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The Hemingway Experience in Key West

12 Reviews 5.00 out of 5 stars Based on 12 reviews collected by City Boat Tours and TripAdvisor | Recommended by 100% of reviewers | Key West, USA

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On average, this is booked 29 (0) days in advance.

4 hours (approx.)
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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.

What's Included

  • Lunch Savor a hearty lunch of cuban and local seafood flavors
  • Alcoholic beverages Sip homemade sangria, rum punch and "Papa" Hemingway's signature cocktail-the Papa Doble (3 Cocktails Total)
  • Ticketed entry into Hemingway's Home and Museum
  • Gratuities
  • Private transportation
See 2 more

Meeting Location

Meeting point

Whitehead Street
Key West, FL 33040, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Simonton Street
Key West, FL 33040, USA

The tour ends inside the Hemingway Rum Company's Social Club.

What To Expect

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.
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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.
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30 minutes • Admission Ticket Free

First Flight Island Restaurant & Brewery

Stop into the original home of Pan Am World Airways, the provider of the US' first international flight, transformed into an island paradise to savor a local fish taco and rum punch.
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30 minutes • Admission Ticket Free

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.
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20 minutes • Admission Ticket Free

Sloppy Joe's (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.
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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!
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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.
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30 minutes • Admission Ticket Included

Show 5 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Service animals allowed
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the The Hemingway Experience in Key West?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-44502P5

Traveler Photos

Reviews

5.00
12 reviews

Average 5.00 out of 5 stars based on 12 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
12
4 stars
0
3 stars
0
2 stars
0
1 star
0

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On average, this is booked 29 (0) days in advance.

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What's Included

Activity name

  • LunchSavor a hearty lunch of cuban and local seafood flavors
  • Alcoholic beveragesSip homemade sangria, rum punch and "Papa" Hemingway's signature cocktail-the Papa Doble (3 Cocktails Total)
  • Ticketed entry into Hemingway's Home and Museum
  • Gratuities
  • Private transportation

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with spinal injuries
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • This tour/activity will have a maximum of 12 travelers

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Free Cancellation

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100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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