We updated our Terms of Service and Privacy Policy on October 7, 2026.
2026 holiday season
4 holiday markets, Christmas bazaars, and craft shows in Key West from Nov 1, 2026 through Christmas Eve.
Every craft fair and market from November 1 through Christmas Eve is listed, since that is when holiday shopping happens. 🎄 Holiday marks the 0 whose name says holiday.
The first Key West holiday fair is Key West Artisan Market on Nov 1, 2026, and the last is Truman Waterfront Market on Dec 3, 2026. 3 are in November, and 1 in December. Venues this year include 1801 White St, Mallory Dock Square, Truman Waterfront Park.
Key West accounts for 4 of the 504 holiday fairs listed in Florida. See the Florida holiday craft fair list for shows within driving distance, or every Key West craft fair for events outside the holiday window.
Tents, tables, displays, card readers, packaging and signage.
We add new Key West events every week. Get a free email heads-up when fresh fairs and application deadlines go live, whether you are going to shop or sell.
No spam. Unsubscribe anytime.
Pro turns the directory into a way to run your booth business:
No credit card required. $15/mo or $120/yr after.
Key West has 4 holiday craft fairs listed between Nov 1, 2026 and Dec 3, 2026: Key West Artisan Market (Nov 1, 2026); Sunset Celebration (Nov 1, 2026); Truman Waterfront Market (Nov 5, 2026); Truman Waterfront Market (Dec 3, 2026).
This season's Key West holiday fairs are at 1801 White St, Mallory Dock Square, Truman Waterfront Park. Each listing has the address and hours.
Most holiday shows close vendor applications one to three months out, so apply early. Open a listing for its application link, and see the Florida holiday page for shows in nearby towns.