All Day

Some Enchanted Evening

Waterfront Playhouse 407 Wall St, Key West

A stunning revue of Rodgers & Hammerstein’s most treasured songs, this elegant theatrical presentation brings five performers into a world of timeless music — from backstage intimacy to full-stage splendor....

$70

European Style Holiday Market at the Hellings Curry Museum

Hellings Curry Museum 319 Duval Street, Key West

Join us on Saturday, December 6th at noon for the Key West Woman’s Club’s first-ever European Style Holiday Market, a festive community event created entirely by our own talented members....

Free

Santa at the Shops of Mallory Square

Shops at Mallory Square 291 Front Street, Key West

Ho ho ho! Bring the family for a festive Key West holiday moment with Santa himself at The Shops at Mallory Square. Enjoy photos, holiday cheer, and a little island...

Free

Key West City “Hometown Holiday Parade”

Various Key West

Parade starts on Truman Ave. (at White St.) then proceeds to Duval St., then down Duval St. ending at Eaton St. The most charming hometown parade you’ll ever see with...

Free