Holiday events in Key West
Check out happening holiday events all around Key West, FL
Running of the Elves
Sat, 20 Dec at 06:00 pm
Key West
Key West Lighted Boat Parade 🎄
Sat, 13 Dec at 07:30 pm
631 Greene St, Key West, FL, United States, Florida 33040
Custom House Holiday Concert & Bazaar
Fri, 12 Dec at 05:00 pm
Key West Art & Historical Society
Holiday Lights Conch Tour Train
Fri, 12 Dec at 06:30 pm
Sigsbee Community Center
A Very Tutu Christmas Trolley 2025!
Mon, 15 Dec at 06:30 pm
504 Angela St, Key West, FL, United States, Florida 33040
Holiday Lighted Boat Parade
Sun, 14 Dec at 03:00 pm
The Perry Hotel & Marina Key West
17th Annual Rudolph APSMC 5K
Sat, 13 Dec at 07:00 am
Southernmost Beach Resort
Reef Relief Annual Holiday Train
Wed, 10 Dec at 06:00 pm
631 Greene St, Key West, FL, United States, Florida 33040
Pet Photos with Santa Qlaus and Nick Doll!
Sat, 13 Dec at 12:00 pm
Hank's Hair Of The Dog Saloon
Winter Party & Holiday Lights Trolley
Fri, 12 Dec at 06:30 pm
May Sands Montessori School
Holiday Bake Sale & Bazaar at Williams Hall
Sat, 13 Dec at 12:00 pm
729 Fleming Street, Key West, FL, United States, Florida 33040
An Evening Aglow: A Candlelight Christmas with Marjory Lee
Tue, 16 Dec at 06:30 pm
Key West Theatre
🎄🔎 Murder at the Kringels - Murder Mystery
Thu, 18 Dec at 07:00 pm
5635 1st ave, Key West, FL, United States, Florida 33040
Mingle & Jingle - Holiday Cookie Crawl
Fri, 12 Dec at 03:00 pm
The Shops at Mallory Square
Kid's Crafts AT NIGHT: Elf Workshop
Wed, 10 Dec at 06:00 pm
Sigsbee Community Center
December Duo Holiday Concert: Irie Monte and Crispin Campbell
Sat, 13 Dec at 06:00 pm
533 Eaton St, Key West, FL, United States, Florida 33040
Santa Run + Pilates Wellness Event
Sat, 13 Dec at 08:00 am
Blue Flamingo Resort Key West
Free
Watercolor Fundraiser with Tracey DeLellis at Alonzo's Patio Bar
Mon, 15 Dec at 06:00 pm
Alonzo's Patio Bar
Santa Visits the Hemingway Home & Museum! ✨
Sat, 20 Dec at 12:15 pm
907 Whitehead Street, Key West, FL, United States, Florida 33040
Curry Ford West's Sleigh The Ford
Sat, 13 Dec at 12:00 pm
Curry Ford West
Duo Holiday Concert
Fri, 12 Dec at 06:00 pm
The Studios of Key West
Christmas on the Farm Open House
Sun, 14 Dec at 01:00 pm
Monroe County Sheriff's Office Animal Farm
Snowy Days Children’s Holiday Concert
Sun, 14 Dec at 12:00 pm
5210 College Rd, Key West, FL
Petal-n-Palette Bubbles & Blooms - Holiday Floral Design Class
Sat, 20 Dec at 03:00 pm
The Gardens Hotel Key West Florida
New Year's Eve at Four Marlins
Wed, 31 Dec at 05:30 pm
1435 Simonton St, Key West, FL 33040
MINGLE & JINGLE at THE SHOPS AT MALLORY
Fri, 12 Dec at 03:00 pm
The Shops at Mallory Square
Keys Choral Arts: Holiday Concert
Sat, 13 Dec at 07:00 pm
Tennessee Williams Theatre
6th Annual Holiday Cookie Throw-Down! You be the judge!
Wed, 24 Dec at 12:00 pm
200 William St, Key West, FL, United States, Florida 33040
FRLA Monroe Cheers to the Holidays!
Tue, 09 Dec at 05:00 pm
Opal Key Resort & Marina
USD 19 to 25
Christmas Dining at Four Marlins
Wed, 24 Dec at 05:30 pm
1435 Simonton St, Key West, FL 33040
Holiday Yappy Hour at Mac's!
Wed, 17 Dec at 03:00 pm
Mac's Place
FRLA Monroe Chapter: Cheers to the Holidays - Food Drive and Holiday Party
Tue, 09 Dec at 05:00 pm
Opal Key West, 245 Front Street Key West, FL
Holiday Concert at Tennessee Williams Theatre
Sun, 14 Dec at 04:00 pm
Tennessee Williams Theatre
Christmas Eve & Christmas Day Lunch & Dinner at Yellowfin
Wed, 24 Dec at 02:00 pm
5950 Peninsular Avenue, Key West, FL, United States, Florida 33040
Christmas Lunch & Dinner at Matt's Stock Island Kitchen & Bar
Wed, 24 Dec at 12:30 pm
7001 Shrimp Road, Key West, FL, United States, Florida 33040
Annual Holiday Ornament Paint Night, with Jess
Wed, 10 Dec at 05:30 pm
22&Co Key West
Southernmost Republican Club Holiday Party and Elections
Mon, 15 Dec at 05:30 pm
Key West Yacht Club
Early Bird Clean Up White Street & Truman Ave hosted by Fausto's Food Palace
Fri, 12 Dec at 08:00 am
Fausto's Food Palace
Home
Events in Key West
Holiday events in Key West