Sloppy Joe's 44th Annual Hemingway Look-Alike Contest

• July 23 - 27, 2025  Key West
• Sloppy Joe's 44th Annual Hemingway Look-Alike Contest
• Website
• The look-alike challenge is a highlight of Key West’s July 23-27 Hemingway Days celebration, created to salute the writing talent and adventurous life of the literary master who lived and wrote in Key West throughout the 1930s. It takes place at Sloppy Joe’s Bar, 201 Duval St., where Hemingway enjoyed sharing cocktails and camaraderie with friends while living in Key West in the 1930s. The contest's preliminary rounds are set for 6:30 p.m. Thursday and Friday, July 24 and 25, and the newest "Papa" is to be chosen during a final round beginning at 6:30 p.m. Saturday, July 26.