Calendar of Events

Current Key West Events

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Image for Truman Waterfront Farmers Market - Every Thursday
  • Sep 19, 2024 - Sep 25, 2025 Key West
  • Truman Waterfront Farmers Market - Every Thursday
  • Website
  • Shop with a view every Thursday from 2 to 7 p.m. at the Truman Waterfront Farmers Market located on the harbor by the USCG Ingham Museum. Find great food options including ready-to-eat items, fresh Florida produce and other grocery items, along with gifts, home decor, art and more. Located at the corner of Southard Street and Weech Way.
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: Ms Holmes & Ms Watson, Apt. 2B
Image for Key West Library Speaker Series: Mondays at 6 p.m.
  • Feb 10, 2025 - Feb 24, 2025 Key West Arts & Culture
  • Key West Library Speaker Series: Mondays at 6 p.m.
  • Website
  • Authors in the Key West Library Speakers series appear on Mondays through March. February's featured speakers are: February 10: Ellen T. White and Leslie Tinsley. White is author of Key West: Paradise Found and Tinsley is author of more than 70 titles on American crafts and Key West Cottages and Gardens. February 17: Cheryl Lu-Lien Tan, author of Sarong Party Girls and A Tiger in the Kitchen. February 24: Michael Ruhlman, author of cookbooks and non-fiction narratives; and Ann Hood, author of memoir and fiction titles. Free to attend, no registration required. Talks take place in the library's Palm Garden, 700 Fleming St. at 6 p.m.
Image for Fringe Theater: Goodnight Oscar
  • Feb 18, 2025 - Mar 1, 2025 Key West Arts & Culture
  • Fringe Theater: Goodnight Oscar
  • Website
  • There's a fine line between genius and insanity - and tonight, that line is on TV. It’s 1958 and Jack Paar hosts the hottest late-night talk show on television. It's the sweeps, so tonight's guest is wild card Oscar Levant. Just where does entertainment end and exploitation begin? Smart. Funny. Riveting. 7 p.m. at 600 White St. at the Armory.
Image for Key West Garden Club: Garden Tours
  • Feb 21, 2025 - Feb 22, 2025 Key West Environmental
  • Key West Garden Club: Garden Tours
  • Website
  • Take a peek behind five gardens gates of private Key West homes. The Key West Garden Club hosts annual tours of select, beautiful and diverse gardens. Find tickets in advance at keywestgardenclub.com or purchase at any one of this year's garden venues.
Image for Connections Project: A Mosaic of the Keys Pop-Up at Key West Art & Craft Festival
Image for Key West Art & Craft Festival
  • Feb 22, 2025 - Feb 23, 2025 Key West Arts & Culture
  • 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 & Craft Festival. The 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.
Image for Impromptu Classical Concerts: Avery Gagliano
  • Feb 23, 2025 Key West Arts & Culture
  • Impromptu Classical Concerts: Avery Gagliano
  • Website
  • Avery Gagliano, pianist, is Impromptu’s 2025 “Rising Star”. Having made her debut at Carnegie Hall at the age of just 20, 22-year-old, Gagliano is an artist with ‘distinctive young talent’. Avery came to international acclaim as the First Prize and Best Concerto Prize winner at the 2020 National Chopin Piano Competition, and as the only American semifinalist at the 18th International Chopin Competition in 2021. 4 p.m., St. Paul's, 401 Duval St.
Image for Sheriff's Animal Farm Open House
  • Feb 23, 2025 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. Animals include a capybara, possum, sloths, goats, birds and many more. Visits are free of charge, but donations of cash or fresh produce are always welcomed. Stock Island Detention Center, 5501 College Rd.
Image for Schooner Wharf Bar: Wrecker's Cup Race
  • Feb 23, 2025 Key West
  • Schooner Wharf Bar: Wrecker's Cup Race
  • Website
  • Set your sails for the 40th annual Wrecker's Cup Race series. Sailing vessels of all sizes are welcome to join the regatta. A captain's meeting is to be held Sat. night, Feb. 22, with the race beginning Sunday, Feb. 23 at 1 p.m. An awards ceremony is to follow Sunday evening at 7 p.m. Spectators can view the action on a big screen at the bar, located at 202 William St.
Image for Mel Fisher Maritime Museum Lecture Series: Stories from the Golden Crew
  • Feb 25, 2025 Key West Arts & Culture
  • Mel Fisher Maritime Museum Lecture Series: Stories from the Golden Crew
  • Website
  • Enjoy a panel discussion with members of Mel Fisher’s Golden Crew moderated by Carol Shaughnessy. Panelists include Tom Ford, Syd Jones, Andy Matroci and Vince Trotta. Shaughnessy will initiate and guide a lively exchange of memories as experienced by some of the key figures who worked the famed Atocha’s “main pile,” recovering priceless historic artifacts from the wreck site. Open seating. No reservation required. Doors open at 6 p.m., program at 6:30 p.m. 200 Green St.
Image for Key West Theater: Ben Harrison
  • Feb 26, 2025 Key West Arts & Culture
  • Key West Theater: Ben Harrison
  • Website
  • Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.
Image for Waterfront Playhouse: La Cage Aux Folles
Image for Key West Orchid Festival
  • Feb 28, 2025 - Mar 2, 2025 Key West Arts & Culture
  • Key West Orchid Festival
  • Website
  • The Annual Key West Orchid Festival takes place at West Martello Fort and is open to the public with free admission. Enjoy the beautiful orchids grown by locals in the show area and vote for your favorite. Find orchids and orchid supplies for sale. There will be food vendors and raffles of gorgeous blooming orchids. 10 a.m. to 4 p.m. daily. 1100 Atlantic Ave. at Higgs Beach.
Image for Coffee Butler Amphitheater: Beach Boys
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