• Sheriff’s Animal Farm Open House

    Sheriff’s Animal Farm Open House
    The Monroe County Sheriff's Office Children's Animal Farm 5501 College Road, Key West, FL, United States

    Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. The farm started as a haven for homeless animals. The first residents were Muscovy ducks and a group of...

    Free
  • Key West Fantasy Fest 2024 – 90s Neon Cosmic Carnival

    It's a 90s Neon Cosmic Carnivale" is the official theme for Fantasy Fest 2024–Key West’s annual multi-day costuming extravaganza in paradise. From October 18-27, revelers can explore an array of exciting events, including the all-hands-on-deck Captain Morgan Masquerade March (aka “Locals Parade”), the exuberant Goombay Festival in the streets, Royal Coronation of the 2023 Fantasy...

  • Waterfront Playhouse – Rocky Horror Picture Show

    Waterfront Playhouse 407 Wall St, Key West, FL, United States

    The hit musical The Rocky Horror Show, returns to the Waterfront Playhouse! This wacky tacky musical comedy has played to standing room only houses for two seasons at the Waterfront. Rocking the stage in the iconic Waterfront Playhouse for one week only during our famous Fantasy Fest celebration.

    $65
  • Jazz in the Gardens

    Jazz in the Gardens
    The Gardens Hotel 526 Angela Street, Key West, FL, United States

    Whether you are trying to unwind after a day of exploring Key West or prepping for a night out on nearby Duval Street, d'vine Wine Gallery at the Gardens Hotel is the perfect place to enjoy a glass of wine while listening to some great live music. The Gallery hosts live music performances Sunday evenings...

  • Key West Artisan Market

    Key West Artisan Market
    Higgs Beach 100 Atlantic Blvd, Key West, FL, United States

    The Key West Artisan Market is a vibrant event that showcases the talent and creativity of local artisans and vendors in Key West, Florida. Held on Sundays (specified), this market offers a diverse array of handmade arts and crafts, unique jewelry, clothing, home goods, and much more. It's not just a shopping experience; it's a...

    Free
  • Key West Art & Historical Society presents ZombieLand

    Fort East Martello Museum 3501 South Roosevelt Boulevard, Key West, FL, United States

    Join us for ZombieLand on Sunday, October 20 from 2:00 pm to 6:00 pm for a fun family friendly day with lots of great shopping, kids zone, entertainment and of course food & drinks before the Zombie Bike Ride departs Fort East Martello Museum and Gardens. Vendors, makers, artists, crafters, photographers, jewelry, apparel, costumers, non-profits,...

    Free
  • Zombie Watch Party

    Higgs Beach 100 Atlantic Blvd, Key West, FL, United States

    Come watch the thousands of Zombies bike by on Atlantic & White Streets and enjoy food stalls, bars and get your official Fantasy Fest gear.

    Free
  • Halloween Sights and Lights Tour aboard Old Town Trolley Tours

    Key West High School 2100 Flagler Ave, Key West, FL, United States

    Journey into a realm of enchanting curiosity with the Old Town Trolley of Key West Halloween Sights and Lights Tour! Stroll along the historic streets of Cayo Hueso, the intriguing Isle of Bones, and unveil the mysteries of captivating Halloween light displays and decorations that are sure to send a playful shiver down your spine....

    $19.95 – $30.45
  • Y2K End of the World Party – Big Cheezees Pub & Grub

    Big Cheezees Pub & Grub 404 Southard Street, Key West, FL, United States

    It's the end of the world and we know it! Join us at Big Cheezees Pub & Grub for a true 90's themed Y2K End Of the World Party during Fantasy Fest 2024! We will have live 90's music blasting! Plus a costume contest with some great prizes that will be announced at midnight! And...

    Free
  • Boos Cruise and Costume Party aboard Fury Water Adventures

    Fury Water Adventures 631 Greene Street, Key West, FL, United States

    Fury's famed Commotion on the Ocean is getting a spooky season makeover, as we host our first Halloween Boos Cruise, complete with a costume contest and prizes. Join us for live music, munchies and mayhem as the sun sets into nature's most boo-tiful backdrop. We'll bring the booze, you bring the boos! Includes appetizers, beer,...

    $79.95