Best Holiday events in Key West This Weekend | December 13 - 14

Q: What are the upcoming Holiday events in Key West?

Here are the upcoming events in Key West: Holiday Lights Conch Tour Train, Winter Party & Holiday Lights Trolley, Holiday Bake Sale & Bazaar at Williams Hall, Curry Ford West's Sleigh The Ford, Keys Choral Arts: Holiday Concert

Q: Which kind of events are trending in Key West?

Here are the top trending events in Key WestFestivals, Christmas Parades, Christmas Lights, Christmas Markets, 🥂 New Year, Free Events

Holiday events in Key West this Weekend

Fri, 12 Dec, 2025 - 06:30 PM

Holiday Lights Conch Tour Train

Sigsbee Community Center

69+ Interested
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, 13 Dec, 2025 - 12:00 PM

Curry Ford West's Sleigh The Ford

Curry Ford West

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

Keys Choral Arts: Holiday Concert

Tennessee Williams Theatre

Explore events by date

Custom Date

Pick Range

Holiday events from nearby cities

Sat, 20 Dec • 07:00 PM

Saturday Christmas Movie at the Park - A Christmas Story

Marathon Community Park

143+ Interested
Sat, 20 Dec • 02:00 PM

Keys-Style Holiday Craft Pawty

Morning Joint

12+ Interested
Fri, 12 Dec • 07:00 PM

Home for the Holidays - MCT's Annual Holiday Show

5101 Overseas Hwy, Marathon, FL, United States, Florida 33050

75+ Interested
Sat, 13 Dec • 04:00 PM

Santa at the Park

Key Deer Big Pine Park Florida

22+ Interested
Wed, 17 Dec • 06:00 PM

Sprinkles with Santa

27205 Overseas Hwy, Summerland Key, FL 33042-5344, United States

178+ Interested
Fri, 12 Dec • 05:00 PM

The Custom House Annual Holiday Concert & Bazaar Vendor Registration

Key West Museum of Art & History at the Custom House

USD 162
Sat, 20 Dec • 01:00 PM

Olaf's Magical Snow Camp - Parent's Day Out!

31109 Ave. A Unit #5, Big Pine Key, FL, United States, Florida 33043

15+ Interested
Sat, 13 Dec • 07:00 PM

Stormfront headlining the 7th Annual Island of Misfit Toys Holiday Extravaganza!!

27340 Overseas Hwy, Summerland Key, FL

15+ Interested
Mon, 22 Dec • 09:00 AM

Santa's Winter Break Camp!

31109 Ave. A Unit #5, Big Pine Key, FL, United States, Florida 33043

9+ Interested

Frequently Asked Questions

Which Holiday events can I attend in Key West this weekend?

Here are the best Holiday events happening in Key West this weekend:

Holiday Bake Sale & Bazaar at Williams Hall is happening on Sat 13 Dec 2025 from 12:00 PM onwards at 729 Fleming Street, Key West, FL, United States, Florida 33040
Curry Ford West's Sleigh The Ford is happening on Sat 13 Dec 2025 from 12:00 PM onwards at Curry Ford West, Key West
Keys Choral Arts: Holiday Concert is happening on Sat 13 Dec 2025 from 7:00 PM onwards at Tennessee Williams Theatre, Key West

What are the upcoming Holiday events in Key West?

Here are the upcoming Holiday events in Key West:

Holiday Lights Conch Tour Train is happening on Fri 12 Dec 2025 from 6:30 PM onwards at Sigsbee Community Center, Key West
Winter Party & Holiday Lights Trolley is happening on Fri 12 Dec 2025 from 6:30 PM onwards at May Sands Montessori School, Key West
Holiday Bake Sale & Bazaar at Williams Hall is happening on Sat 13 Dec 2025 from 12:00 PM onwards at 729 Fleming Street, Key West, FL, United States, Florida 33040
Curry Ford West's Sleigh The Ford is happening on Sat 13 Dec 2025 from 12:00 PM onwards at Curry Ford West, Key West
Keys Choral Arts: Holiday Concert is happening on Sat 13 Dec 2025 from 7:00 PM onwards at Tennessee Williams Theatre, Key West

Which kind of events are trending in Key West?