Calendar of Events

Current Florida Keys Events

Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo Image for Big Pine & Lower Keys Nautical Expo
Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular Image for NAS Key West Southernmost Air Spectacular
Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest Image for Key West Half Marathon & Runfest
Image for History of Diving Museum: Salvaging the Deep
Image for Key West Holiday Fest
  • Nov 27, 2024 - Dec 31, 2024 Key West Arts & Culture
  • Key West Holiday Fest
  • Website
  • A merry range of celebrations during Key West's busy holiday season traditionally includes the Harbor Walk of Lights, Holiday Historic Inn Tours and a lighted boat parade with festively lit vessels and good cheer. Other events include the annual hometown holiday parade, festive island lights tours via the Conch Tour Train and Old Town Trolley, seasonal artisan markets and bazaars, and New Year’s Eve “drops” that spoof New York City’s annual Times Square “ball drop.”
Image for The Protect Center: Sea of Trees
  • Dec 1, 2024 - Jan 5, 2025 Islamorada Arts & Culture
  • The Protect Center: Sea of Trees
  • Website
  • Over 100 uniquely decorated and sponsored trees light your way nightly from 10 a.m. to 6 p.m. daily from Nov. 29 through Jan. 5. In addition to the beautiful lights and trees, you'll find photo opportunities and shopping. On these select nights - Nov. 29, 30; Dec. 1, 6, 7, 13, 14, 20, 21, 22 from 6 to 9 p.m. - enjoy Santa's Village with holiday-themed cocktails and snacks, workshops for kids and visits with Santa. Admission of $10 adults; $5 kids supports the Dolphin ICU at The Protect Center. MM 82 bayside.
Image for Key West Art & Historical Society: Collecting Key West - The Works of Mario Sanchez
  • Dec 6, 2024 - May 18, 2025 Key West Arts & Culture
  • Key West Art & Historical Society: Collecting Key West - The Works of Mario Sanchez
  • Website
  • Mario Sanchez (1908-2005), a Key West native, is among this country’s finest and most-recognized folk artists. In hundreds of intricately painted wood carvings created in a lifelong labor of love, Sanchez has provided a better history of Key West in the first part of the 20th century than any annals or academic texts. His bas-relief carvings, or intaglios, are a visual feast filled with the music, smells and passion of Gato’s Village, the Cuban-American community of Key West where Sanchez spent much of his life. In the carvings, each person, chicken, dog and fish has its own singular expression, attitude and identity. The exhibit is on display at the Custom House Museum daily from 10 a.m. to 5 p.m. 281 Front St.
Image for Red Barn Theatre: The Foreigner
  • Dec 18, 2024 - Jan 11, 2025 Key West Arts & Culture
  • Red Barn Theatre: The Foreigner
  • Website
  • This very funny comedy is an American classic, winning the Best New American Play for 1985 by the Outer Critics Circle. Set at a rural Georgia fishing lodge, a pathologically shy man adopts a persona as a non-English speaking foreigner in an attempt to avoid conversation. Hilarity ensues as an outrageous group of characters reveal secrets and scandals. Shows at 7:30 p.m. 319 Duval St.
Image for Sunset Green Lawn: Early New Year's Eve Celebration
  • Dec 30, 2024 Key West Arts & Culture
  • Sunset Green Lawn: Early New Year's Eve Celebration
  • Website
  • This event is the perfect way to kick your New Year's celebrations a day early. Come to the Sunset Green Lawn for a FREE night of music and family-friendly fun to start the countdown to 2025 with the talented Mike Stack and friends! Featuring Mike Stack, The Brickfinders, D-Lew, Sharese, Josh Kiser, Jockey Jord and other special musical guests. The show is to be followed by a fireworks display! Gates open at 6 p.m. with music starting at 6:30 p.m.
Image for Beachside Resort & Residences: Glow on the Beach Party & Fireworks
  • Dec 30, 2024 Key West Arts & Culture
  • Beachside Resort & Residences: Glow on the Beach Party & Fireworks
  • Website
  • Wrap up the year with an unforgettable evening at Beachside Resort & Residences during the annual Glow on the Beach free party that’s open to everyone. Grab complimentary glow gear upon arriving (while supplies last) to help light up the night. Dance to music by JustDJ, then end the evening with fireworks. No tickets required, just show up from 6 to 10 p.m. at 3841 N. Roosevelt Blvd.
Image for Island Grill: New Year's Eve Circus Beach Party
  • Dec 31, 2024 Islamorada Arts & Culture
  • Island Grill: New Year's Eve Circus Beach Party
  • Website
  • Step into 2025 with a night of magic under the stars. The fun begins at 8 p.m. with two live bands and a DJ, plus the Island Grill dancers. Watch the New York Ball Drop live on screen, but enjoy much better weather! Free champagne toast at midnight, party favors, large buffet dinner and free parking. $110 for adults. Drinks sold separately.
Image for Isla Bella Beach Resort: New Year's Eve Dinner
  • Dec 31, 2024 Marathon Arts & Culture
  • Isla Bella Beach Resort: New Year's Eve Dinner
  • Reservations 786-638-8106 Website
  • Isla Bella Beach Resort offers two options for dining on New Year's Eve open to both registered resort guests and the general public (with reservations). The NYE Buffett at Pelican Point -- $139 adults; $38 children 12 and under -- will be filled with delicious dishes and is to be available from 6 to 9 p.m. The NYE Prix Fixe Dinner at Mahina from 5 to 10 p.m. offers an elegant menu designed to make your evening extra special. Reservations are required for both.
Image for Hawk's Cay Resort: Angler & Ale New Year's Eve Masquerade Celebration & Fireworks
Image for Cheeca Lodge & Spa: New Year's Eve Dinner & Fireworks
Image for Marker 88: NYE Dinner & Fireworks
  • Dec 31, 2024 Islamorada Arts & Culture
  • Marker 88: NYE Dinner & Fireworks
  • Marker 88 Reservations E-mail Website
  • Marker 88 restaurant's NYE fireworks display takes place between 9:30 and 10:30 p.m. Reservations are required! A Prix Fixe dinner menu is to be available by reservation only until 9 p.m. A Late Night menu will be served after 9 p.m. (regular menu will not be available). Guests dining earlier than 9:30 p.m. who would like to return to watch the fireworks, please return with your dinner receipt and you'll be seated in a viewing area.
Image for Jimmy Johnson's Big Chill: NYE Fireworks
Image for Hemingway's Distillery: New Year's Eve Cocktail Class
  • Dec 31, 2024 Key West Arts & Culture
  • Hemingway's Distillery: New Year's Eve Cocktail Class
  • Website
  • Step back in time to the 40s where adventures ran high, cocktails lit up the night and men and women were all about fashion, fun and enjoying lots of rum. Participants will be instructed by a Hemingway's Distillery Cocktail Specialist on how to make 2 Papa's Pilar signature cocktails. Each guest has their own station with tools and all the ingredients needed to create these fabulous cocktails, and you get to enjoy what you create. Come dressed in Casablanca-themed attire or Key West cocktail casual. 6:30-9:30 p.m. 201 Simonton St. Tickets available online
Image for Caribbean Club: New Year's Eve Celebration
Image for New Year's Eve Conch Shell Drop at Sloppy Joe's
  • Dec 31, 2024 Key West Arts & Culture
  • New Year's Eve Conch Shell Drop at Sloppy Joe's
  • Website
  • The arrival of 2025 is to be heralded on Key West's Duval Street with the "drop" of a gigantic manmade conch shell, the symbol of the Florida Keys, to the flat roof of Sloppy Joe's Bar, 201 Duval. Spectators gather on Duval for the annual gala, emceed by a rooftop host and featuring dancing in the street and a countdown to midnight recorded on a huge clock. Customers inside the bar may view the dropping of the conch shell on Sloppy-Tron.
Image for New Year's Eve Gatsby Gala at First Flight Island Restaurant & Brewery
Image for Bungalows Key Largo New Year's Eve for Resort Guests
Image for New Year's Eve Red Shoe Drop
  • Dec 31, 2024 Key West LGBTQ
  • New Year's Eve Red Shoe Drop
  • Website
  • Witness Key West's iconic Red Shoe Drop at the Bourbon Street Pub, 724 Duval St. Free to watch from Duval Street; VIP options are to be available for balcony seating. Live entertainment in the street starts at 9 p.m. with the shoe drop at midnight.
Image for Schooner Wharf Bar: New Year's Eve Lowering of the Pirate Wench
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