• 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
  • 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
  • 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
  • Fantasy Market

    Conch Republic Seafood Company 631 Greene Street, Key West, FL, United States

    Join your fellow revelers Friday, October 25, 2024 from 10 am to 4 pm at the 3rd annual Fantasy Market for great shopping, original local art, costumes & accessories and...

    Free
  • NEON NIGHTS – Fantasy Fest Parade Viewing Dinner Party

    Hellings Curry Museum 319 Duval Street, Key West, FL, United States

    Watch the Fantasy Fest Parade from one of Key West’s best locations! Tickets include a seated three course dinner at decorated tables and two complimentary drinks at the gorgeous courtyard...

    $300.00
  • 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...

  • 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...

    Free
  • Spooky Halloween Specials aboard Sunset Watersports

    Spooky Specials for Halloween! Sunset Watersports, Key West's original and most trusted family owned and operated watersports company offers discounted trips for the long holiday weekend! Join Sunset Watersports to...