Events & Festivals

April 2018

  • Apr. 16, 2018
    23rd Annual Taste of Key West
    Scores of area restaurants present mouthwatering samples of their cuisine to benefit AIDS Help Inc. The culinary celebration takes place at Mallory Square. The open-air gala traditionally spotlights indulgent edibles such as tropical and Caribbean-influenced cuisine, fresh-off-the-boat local seafood, vegetarian dishes and European specialties — all accompanied by a selection of wines from around the world.
  • Apr. 20, 2018 – Apr. 29, 2018 
    36th Annual Conch Republic Independence Celebration
    With activities ranging from wacky bed race to a lighthearted sea battle featuring tall ships, the Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes the Florida Keys.
  • Apr. 21, 2018 
    Free Admission, First Day of National Park Week: Dry Tortugas National Park
    National Park Service is offering free entrance in celebration of National Park Week. At Dry Tortugas National Park, please check in with our official providers of transportation to the park for schedules, prices, and reservations. (All transportation departs from Key West.) Ferries and seaplanes leaving from Key West will waive park entrance fees.
  • Apr. 28, 2018 
    Key West Paddle Classic
    Sue Cooper 305-304-4259
    Presented by Lazy Dog Adventures, the challenge includes a 12-mile Elite Race around the island and a 4-mile open race. Other events include a kick-off registration party, paddleboard clinics and races for kids. 



May 2018

  • May. 9, 2018 – May. 13, 2018 
    Key West Songwriters’ Festival
    The annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings. The largest festival of its kind in the world celebrates its 23 years as both a tourist attraction and favorite of island locals. The festival revolves around five days and nights of big stars in intimate settings, introducing audiences to the faces, voices and stories behind the songs.

  • May. 17, 2018 
    Styx and Blue Oyster Cult at Key West Amphitheater
    Styx draws from over four decades of barnburning chart hits, joyous singalongs, and hard-driving deep cuts. “Blue Collar Man,” “Lady,” “Miss America,” “Man in the Wilderness,” “Crystal Ball,” “Come Sail Away” to the grainy all-in gallop of that rugged “Renegade,” immerse yourself in their signature sound. Blue öyster Cult has been thrilling fans of intelligent hard rock worldwide with powerful albums loaded with classic songs, including “(Don’t Fear) The Reaper,” “Godzilla” the hypnotically melodic “Burnin’ for You,” and “Buck Dharma.”

  • May. 18, 2018 – May. 20, 2018 
    Key West Co-Ed Mahi Masters
    In this challenge, cash prizes are awarded to the male and female angler scoring the highest total combined weight of three dolphin catches. There is no limit on the number of participating boats.

  • May. 26, 2018
    Key West Theater presents: Howie Mandell (2 Shows!)

    Howie Mandel has remained a constant force in show business for over 30 years. Mandel is executive producer of many shows through his production company ALEVY PRODUCTIONS, which has produced the series Take It All and Howie Do It for NBC, Deal With It for TBS and Mobbed for FOX, among others. He currently serves as a judge on NBC’s hit summer talent competition series, America’s Got Talent, now in its 11th season with this being Mandel’s seventh season on the series. Shows at 6:30 p.m. & 9:30 p.m.