• 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, and everyone looks great in the golden twilight. Free and open to the public on Monday's and Tuesdays from 6pm-8pm

    Free
  • Trivia Night Mondays at Key West Cooking School

    Key West Cooking School 291 Front Street, Key West, FL, United States

    Test Your Knowledge & Tastebuds every Monday from 6:00 to 8:30 PM for a sizzling evening of fun, food, and friendly competition at Trivia Night at the Key West Cooking School! Gather your team or come solo and make new friends as we challenge your brain with a mix of pop culture, history, food facts,...

    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 starts 6:45 pm Intermission 7:00 pm Second Half 8:00 pm End The Heart-Starters: Truman Era Tribute Band – The Heart-Starters are True to Truman. Join...

    $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, and everyone looks great in the golden twilight. Free and open to the public on Monday's and Tuesdays from 6pm-8pm

    Free
  • 66th Annual Home Tours presented by Old Island Restoration Foundation

    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. Strolling through Key West, do you ever wonder what lies behind a beautiful, historic, intriguing, and private door? Each month features different homes, so enjoy...

    $45 – $55
  • “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 Legacies of America’s History-Making Women , with the authors, Anita McBride, Diana B. Carlin, & Nancy Kegan Smith and moderator Dr. Kurt Graham. Remember 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. Strolling through Key West, do you ever wonder what lies behind a beautiful, historic, intriguing, and private door? Each month features different homes, so enjoy...

  • 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
  • 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, and everyone looks great in the golden twilight. Free and open to the public on Monday's and Tuesdays from 6pm-8pm

    Free