Happening Next

Key West Christmas Events

Christmas events Happening Next in Key West, FL

Lobster Trap Tree Lighting

231 Margaret St, Key West, FL, US 25 Nov 2026

Custom House Holiday Concert & Bazaar

Key West Art & Historical Society 11 Dec 2026
MUSIC

Mangoes Drag Brunch Royale Christmas Show

Mangoes Restaurant 20 Dec 2026
FITNESS USD 55 TO 66

Holiday Parade with the Southernmost Slow Riders

Bayview Park Key West 5 Dec 2026

Holidays Makers Market

533 Eaton St, Key West, FL, United States, Florida 33040 28 Nov 2026
ART

Winterfest

Sigsbee Community Center 3 Dec 2026
MEETUPS

reMARCable Tree & Wreath Auction

Opal Key Resort & Marina 1 Dec 2026
NONPROFIT

December Duo Holiday Concert: Irie Monte and Crispin Campbell

533 Eaton St, Key West, FL, United States, Florida 33040 12 Dec 2026
ENTERTAINMENT

ReMARCable Tree Lot

1401 Seminary St, Key West, FL, United States, Florida 33040 21 Nov 2026

18th Annual Red Nose Run!

Southernmost Beach Cafe 12 Dec 2026
SPORTS

Candlelight: Christmas Classics

Key West Theater 26 Dec 2026
CANDLELIGHT-CONCERTS USD 40 TO 76

Santa at the Key West Cooking Show

291 Front St suite 207, Key West, FL, United States, Florida 33040 13 Dec 2026
KIDS

Holiday Parade

Key West Jr Football Field 5 Dec 2026
HOLIDAY

The Nightmare Before Christmas Outdoor Screening

700 Fleming Street, Key West, FL, United States, Florida 33040 2 Dec 2026
ENTERTAINMENT

Nutcracker Key West

5901 College Road, Key West, FL, United States, Florida 33040 4 Dec 2026
ART

Don't get Scared Now | A Home Alone Event

Sigsbee Community Center 18 Dec 2026
HOLIDAY

Santa at the Hemingway gardens

907 Whitehead Street, Key West, FL, United States, Florida 33040 4 Dec 2026
SPORTS

Key West Lighted Boat Parade

0 Duval Street, Key West, FL, United States, Florida 33040 12 Dec 2026
PARADES

Quilting with Margo Ellis: Quilted Gifts for the Holidays

Williams Hall 24 Nov 2026
WORKSHOPS

Stock Island Holiday Lighted Boat Parade at The Perry Hotel & Marina

7001 Shrimp Road, Key West, FL, United States, Florida 33040 13 Dec 2026

Advent Dinner Church

2013 Halsey Dr 29 Nov 2026
FITNESS FREE

Annual Holiday Ornament Paint Night With Jess

22&Co Key West 3 Dec 2026
DRAWING-PAINTING

Christmas Day Brunch

S/V Argo Navis 25 Dec 2026
BRUNCH

Taz & Jordan's Annual Holiday Party!

925 Seminary St, Key West, FL 33040-4717, United States 13 Dec 2026
PARTIES