• 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
  • 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...

  • Trick or Treat Halloween Party

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

    ???????? FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market ???????? Mark your calendars for October 31 from 4pm to 7pm (the Market opens at 2pm) and join us for...

    Free
  • 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
  • Waterfront Playhouse – Stand Up If You’re Here Tonight

    Waterfront Playhouse 407 Wall St, Key West, FL, United States

    A love letter to the theatrical experience that almost defies description. It was written by Olivier Award-nominated playwright John Kolvenbach and features Jim Ortlieb who delivers “a tour-de-force performance as...

    $60
  • 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
  • Veterans Day at Margaritaville

    Jimmy Buffett's Margaritaville Restaurant 500 Duval Street, Key West, FL, United States

    To all Veterans and Active Duty Service Members – today’s meal is on Margaritaville! ???????? Come in on November 11th for a free burger, fries, and soft drink. Your service...

    Free