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The Hemingway Experience in Key West

Price Starting From PP/Group

$185.00

(Ticket prices may vary. Final price shown on partner’s site upon redirect.)

Key Highlights

Total Views: 282
Tour Duration: 4 hours (approx.)
Features: Free Cancellation / History Tour / Sightseeing

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Step into the world of literary legend with the Hemingway Experience in Key West. Travel through the places that shaped Ernest “Papa” Hemingway’s life, adventure, and writing. Begin at his historic home in Old Town, where he lived, wrote, and fished; the setting remains filled with stories, vintage charm, and even six-toed cats roaming the grounds.

Your local guide leads you to iconic sites like his favorite hangouts, the cigar-rolling factory, and the distillery that bears the family name. Between stops you’ll savor Cuban-inspired tastings and cocktails—foods and drinks that Hemingway loved while crafting his classics. Walk cobblestone lanes, sip in a stylish bar, and hear lively tales of Hemingway’s Key West years.

This isn’t just a tour—it’s an immersive journey into the spirit of a writer, an era, and an island. For book lovers, curious minds, or anyone seeking Key West’s hidden layers, this experience brings history and flavor together in a memorable way. Let Hemingway’s legacy guide you through a timeless slice of Florida Keys culture.

Overview

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a “Bucket List” tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba.

Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts.

The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie!

After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.

Read more about – The Hemingway Experience in Key West

Itinerary

➢ The Ernest Hemingway Home and Museum

Enjoy a guided tour through Ernest Hemingway’s home where he wrote literary works such as “For Whom the Bell Tolls,” wander the lush gardens, pet his six-toed cats, and see the writers desk where it all happened.

50 minutes • Admission Ticket Included

➢ Kaya Island Eats

Enjoy a full cuban meal of roast pork, rice, beans, and plantains accompanied by a glass of homemade sangria.

30 minutes • Admission Ticket Free

➢ La Concha Key West, Autograph Collection

Stop into the iconic and nearly 100-year-old hotel in the heart of Key West – this culinary experience celebrates local flavor with a twist. Sip on Mojitos and savor local shrimp cocktails in a Havana inspired modern restaurant. There might even be a surprise visit from the Chef!

30 minutes • Admission Ticket Included

➢ Rodriguez Cigar Factory

Meet the close cuban family of this 3rd generation owned and operated Cigar Factory. Learn how they moved their business and rebuilt their lives in Key West. See the cigar rolling process in person, peek your head into their humidor and leave with a surprise.

20 minutes • Admission Ticket Free

➢ Sloppy Joe’s Bar (Pass By)

Pop into the original and the new Sloppy Joe’s to see where Hemingway rubbed shoulders with his local “mob” at their favorite watering hole, now turned into a MUST SEE for every Key West visitor.

➢ Key West Key Lime Pie Co.

No Key West Food Tour would be complete without a slice of the pie that put us on the map!

20 minutes • Admission Ticket Free

➢ Hemingway Distillery

Finish the tour inside the Hemingway Rum Co’s newest renovation, The Social Club, for his signature drink that he fell in love with during his many stints in Cuba taking back to introduce stateside. Become familiar with the drink and space over a distillery guide’s entertaining presentation.

30 minutes • Admission Ticket Included