Hemingway House in Havana, Cuba

Ernest Hemingway Cuba Tour: Following in the Footsteps of a Legend

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited


Suggested Duration

8 Days

This custom tailored tour retraces the steps of Ernest Hemingway, giving you access to the unique, eclectic cultures of the Caribbean country brimming with rich soil and surrounded by the immaculate sea. The architecture and gregarious people of Cuba speak to a rich legacy spanning centuries. Dancing and music enrich every day. The sweet aromas of coconut and pineapple emanate from gardens and markets. Coffee trees grow lush and strong. Ernest Hemingway’s former home maintains an inspiring ambiance....

Customizable Itinerary

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Trip Highlights

  • Tour a traditional Cuban tobacco farm and learn how to roll a pristine Cuban cigar
  • Follow in the footsteps of Ernest Hemingway with a visit to the writer’s Cuban home known as Lookout Farm
  • Celebrate the Afro-Cuban culture with music and dancing on the famous street of Callejón de Hamel
  • Immerse yourself in the Cuban rural experience at an organic farm and coffeehouse outside of Havana, encouraging community artwork
  • Witness the exceptional historical architecture of Havana Vieja, which highlights Cuba’s elegant and wealthy past
  • Soar through the woodlands above an eco-community on a guided canopy tour for an unparalleled view of the lush region
  • Enjoy a sweeping panorama of the karsts and farms of Vinales Valley

Detailed Description

Cuba has a distinct charm that captivates visitors, from contemporary travelers to historical icons such as Winston Churchill and Frank Sinatra. Your 8-day tour is custom tailored to highlight the exceptional beauty of Havana in both creative techniques and historic architecture, just as Ernest Hemingway experienced it. Explore the rich landscape of the western edges of the country. Let the idiosyncrasies of the cities and towns, flavors and people inspire you through their passionate smiles, musical connection, and the island’s endless mystique.

Your immersion into Cuba’s character begins with your arrival in Havana. Your private transfer escorts you into the heart of Old Havana, visiting the famous grounds of Havana University and Revolution Plaza along the way. Next, you meet with a professor of contemporary Cuba before taking in a tour of the Afro-Cuban culture. The rhythms of the city are alluring. Travel to the edges of the Havana to visit an organic farm. Meet artists in the city to learn about their particular inspirations and how they use their boundaries to find different forms of communication.

Travel outside of Havana to the quiet town of Pinar del Rio. Discover the beauty of Marina Hemingway en route. A community project grows coffee and specializes in educating local children about artistic expression. Explore a tobacco farm for an in-depth demonstration of cultivating the famous Cuban crop. The farmer will even lead you in a tutorial on rolling a perfect cigar. Following your farm tour, you head to the stunning landscape of Vinales Valley. Explore the karsts of the national park and enjoy a panoramic view of the farms and mountains. Next, you tour a celebrated cigar factory before strolling through the eco-friendly town of Las Terrazas.

Fly through the trees on a canopy tour or wander the quiet streets filled with friendly locals eager to engage in conversation. Return to Havana where the music welcomes you back. Your guide leads you on a marvelous tour of Hemingway’s former home, located in a suburb outside of Havana proper. The remainder of the day is yours to enjoy the beauty of Havana at your leisure. On your final day, your private transfer escorts you to Jose Marti International Airport for your flight home.

Consider learning more about the finest Cuba tour operators whom we partner with, and gain further inspiration to perfect your dream Cuba vacation.

Starting Price

$3,379 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.98 stars based on 88 reviews.

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