 13 - March 13 Key West
  • Key West Theater: Wishbone Ash featuring Argus Live
  • Website
  • Legendary British rock band Wishbone Ash, famous for perfecting the twin-guitar concept, performs the landmark album Argus in its entirety. Doors open at 7; showtime at 8 p.m. Tickets start at $55. 512 Eaton St.
  • March 13 - March 23 Key West
  • Fringe Theater: The Last 5 Years
  • Website
  • A poignant and devastatingly honest look at love and loss between two artists whose first date and last goodbye take place over five years. The musical's innovative structure takes us through their story from start to finish (and finish to start). This show has strong language and adult themes. Tickets $45 to $60. Showtime is 7 p.m. at the Armory, 600 White St.
  • March 13 - April 06 Key West
  • Waterfront Playhouse: Murder on the Orient Express
  • Website
  • A snowdrift stops a luxurious train in its tracks… an American tycoon lies dead in his compartment, and the passengers rely on detective Hercule Poirot to identify the murderer –this is Ken Ludwig’s new adaptation of Agatha Christie’s Murder on the Orient Express. Tickets $40 to $85. Showtimes at 8 p.m. with one Saturday matinee March 23. 407 Wall Street at Mallory Square.
  • March 14 - March 14 Marathon
  • Connections Project: Marathon Reception
  • Website
  • For years, the Florida Keys Council of the Arts has gathered mini-canvases from area artists to create one large Keys art mural/mosaic for its annual Connections Project. This year, the council is creating five separate murals and, at each opening reception to be held in each region of the Keys, there will be live music to create a multi-faceted celebration of the artistic spirit that makes the Keys so special. The free Marathon reception on March 14 takes place from 4:30 to 6 :30 p.m. at Sparky's Landing at mile marker 54 behind the Fairfield Marriott. Attendees may purchase their choice of individual canvases from the mosaic for $100 each.
  • March 14 - March 14 Key West
  • Happy Hour With the Historian: Tennessee Williams in Key West
  • Website
  • Join Key West Art & Historical Society curator, Dr. Cori Convertito, as she discusses Tennessee Williams' residency in Key West, which spanned more than 30 years. The highly-acclaimed playwright worked in a writing studio at his house that was located on Duncan Street. When asked why he chose to spend much of his time in Key West, he is known to have said, "but I work best here." Tickets are required for the happy hour discussion that takes place from 5 to 6 p.m. at Comedy Key West, 218 Whitehead St.
  • March 14 - March 14 Islamorada
  • Florida Keys History & Discovery Center: co*cktails & Conductors
  • Website
  • This fundraising celebration honors the remarkable legacy of Henry Flagler with an evening filled with elegance. Guests will enjoy co*cktails, hors d'oeuvres and a special appearance by George Matthew, Henry Flagler's grandson. 5:30 to 8:30 p.m. at the museum, located at the Islander Resort, miles marker 82 oceanside.
  • March 15 - March 15 Key West
  • FKSPCA: Spring Social
  • Website
  • Animal lovers can join the fun at the Florida Keys Society for the Prevention of Cruelty to Animals' biggest celebration of the year -- the annual Spring Social at Harry S. Truman Little White House. A lavish buffet by Catered Affairs (with vegan and vegetarian options) is to be accompanied by free beer and wine and a cash liquor bar, live music and the presentation of the inaugural Champion of Animals Award to honoree Sue Turner. General admission $60; VIP tickets$125, which include early access to the silent auction and a champagne reception.
  • March 15 - March 15 Key West
  • Coffee Butler Amphitheater: Temptations & the Four Tops
  • Website
  • The Temptations and The Four Tops have cemented their places in music history as pioneers of the R&B genre. See these icons of the American music scene in Key West on March 15. Showtime 7 p.m.Tickets start at $75. 21 Quay Rd.
  • March 15 - March 16 Key West
  • Key West Home Tours
  • Website
  • The Old Island Restoration Foundation’s Key West Home Tours are among America’s oldest and longest-running, dating from 1960. This 64th series features self-guided tours of 5 Key West homes and gardens between 1 and 4 p.m. on Friday and Saturday. $55 per person. Addresses of featured homes are to be provided when tickets are purchased.
  • March 16 - March 16 Key West
  • The Marshall Tucker Band at Coffee Butler Amphitheater
  • Rams Heads Presents Email Website
  • The Marshall Tucker Band is to perform at Coffee Butler Amphitheater on Sat., March 16. 'Can't You See' yourself in Key West with The Marshall Tucker Band? Doors open at 5:30 p.m. Show at 7 p.m. 21 Quay Rd.
  • March 16 - March 16 Key West
  • The Studios of Key West: Artist Studio Tours
  • Website
  • Hop on a bike or carpool with friends and spend an art-filled afternoon exploring the homes and studios of Key West artists. Produced by The Studios of Key West, the annual Artist Studio Tour takes you on a self-guided journey through the secret lanes and hidden alleys of Old Town. One of the most popular events of the year, the Artist Studio Tours present the island’s art community in a brand new light. Spend an afternoon discovering new artists, peeking into inspiring workspaces, and perhaps finding a unique souvenir or piece of art for your home. $30. 11 a.m. to 3 p.m. Information on locations will be provided to ticket holders.
  • March 16 - March 16 Key West
  • Irish Kevin's 5k/10k Shamrock Shuffle
  • Website
  • Get your green on and run for two charitable causes this year the 5 and 10k run/walk benefits the Southernmost Special Forces Association Memorial Fund and the Garrett Hughes Memorial Scholarship. Irish Kevin's will also be accepting non-perishable food donations for Bahama Village Little Pantry during packet pick up and during race day. Registration includes a great swag bag with a race T-shirt and custom race medal. The after party at at bar at 215 Duval St. incudes one free drink (21+), a breakfast buffet and an awards ceremony.
  • March 16 - March 16 Key Largo
  • Upper Keys Irish Festival
  • Website
  • Enjoy a day filled with live music, green beer, Irish whiskey, corned beef and cabbage, Irish dancers, a parade, vendors and more from 11 a.m. to 5 p.m. at the Caribbean Club, mile marker 104 bayside.
  • March 17 - March 17 Key West
  • Key West Theater: Far From the Shamrock Shores
  • Website
  • When Suzanne Moore takes the stage on Saint Patrick’s Day, you know you are going to have a night of the best Irish music on the island. In 2023, Suzanne debuted at the Key West Theater to a sold out crowd and this year she brings along a host of world-class musicians to the concert stage to take you on a magical musical journey celebrating the stories of Irish American immigration through song. Doors open 6:30 p.m.; show at 7 p.m. 512 Eaton St.
  • March 17 - March 17 Islamorada
  • St. Paddy's Island Run - 5k & 10k
  • Website
  • Islamorada Running Company kicks off the inaugural St. Paddy's 5k and 10k island run event along the Old Highway in Islamorada, followed by a party at Florida Keys Brewing Company, 81611 Old Highway. $40 for the 5k; $50 for the 10k.
  • March 17 - March 17 Key West
  • Waterfront Playhouse: Tennessee Williams' Ten Blocks on the Camino Real
  • Website
  • Tennessee Williams described "Ten Blocks" as a foray into “plastic theatre” that expanded on the “poetic naturalism” of his better-known work of the era. This staged reading is in celebration of the birth of Tennessee Williams. Showtime 8 p.m. Tickets $25. 407 Wall Street at Mallory Square.
  • March 17 - March 17 Key West
  • Key West Artisan Market: St. Paddy's Day Edition
  • Website
  • Shop a curated outdoor market displaying delicious culinary creations, fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians, meet talented local authors and support the market's featured cause. This week, there will be green treats, libations and pinches along with Irish shanties to help get you in the festive spirit. As always, the market offers a full bar. The market is open 10 a.m to 2 p.m. every Sunday through April in Sonny McCoy Indigenous Park, 1801 White St.
  • March 20 - March 20 Key West
  • Tennessee Williams Theatre: Neil Berg's 50 Years of Rock n' Roll, Part 4
  • Website
  • Neil Berg's 50 Years of Rock & Roll uses fascinating stories and groundbreaking music, with tributes to such important and iconic rock stars/groups/genres as Chuck Berry, Little Richard, Elvis Presley, Buddy Holly, Bob Dylan, Frankie Valli, The Beatles, Beach Boys, Motown, Aretha Franklin, The Who, Janis Joplin, Woodstock, Simon & Garfunkel, Carole King, Led Zeppelin, Elton John, Stevie Wonder, Billy Joel, Aerosmith, Linda Ronstadt, Bruce Springsteen, Eagles, Fleetwood Mac, Disco, New Wave, and more. Tickets $45 to $145. Showtime 8 p.m. 5901 College Rd.
  • March 21 - March 21 Key West
  • 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.
  • March 22 - March 24 Key West
  • Old Dominion at Coffee Butler Amphitheater
  • Rams Heads Presents Email Website
  • The Old Dominion quintet brings the "No Bad Vibes" Tour to Key West March 22nd, 23rd and 24th, along with supporting acts Frank Ray, Greylan James & Kassi Ashton. Doors open at 6 p.m. Shows nightly at 7:30 p.m. 21 Quay Rd.
  • March 23 - March 24 Islamorada
  • Island Fest Featuring the Taste of Islamorada
  • (305) 664-4503 Website
  • This fun annual Island Festival features a juried art show, a sand sculpture competition, the "What Floats Your Boat" homemade boat race, live music, great food, classic cars, and on Sunday, the annual "Taste of Islamorada" restaurant competition. Free entry; onsite parking $5. 10 a.m. to 5 p.m. both days at Founders Park, mile marker 87 bayside.
  • March 23 - March 23 Big Pine Key
  • Monroe County Fire Rescue Easter Egg Hunt
  • More info: 305-289-6005 Website
  • Monroe County Fire Rescue and the Monroe County Firefighters Benevolent Association host the annual Easter egg hunt at the Big Coppitt Fire Station located at 28 Emerald Drive from 9 to 10 a.m.. The hunt starts promptly at 9 a.m. The Easter Bunny will be available for photos, you can visit with animals from the Monroe County Sheriff's Office Animal Farm, enjoy snow cones and cotton candy, and even help firefighters put out a house fire!
  • March 25 - March 25 Key West
  • Taste of Key West
  • Website
  • This free admission, open-air event features an assortment of beverages and palate-pleasing plates. Restaurants and food vendors from across the Lower Keys and Key West donate their culinary talents to create delectable small plates. Food ranges from seafood, tropical and Caribbean flavors, to European dishes, vegetarian offerings, and desserts. Buy tickets based upon what looks best! A large assortment of wines and beers will also be offered. VIP passes are available. Proceeds from food and beverage tickets benefit AH Monroe, providing medical and life assistance for people living with HIV/AIDS.
  • March 26 - March 26 Key West
  • Tennessee Williams Birthday Party
  • Website
  • The final, celebratory event of the Tennessee Williams Festival is the annual birthday party in his honor. This year marks the 113th anniversary of his birth. The public is welcome to celebrate with champagne and cake at the Tennessee Williams Museum from 5 to 7 p.m. at 513 Truman Ave.
  • March 28 - March 28 Big Pine Key
  • Connections Project: Lower Keys Reception
  • Website
  • For years, the Florida Keys Council of the Arts has gathered mini-canvases from area artists to create one large Keys art mural/mosaic for its annual Connections Project. This year, the council is creating five separate murals and, at each opening reception to be held in each region of the Keys, there will be live music to create a multi-faceted celebration of the artistic spirit that makes the Keys so special. The free Big Pine Key & the Lower Keys reception on March 28 takes place from 5 to 7 p.m. at Lower Keys Chamber of Commerce at mile marker 31, Big Pine Key. Attendees may purchase their choice of individual canvases from the mosaic for $100 each.
  • March 29 - March 29 Key West
  • South Florida Symphony: Masterworks IV - Stravinsky, Ravel, Bernstein, Zwilich
  • Website
  • South Florida Symphony Orchestra transports you to the high-octane spirit of 1940s Times Square in Bernstein’s "Three Dance Episodes" from the hit Broadway musical On the Town, and a visit with Clarinet Concerto, Zwilich’s stirring elegy on 9/11. Then, be seduced at a Spanish tavern during Ravel’s rhythmic Bolero and be spellbound by Stravinsky’s celebrated nod to Russian folklore, the magical Firebird. Tickets start at $25. Tennessee Williams Theatre, 5901 College Rd. 7:30 p.m.
  • March 30 - March 30 Islamorada
  • Pops in the Park: March Madness
  • Website
  • Florida Keys Community Concert Band presents "March Madness," a rousing event featuring games and puzzles for the audience – including a life-size human checkerboard game – punctuated by college fight songs and marches, along with sports and game show themes. Bring chairs and blankets for seating. The free concert starts at 4 p.m. at Founders Park, mile marker 87 bayside
  • March 30 - March 30 Key West
  • Harry S. Truman Little White House: Easter Egg Roll
  • Website
  • In addition to the traditional Easter Egg Roll on the lawn, guests will enjoy arts and craft activities, live music, refreshments, photos with the Easter Bunny, and each child will leave with a commemorative wooden Easter egg. The event is free for all ages. 9 to 11 a.m. on the Little White House grounds. 111 Front Street.
  • March 31 - March 31 Key West
  • Key West Artisan Market: Let's Get Hoppy!
  • Website
  • Key West Artisan Market celebrates all things beer & Easter with the 'Let's Get Hoppy' Edition March 31 from 10 am to 2 pm at Higgs Memorial Beach, Key West. Bring the kids for the annual free Easter Egg hunt -- kids 12 and under can hunt eggs hidden around the park and exchange them at the Artisan Market booth for candy and prizes. As always, there will be bloody marys, mimosas, a full bar, coffee, juices and cut fruit, multiple food trucks and stalls offering eat-here or take-away. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers.
  • March 31 - March 31 Key West
  • Waterfront Playhouse: Trunk Material
  • Website
  • Enjoy a fabulous musical evening featuring local and out of town talent singing some of their favorite show tunes from their "trunk material." Showtime 8 p.m. Tickets $30. 407 Wall Street at Mallory Square.
  • March 31 - March 31 Key West
  • Schooner Wharf Bar: Wrecker's Cup Race
  • Website
  • The third 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 puss*r’s rum, Schooner Wharf Bar tabs and wrecker T-shirts as prizes. The final race of the series is to be held April 28. Find Schooner Wharf Bar at 202 William St.
  • April 02 - April 02 Key West
  • Tennessee Williams Theatre: Dinosaur World, Live!
  • Website
  • Dare to experience the dangers and delights of Dinosaur World, Live! in this "roarsome" interactive show for all the family. Discover a pre-historic world of astonishing (and remarkably life-like) dinosaurs. Meet a host of impressive creatures, including every child's favourite flesh-eating giant, the Tyrannosaurus Rex, a Triceratops, Giraffatitan, Microraptor and Segnosaurus! A special meet and greet after the show offers all our brave explorers the chance to make a new dinosaur friend. Don’t miss this entertaining and mind-expanding jurassic adventure, live on stage. Showt at 7 p.m. Tickets $18 to $68. 5901 College Rd.
  • April 06 - April 06 Key West
  • Wesley House Family Services: Black Tie Benefit - Key West
  • Website
  • The Black Tie Benefit in Key West raises funds for Wesley House Family Services. Tickets include a welcome co*cktail and wine during dinner service, along with music and dancing. 5:30 - 10 p.m., Key West Marriott Beachside, 3841 N Roosevelt Blvd.
  • April 13 - April 13 Marathon
  • Seven Mile Bridge Run
  • Website
  • The 43rd annual Seven Mile Bridge Run takes place Saturday, April 13. Motorists need to be aware that the bridge will close in both directions from 6 a.m. to 9 a..m. Saturday morning. This year the race starts at 6:45 a.m. Law enforcement will open the bridge to traffic promptly at 9 a.m. The race is a bucket list adventure for the field of 1,500 runners who participate.
  • April 14 - April 14 Big Pine Key
  • 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.
  • April 16 - April 16 Key West
  • Connections Project: Key West Reception
  • Website
  • For years, the Florida Keys Council of the Arts has gathered mini-canvases from area artists to create one large Keys art mural/mosaic its annual Connections Project. This year, the council created five separate murals and, at each opening reception in each region of the Keys, is including live music to create a multi-faceted celebration of the artistic spirit that makes the Keys so special. The free Key West reception on April 16 culminates the Connections Project. It takes place from 5 to 7 p.m. at Williams Hall, 729 Fleming St. Attendees may purchase their choice of individual canvases from the mosaic for $100 each.
  • April 18 - April 18 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.
Florida Keys vacation | Florida Keys travel information (2024)

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