Upcoming Events

Key West Waterfront Winter Wonderland
Key West Waterfront Winter Wonderland
December 15 - December 30, 2023

The Coffee Butler Amphitheater at Truman Waterfront Park transitions into the Key West Waterfront Winter Wonderland for an all ages, family friendly holiday experience Dec. 15 through 30 including stu...

Key West Half Marathon & 5K
Key West Half Marathon & 5K
January 11 - January 14, 2024

Key West Half Marathon & 5K 2024: A Weekend of Running, Fun, and Celebration Join us for the 26th Anniversary of the Key West Half Marathon & 5K, a hallmark event in Key West, Florida, taking...

18th Annual Florida Keys Seafood Festival
18th Annual Florida Keys Seafood Festival
January 13 - January 14, 2024

The 18th Annual Florida Keys Seafood Festival: A Seafood Extravaganza Get ready for a mouthwatering adventure at the 18th Annual Florida Keys Seafood Festival! This two-day celebration of the sea wil...

RokIsland Fest
RokIsland Fest
January 16 - January 20, 2024

                  Rock the Rock! :  RokIsland Fest 2024 in Key West! Are you ready for a rock 'n' roll journey like no other? Look no f...

Key West Food and Wine Festival
Key West Food and Wine Festival
January 23 - January 28, 2024

Welcome to the Key West Food and Wine Festival, a culinary and wine extravaganza like no other. This week-long celebration of exquisite wines and inventive cuisine takes place from Tuesday, January 23...

Mac McAnally - Friday & Saturday
Mac McAnally - Friday & Saturday
January 26 - January 27, 2024

Mac McAnally Set to Shine at Key West Theater Mac McAnally is slated to perform at the Key West Theater on January 26th and 27th, 2024, with doors opening at 7:00 PM and the show kicking off at 8:00 ...

More Events

Upcoming Live Entertainment

Blue Heaven
Sunday, Dec 10, 2023

  • 10:00 AM - Jonathan Williams
  • Boondocks Grille
    Sunday, Dec 10, 2023

  • 1:00 PM - Watch The Games Here! (No Music)
  • Green Parrot Bar Webcam
    Sunday, Dec 10, 2023

  • 1:00 PM - Key West Jazz Society
  • 5:30 PM - The Mark King Band
  • Kiki's Sandbar Bar & Grille
    Sunday, Dec 10, 2023

  • 1:00 PM - Circa 22
  • 6:00 PM - JESSE & JILL
  • La Te Da
    Sunday, Dec 10, 2023

  • 4:00 PM - Tea Dance
  • 8:30 PM - 3Sum – Piano Bar
  • More Live Entertainment

    Latest News

    World Title Powerboat Races Set to Make Waves in Key West Nov. 5-12
    September 20, 2023

    Key West, Florida — The serene waters of Key West are set to be disrupted with thrilling powerboat races as fans of speed, skill, and adrenaline descend upon one of the world's premier venues for offshore powerboat racing from November 5-12. E...

    Revelry Dominates at Key West’s Fantasy Fest Masquerade March
    September 15, 2023

    KEY WEST, Florida Keys – The historic Old Town of Key West is gearing up for a spectacle. Thousands are expected to flaunt their inventive costume designs during the Captain Morgan Masquerade March on Friday, Oct. 27. This event is one of the m...

    ‘Zombies’ on Wheels: Key West's Unique Halloween Celebration
    September 15, 2023

    On October 22nd, Key West, Florida, will host a unique and eccentric event that breaks the traditional zombie stereotype. Instead of the frightening, slow-moving creatures often seen in media, Key West's zombies are ready to mount their bikes and rid...

    Expanded Airline Capacity, Renewed Resorts and Attractions Among What's New in the Florida Keys & Key West for Fall 2023
    September 07, 2023

    In the Florida Keys & Key West, Fall 2023 promises a blend of outdoor festivities, immersive activities, and significant enhancements. Key highlights include: Airline Expansion: Key West International Airport sees a surge in seat capacity with...

    Key West Honors Late Singer Jimmy Buffett with Memorial Procession
    September 03, 2023

    Key West, Florida commemorated the life of the late singer-songwriter Jimmy Buffett with a grand procession on Duval Street. Taking place late Sunday afternoon, the event attracted thousands of local residents and visitors alike. Buffett, known for h...

    Key West Pays Tribute to the Late Jimmy Buffett, a Musical Icon Whose Career Was Shaped by the Island
    September 02, 2023

    KEY WEST, Fla. — On September 1, the world lost an internationally acclaimed singer-songwriter, Jimmy Buffett, who passed away at the age of 76. The island of Key West, where Buffett's music gained its distinctive tropical essence, honored his ...

    More News