• Happy Hour with the Historian: The Streets of Key West

    Comedy Key West 218 Whitehead St #5, Key West

    We walk or ride our bikes down Simonton, Southard, Whitehead, and Fleming street without giving much thought to the streets’ namesakes or the history belonging to each. This lecture will...

    $12 – $15
  • Passport to the World Wine Tasting

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

    Join us at The Gardens Hotel's d'vine wine gallery for an intimate journey through the vineyards of the world! In this immersive wine class, "Passport to the World," you'll explore...

    $35.00
  • Columbus Day Weekend with Sunset Watersports

    Welcome to Sunset Watersports in Key West, your ultimate destination for thrilling adventures and unforgettable experiences! Join us this Columbus Day for a celebration like no other with our exclusive...

  • 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...

    $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...

  • 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...

    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...

    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...

    $19.95 – $30.45