• 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
  • Glow Hours at Hugh’s Views

    Glow Hours at Hugh’s Views
    The Studios of Key West 533 Eaton Street, Key West, FL, United States

    Our Hugh’s View roof terrace offers the best views in town, and an ideal spot to catch the sunset and a drink with friends. The bar is open, admission is...

    Free
  • StoryTime in the Garden

    StoryTime in the Garden
    Key West Tropical Forest and Botanical Garden 5210 College Road, Key West, FL, United States

    Bring your little ones and join us for StoryTime in the Garden, a fun and educational program designed for young children and their caregivers. Each week, we’ll gather under the...

    Free
  • Glow Hours at Hugh’s Views

    Glow Hours at Hugh’s Views
    The Studios of Key West 533 Eaton Street, Key West, FL, United States

    Our Hugh’s View roof terrace offers the best views in town, and an ideal spot to catch the sunset and a drink with friends. The bar is open, admission is...

    Free
  • Halloween Trick or Treat Party

    Truman Waterfront Park Southard Street, Key West, FL, United States

    Truman Waterfront Farmers Market Halloween Trick or Treat Party on Thursday, October 29, 2026. The market runs from 1:00 to 6:00 p.m., with designated trick-or-treat hours from 3:00-6:00. This free,...

    Free
  • Slow Passage of Time ~ Dining Experience In Our Historic Home

    The Oldest House 322 Duval Street, Key West, FL, United States

    Five-Course, Wine-Paired Culinary Experience Step inside the Oldest House after dark for an intimate evening of exceptional food, fine wine, and nearly 200 years of Key West history. Your evening...

    $200
  • Glow Hours at Hugh’s Views

    Glow Hours at Hugh’s Views
    The Studios of Key West 533 Eaton Street, Key West, FL, United States

    Our Hugh’s View roof terrace offers the best views in town, and an ideal spot to catch the sunset and a drink with friends. The bar is open, admission is...

    Free
  • StoryTime in the Garden

    StoryTime in the Garden
    Key West Tropical Forest and Botanical Garden 5210 College Road, Key West, FL, United States

    Bring your little ones and join us for StoryTime in the Garden, a fun and educational program designed for young children and their caregivers. Each week, we’ll gather under the...

    Free