Discover the Life of Ernest Hemingway in Key West, Florida

Key West has long attracted artists and writers. Among these writers was one of the most famous American writers of the 20th century– Ernest Hemingway. Inhabiting the island for nearly a decade, Hemingway wrote some of his most prolific works on Key West, drawing inspiration from the island’s landscapes, people, and history. Today, his presence can still be felt throughout the island. Visit the Hemingway Home and explore where the famous author resided during the 1930s, grab a drink at one of his local haunts, and join the annual Hemingway Days Festival celebration. Find the perfect lodging with Rent Key West Vacations and follow in the footsteps of Hemingway during your visit:

Hemingway Home

Hemingway resided in the Whitehead Street home for most of his time in Key West. Today, the Hemingway Home is open for tours so that visitors can explore the home, gardens, and grounds:

Inside the home, you can see the writing studio, where he wrote famous works like To Have and Have Not. Walk through the living room and see many photos of Hemingway and his fishing adventures.
On the property grounds, you will see the in-ground swimming pool he constructed, which was the first pool on the island and cost $20,000 to build.
While on the Key West, a local ship captain gave Hemingway a white six-toed cat. Today, the grounds are home to nearly 60 cats, some descended from his original cat, that you can pet and hang out with!

More Hemingway Haunts on Key West

Opened in 1933, Sloppy Joe’s Bar was one of Hemingway’s favorite watering holes, owned by his friend Josie Russel. The original Sloppy Joe’s, where Ernest Hemingway frequented, is now Captain Tony’s Saloon. Stop at Captain Tony’s for a drink in his honor!

Most of the other sites mentioned by Hemingway no longer exist on the island, but you can still visit the locations where they once stood. For example, the grounds now home to Blue Heaven Restaurant were once the site of the Key West Arena, where Hemingway refereed boxing matches.

Hemingway Days Festival

Plan your getaway around the annual Hemingway Days Festival and celebrate Hemingway’s life and literary accomplishments with other fans. Events throughout the festival include a look-a-like contest, a fishing tournament, literary readings, a street fair, and a short story competition.

Book Your Key West Vacation Rental and Explore the Island

Stay in Old Town Key West with Rent Key West Vacations and access the Hemingway Home just blocks from your vacation home. Our charming conch-style cottages perfectly encapsulate the historic charm of the island. These homes are also a short walk from the famous Duval Street, where you can enjoy restaurants, shops, history, and many attractions. Book your Key West getaway with us today!

Uncover the Island’s Haunted History on a Key West Ghost Tour

Beyond Key West’s breathtaking white sand beaches lies a world unknown to most- one of eerie tales and ghostly encounters. Embark on a Key West ghost tour and explore one of the country’s most haunted cities this Halloween season. From the terrifying legends of Robert the Doll at Fort East Martello to the Lady in Blue that still roams the halls of Captain Tony’s Saloon, endless ghost stories are waiting to be uncovered. Stay with Rent Key West Vacations and visit the island’s most haunted bars, restaurants, hotels, and cemeteries on one of these ghost tours:

Ghosts & Gravestones Tour

Sign up for a Ghosts & Gravestones Tour and explore the island’s haunted history with a Ghost Host. These eccentric hosts guide you through the evening on the Trolley of the Doomed, taking you through the historic Old Town to hear tales of murder, disease, and misfortune. Along the way, you will hear the story of Robert the Doll and pass haunted sites like Captain Tony’s Saloon. Then, you will disembark at the Key West Shipwreck Museum and learn about the cursed silver bar from a shipwreck!

Ghost Key West

Get up close and personal with the island’s most famous haunted resident, Robert the Doll, at Fort East Martello. Join Ghost Key West on the Fort East Martello Ghost Tour and learn about the haunted artifacts of the fort before sitting down for a lockdown with Robert the Doll. Want to do some ghost hunting during your visit? Sign up for the VIP ticket and gain access to ghost-hunting equipment and an additional hour at the fort. Explore the fort with your flashlight and try to capture evidence of the supernatural!

Reserve Your Key West Vacation Rental

Get off the beaten path and discover the city’s haunted history on a Key West ghost tour. Book one of our homes in the historic district and immerse yourself in the charm of Old Town. Every home has its own distinct architecture and history, from the grand Victorian mansions to the cozy conch cottages. Book with us today and experience the paranormal in the Florida Keys!

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