Key West and Hemingway: A Guide to the Iconic Author’s Favorite Spots

The Florida Keys, with their azure waters and vibrant culture, have long been a haven for artists and writers seeking inspiration. Among the most famous of these literary figures is Ernest Hemingway, whose presence in Key West has left an indelible mark. Hemingway’s time in the Florida Keys is not just a chapter in his life but a cornerstone of the region's cultural heritage. This guide explores the significance of Hemingway in Key West, delving into his favorite spots and the enduring legacy he left behind.

 

Hemingway in Key West: A Literary Legend

The Hemingway Home and Museum

Address: 907 Whitehead Street, Key West, FL 33040

One cannot speak of Hemingway in Key West without first mentioning the Hemingway Home and Museum. This Spanish Colonial-style mansion, where Hemingway lived from 1931 to 1939, is now a museum dedicated to his life and work. Visitors can explore the house, which remains much as it was during Hemingway’s time, complete with his personal artifacts and memorabilia. The lush gardens, populated by the famous six-toed cats, offer a tranquil retreat that reflects Hemingway’s love for nature.

 

Sloppy Joe’s Bar

Address: 201 Duval Street, Key West, FL 33040

Hemingway’s favorite watering hole, Sloppy Joe’s Bar, remains one of the most popular attractions in Key West. Opened in 1933 by Joe Russell, a close friend of Hemingway, this bar became a frequent haunt for the author. The lively atmosphere, historic memorabilia, and regular live music make it a must-visit spot for anyone interested in Hemingway in Key West. The bar's connection to Hemingway is celebrated each year during the Hemingway Days Festival.

 

The Ernest Hemingway Walking Tour

Starting Point: The Hemingway Home and Museum

For those wanting to trace Hemingway’s steps through the streets of Key West, the Ernest Hemingway Walking Tour offers an immersive experience. This guided tour covers various locations significant to Hemingway’s life in Key West, including his favorite haunts, residences of his friends, and spots that inspired his writing. The tour provides fascinating anecdotes and historical context, making it a rich educational experience.

 

Hemingway in the Florida Keys: Beyond Key West

The Pilar and Fishing Excursions

Location: Various fishing charters in Key West

Hemingway’s love for the sea and fishing is well-documented, particularly his adventures aboard his beloved boat, the Pilar. While the original Pilar is housed at the Finca Vigía Museum in Cuba, visitors to the Florida Keys can embark on fishing excursions that echo Hemingway’s own experiences. Numerous charters offer deep-sea fishing trips where one can catch marlin, sailfish, and other species that Hemingway himself pursued.

 

Bahia Honda State Park

Address: 36850 Overseas Highway, Big Pine Key, FL 33043

Located about 37 miles from Key West, Bahia Honda State Park is a gem in the Florida Keys that Hemingway often visited. Known for its stunning beaches and clear waters, the park is ideal for snorkeling, swimming, and picnicking. Hemingway’s love for the outdoors makes Bahia Honda a fitting destination for those seeking to connect with his adventurous spirit.

 

The Key West Lighthouse

Address: 938 Whitehead Street, Key West, FL 33040

Directly across from the Hemingway Home, the Key West Lighthouse offers a unique perspective on Hemingway’s time in the Keys. Climbing the lighthouse provides panoramic views of the island, allowing visitors to see Key West much as Hemingway did. The adjacent Keeper’s Quarters Museum provides additional historical context about the lighthouse and its role in the community during Hemingway’s era.

 

Key West and Hemingway: Annual Celebrations

Hemingway Days Festival

Location: Various venues in Key West

Every July, Key West celebrates the Hemingway Days Festival, a week-long homage to the author’s life and work. The festival includes a look-alike contest at Sloppy Joe’s, literary readings, a marlin fishing tournament, and a 5K run. This event attracts Hemingway enthusiasts from around the world, offering a vibrant blend of culture, competition, and camaraderie.

 

The Hemingway Look-Alike Contest

Location: Sloppy Joe’s Bar, 201 Duval Street, Key West, FL 33040

A highlight of the Hemingway Days Festival is the Hemingway Look-Alike Contest, where bearded gentlemen from all over compete to be crowned the best Hemingway doppelgänger. This fun and lively event celebrates Hemingway’s larger-than-life persona and is a must-see for anyone visiting during the festival.

 

Literary Tour: Explore Hemingway’s Favorite Spots in the Florida Keys

Get a fascinating glimpse into the life of one of America’s greatest writers. From his home and favorite bar in Key West to the serene landscapes of Bahia Honda State Park, each location tells a part of the story of Hemingway in the Florida Keys. Whether you are a literary enthusiast or simply looking to experience the rich cultural tapestry of the Keys, these spots provide a unique and memorable journey. For those planning to delve into Hemingway’s world, Ocean Pointe Suites at Key Largo offers an ideal base. With its luxurious accommodations and proximity to the Hemingway sites, it ensures a comfortable and convenient stay. 

Where to Stay: Start Your Literary Adventures at Ocean Pointe Suites

When planning your journey through the historic and literary landmarks of the Florida Keys, Ocean Pointe Suites at Key Largo stands out as the ideal location for Hemingway enthusiasts. Nestled in a serene coastal setting, Ocean Pointe Suites offers luxurious accommodations with all the modern amenities needed for a comfortable stay. Its strategic location provides easy access to both the vibrant streets of Key West and the tranquil natural beauty of the upper Keys. Whether you are visiting the Hemingway Home and Museum, embarking on a fishing expedition reminiscent of Hemingway's adventures, or exploring the picturesque Bahia Honda State Park, Ocean Pointe Suites ensures you are perfectly positioned to experience the best of Hemingway in the Florida Keys. After a day of exploration, relax in the spacious suites, take a dip in the oceanfront pool, or enjoy a meal at the on-site restaurant, making your trip both enriching and relaxing.

Book your stay today and walk in the footsteps of a literary legend, immersing yourself in the history and beauty of the Florida Keys.