Hemingway Days

hemingway lookalike contest
Jul 22 2026 - 10:00am to Jul 26 2026 - 10:00pm

Brief Event Description: Hemingway Days celebrates the life and legend of Key West’s most famous resident. From the iconic Hemingway Look-Alike Contest to deep-sea marlin fishing tournaments and literary readings, this July event blends history, sport, and fun.

When: July (annually around Hemingway’s birthday)

Where: Sloppy Joe’s Bar, Key West waters, and literary venues

Tickets/Admission Cost: Free and ticketed events (varies by activity)

See More Key West Events

Frequently Asked Questions: Hemingway Days

What is the Hemingway Look-Alike Contest?
Held at Sloppy Joe’s, dozens of bearded contestants compete to channel “Papa” Hemingway.

Is there fishing involved?
Yes. The Marlin Tournament is a major part of the celebration, honoring Hemingway’s passion for deep-sea fishing.

Are there literary events too?
Definitely. Readings, book signings, and a short story competition round out the week.

Discover More Things to Do in Key West