Holiday events in Key West

• Fri, 12 Dec, 2025 - 05:00 PM

  Custom House Holiday Concert & Bazaar

  Key West Art & Historical Society

  766+ Interested
• Fri, 12 Dec, 2025 - 06:30 PM

  Holiday Lights Conch Tour Train

  Sigsbee Community Center

  69+ Interested
• Sun, 14 Dec, 2025 - 03:00 PM

  Holiday Lighted Boat Parade

  The Perry Hotel & Marina Key West

  906+ Interested
• Wed, 17 Dec, 2025 - 06:00 PM

  Red, lights and GrEEEn Holiday Golf Cart light Tour- The town is LIT!

  The Greeen House

  Newly Added

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  Free
• Fri, 12 Dec, 2025 - 06:30 PM

  Winter Party & Holiday Lights Trolley

  May Sands Montessori School

  18+ Interested
• Sat, 13 Dec, 2025 - 12:00 PM

  Holiday Bake Sale & Bazaar at Williams Hall

  729 Fleming Street, Key West, FL, United States, Florida 33040

  31+ Interested
• Sat, 20 Dec, 2025 - 12:15 PM

  Santa Visits the Hemingway Home & Museum! ✨

  907 Whitehead Street, Key West, FL, United States, Florida 33040

  133+ Interested
• Wed, 17 Dec, 2025 - 02:00 PM

  🎄✨ Holiday Sip & Shop

  5635 1st ave, Key West, FL, United States, Florida 33040

  56+ Interested
• Sat, 13 Dec, 2025 - 12:00 PM

  Curry Ford West's Sleigh The Ford

  Curry Ford West

  30+ Interested
• Sun, 14 Dec, 2025 - 12:00 PM

  Snowy Days Children’s Holiday Concert

  5210 College Rd, Key West, FL

  72+ Interested
• Fri, 12 Dec, 2025 - 03:00 PM

  MINGLE & JINGLE at THE SHOPS AT MALLORY

  The Shops at Mallory Square

  9+ Interested
• Fri, 12 Dec, 2025 - 03:00 PM

  Mingle & Jingle - Holiday Cookie Crawl

  The Shops at Mallory Square

  35+ Interested
• Sat, 13 Dec, 2025 - 07:00 PM

  Keys Choral Arts: Holiday Concert

  Tennessee Williams Theatre
• Wed, 24 Dec, 2025 - 12:00 PM

  6th Annual Holiday Cookie Throw-Down! You be the judge!

  200 William St, Key West, FL, United States, Florida 33040

  19+ Interested
• Wed, 17 Dec, 2025 - 03:00 PM

  Holiday Yappy Hour at Mac's!

  Mac's Place

  38+ Interested