Celebrate Hemingway's Legacy at Key West's Whimsical Look-Alike Extravaganza!

If Ernest Hemingway were alive today, where would he be? Chances are, he'd be raising a toast at Sloppy Joe's Bar during the 44th Annual Hemingway Look-Alike Contest in Key West, Florida. From July 23-27, 2025, this charming island city transforms into a literary lover's paradise, teeming with camaraderie, humor, and Hemingway’s enduring spirit.

Why This Event Should Be on Your Bucket List

Whether you're a devoted fan of Hemingway’s adventurous life or simply love a good time, this event has something for everyone. Here are the highlights:

Key Attractions

• Hemingway Look-Alike Contest
  Watch participants from around the globe channel their inner "Papa" Hemingway in a spirited competition at Sloppy Joe's. It’s not just about physical resemblance; contestants embody the writer’s zest for life and larger-than-life persona.

• The Running of the Bulls
  A hilarious twist on Hemingway’s Spanish adventures, Key West’s version replaces real bulls with wooden sawhorses on wheels. Don’t miss this lighthearted spectacle outside Sloppy Joe’s on Saturday afternoon.

• Caribbean Street Fair
  On Saturday, Duval Street comes alive with vibrant vendors selling arts, crafts, food, and drinks, all benefiting the Literacy Volunteers of America, Monroe County. It’s the perfect way to immerse yourself in Key West’s colorful culture.

• Key West Marlin Tournament
  Fishing enthusiasts can compete for cash prizes in this world-class tournament, running concurrently with the Hemingway festivities. With up to $50,000 in prizes, it’s a reel adventure you won’t want to miss.

• Lorian Hemingway Short Story Competition
  Aspiring writers can showcase their talents in this celebrated contest, offering over $70,000 in prizes since its inception in 1981.

Daily Events to Dive Into

• Meet & Greet with the Papas (Wednesday): Kick off the festivities at Sloppy Joe’s with past contest winners and new hopefuls.

• Papa Hemingway Look-Alike Fish-Off (Friday): Cheer on your favorite Papas during a lively dockside fishing challenge.

• Finals Night (Saturday): Witness the crowning of "Papa 2025" in the thrilling final round.

• Rum Bar Stroll (Sunday): Cap off the weekend with a spirited bar crawl featuring Hemingway’s signature drink, Papa’s Pilar Rum.

Why Key West?

Key West was Hemingway’s muse, inspiring some of his greatest works. Its laid-back charm, azure waters, and vibrant culture echo the adventurous spirit of the man himself. During the Hemingway Look-Alike Contest, the entire town becomes a living homage to the author, making it the perfect destination for literature buffs and revelers alike.

Plan Your Visit

• Event Dates: July 23-27, 2025

• Main Venue: Sloppy Joe’s Bar, 201 Duval Street, Key West, FL

• Tickets and Info: Visit hemingwayhome.com or keywestmarlin.com for details.

Don’t Miss This Unforgettable Celebration!

Pack your favorite Hemingway-esque attire and head to Key West for a weekend of laughter, legacy, and island adventure. Whether you’re chasing marlin, savoring a rum cocktail, or cheering on the Papas, you’ll leave with memories as rich as Hemingway’s tales. See you in Key West, where the legend lives on!