• 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 – Into the Woods

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

    Some of the best stories ever written start with the magical words “Once upon a time”. The original production of this musical on Broadway won ten Tony Awards including Best...

    $50
  • Unique Island Thanksgiving Specials at Sunset Watersports

    Welcome to Sunset Watersports in Key West, your ultimate destination for thrilling adventures and unforgettable experiences! Join us this Thanksgiving for a celebration like no other with our exclusive Trips...

  • 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 – Merry Marketplace

    Southernmost Beach Resort 508 South, Key West, United States

    Join the Key West Artisan Market and the Southernmost Beach Resort for a very special Holiday event on the beach! Find some of your favorite local artists with the perfect...

    Free
  • 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
  • Holiday Sights & Festive Nights

    No need to prepare the snowblower this year if you're headed to the Conch Republic for the holidays! Instead of a "Christmas chill," it's all about enjoying the warmth, rocking...

    $36.28
  • Fury’s Lighted Boat Parade

    Fury Water Adventures 631 Greene Street, Key West, FL, United States

    Fury Water Adventures invites you to sail away with us as we light up the Key West Holiday Boat Parade! This year we will be in the parade! We'll be...

    $89.95
  • 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...