The Plaza Vieja in Havana

One Week Cuba Culture and History Tour

Ratings of Zicasso's Service

Customizable Itinerary

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

Countries Visited

Cuba

Places Visited

Santiago de Cuba, Trinidad, Havana

Suggested Duration

7 Days

Embrace the mystique and bask in the heritage of colonial architecture and cobbled squares during this 7-day customizable Cuba culture and heritage tour. From vintage cars that cruise down the seaside Malecon to extravagant plantation homes of 19th-century sugar barons, Cuba evokes a snapshot of life frozen in time for an immersive experience in the countryside, cityscapes, and along the edge of the Caribbean Sea.

Customizable Itinerary

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Trip Highlights

  • Discover the rituals and habits of Ernest Hemingway when visiting his Cuban home, which is now a museum
  • Follow in the footsteps of Theodore Roosevelt and the Rough Riders when visiting sites connected to the Spanish-American War
  • Indulge in a visit to the birthplace and childhood home of Fidel Castro at the opulent plantation of Finca las Manacas
  • Experience the Bay of Pigs from the Cuban perspective when visiting the gorgeous seaside and informative museum
  • Immerse yourself in the colonial charms of Sancti Spiritus when touring the elegantly preserved streets at your preferred pace
  • Reveal the sophisticated exuberance of 19th-century sugar barons on a guided tour of regal plantations and manor houses
  • Traverse sites connected to the Communist Revolution in Santiago de Cuba, including the infamous Moncada Barracks
  • Embrace the distinctive pace and captivating rhythm of Old Havana on a private tour that highlights the colonial architecture and local culture

Detailed Description

You will experience the wonders of the largest Caribbean island during your one-week Cuba tour that will bring to light the history and culture of the nation. As you travel with a private transfer and enjoy privately guided tours throughout your journey, you will find diversity in the tropical terrain and elegance in the preserved colonial architecture. The bright and clear colors of the sea will contrast the tumultuous history of revolutions, while the vintage American cars will overshadow decades of the American trade embargo. The beauty, history, and heritage across Cuba will provide you with an inspiring glimpse, resulting in a unique and indelible adventure.

Your immersion into the history and culture of Cuba will begin with your arrival at the airport in Holguin. Your private transfer will meet you at customs and lead you on a brief tour of the colonial architecture and relaxed ambiance of the city, which is often overlooked for the western point of the island. Before reaching Santiago de Cuba, you will spend time traversing the birthplace and childhood home of Fidel Castro at Finca las Manacas, which reflects the power, prestige, and opulence of the late Communist leader. Three nights in Santiago de Cuba will allow you plenty of time for an immersive experience with private guides that will lead you to a variety of landmarks connected with the Spanish-American War. Inside the city, you can explore the strong connections to the revolutionary spirit when visiting Cementerio de Santa Ifigenia, which houses the tombs of both Jose Marti and Fidel Castro.

When traveling to Trinidad, you will first stop in the captivating city of Sancti Spiritus to enjoy the charismatic ambiance of its colonial architecture and elegant plazas. The opulence preserved in Valle de Los Ingenios reflects the former prestige of the sugar barons, which can be found in manor homes, slaves’ quarters, and the Manaca Iznaga tower. A private tour of Trinidad will highlight the conservation of the culture and architecture as you witness donkeys pulling fruit carts, musicians filling the streets with song, and colonial design spanning the museums and private homes.

When traveling from Trinidad to Havana for two nights, you will visit the Bay of Pigs for a more in-depth view of the invasion from the Cuban perspective. Your time in Havana will shine within the heart of the historic city center as your private guide highlights Spanish architecture in the cathedral and fortresses, the vibrant ambiance along the public plazas, and the remarkable life of Ernest Hemingway.

Starting Price

$2,270 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

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

Reviews of Zicasso's Referral Service

4.98 stars based on 58 reviews.

Travel Review: Luxury Cuba Trip, Havana, Trinidad, 1-Week...
"This travel company is a classic example of a company that...

Reviewed By Michael F.

Cuba Luxury Tour & Travel Agent Review: Havana, Vinales,...
"If you are looking for a first class Cuban vacation, you...

Reviewed By Heather E.

Cuba Mother & Daughter Vacation Review: Vinales, Trinidad,...
"[The travel planner's] advice was priceless and I felt...

Reviewed By Lisa Z.

Travel Review: Cuba Trip, Havana, 1-Week Tour
"When I arrived in Cuba, I was welcomed by the team and...

Reviewed By Jennifer P.

Luxury Cuba Tour Review, Havana Art Galleries, Horseback...
"We always felt well taken care of..."

Reviewed By tesair l.

Cuba Luxury Family Trip Review, Touring Old Havana, Vinales...
"We felt taken care at every turn."

Reviewed By Heidi L.

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