• School of Rock presented by the Key West Film Society

    Tropic Cinema 416 Eaton Street, Key West, FL, United States

    Movies Under the Stars: School of Rock Get ready to rock with a high-energy, family-friendly screening of the 2003 comedy School of Rock! Follow a down-on-his-luck guitarist who poses as...

    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
  • The Heart-Starters “A Swingin’ Night with The Heart-Starters”

    Harry S. Truman Little White House 111 Front Street, FL, United States

    The Key West Harry S. Truman Foundation presensts The Heart-Starters “A Swingin’ Night with The Heart-Starters” Live on the North Lawn 5:15 pm Gates open for cocktails 6:00 pm Performance...

    $40 – $240
  • 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
  • “Remember the First Ladies” at America250

    Harry S. Truman Little White House 111 Front Street, FL, United States

    Friday, January 23, 2026 – Save the Date! Join us on the lawn at the Harry S. Truman Little White House to discusses the book, Remember the First Ladies: The...

    $40 – $60
  • 66th Annual Old Island Restoration Foundation Home Tours

    Various Key West, FL, United States

    66th Annual Home Tours presented by Old Island Restoration Foundation! Our 66th Home Tours will bring you joy and excitement to local homes that are opened for your viewing pleasure....

  • 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