One of the most famous former residents of Key West is Ernest Hemingway. The famed author lived on the island from 1931 until 1939. Today, visitors have several ways to celebrate his life. In addition to visiting his home-turned-museum, you can also participate in Hemingway Days. Kickstart planning your visit by reserving your room at The Paradise Inn. Once that’s taken care of, turn your attention to learning more about all the fun that awaits.

What to Do during the Key West Festival

The Hemingway Days festival takes place over five days in July. The event brings writers, Hemingway look-alikes, and fans together to celebrate one of the most popular American literary legends.

Several events take place throughout the festival to honor not only his literary work but all of his passions.

  • One of the most popular events is the Hemingway Look-Alike contest at Sloppy Joe’s Bar. The contest runs over several days before the winner is announced on Saturday.
  • Part of the contest is the Running of the Bulls early Saturday afternoon. Past winners put on their Pamplona best running from wood bulls operated by other runners. 
  • Coinciding with the festival is the Key West Marlin Tournament. The world-class fishing competition spans four days and attracts anglers from all over who are looking to prove their skills.
  • Sign up to participate in the Hemingway 5K Sunset Run & Paddleboard. The Saturday event starts with a three-mile paddleboard course followed by a 5K run/walk.
  • Be sure to stop by the Hemingway House to see what fun is happening. The museum has been known to exhibit rare memorabilia during the festival.

Start Planning Your Key West Summer Escape

The pool area of a Key West hotel to stay at when visiting for Hemingway Days.While Hemingway Days doesn’t take place until July, summer is a popular time for vacationers to travel to Key West. It’s never too early to reserve your accommodations at The Paradise Inn. Our charming hotel in the heart of Old Town is close to all the festival action while providing you with a relaxing space to escape to at the end of the day.

Browse our variety of accommodation styles to find the one that fits best. From suites to cottages, we have it all. Make the most out of your stay by utilizing our on-site amenities like continental breakfast and hot tub. Call 877-819-4622 to learn more about our adult-only hotel in Key West and ways to save.