One Week Cuba Culture and History Tour

Great theatre of Havana, Cuba

What to expect on this itinerary

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.

Countries Visited

Cuba

Places Visited

Santiago de Cuba, Trinidad, Havana

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

Santiago de Cuba – Introduction to Santiago de Cuba

Your private transfer will meet you upon your arrival at Frank Pais International Airport. As you travel outside of Holguin, you will venture toward Santiago de Cuba. You will first stop in the town of Biran to visit the birthplace of Fidel Castro at the Finca las Manacas. The collection of small homes resembles a small town and an established ranch that once sat on the main colonial road. During your time here, you will be able to find old photos, assorted clothes, and a 1918 Ford motorcar that represents the childhood of the former leader.

What's Included:

Transfer
Accommodation
Day 2

Santiago de Cuba – Sites of the Spanish-American War

Day 3

Santiago de Cuba – Landmarks of the Communist Revolution

Day 4

Trinidad – Sancti Spiritus and Valle de Los Ingenios

Day 5

Havana – Contemporary Bay of Pigs

Day 6

Havana – The Culture and History of Havana

Day 7

Havana – Depart for Home

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

$3,000 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.

4.9

Verified Traveler Reviews

Based on 72 reviews

Cuba Mother & Daughter Vacation Review: Vinales, Trinidad, Cigar Rolling Experience, Dance School, Amazing Food, Rainforest Hike
Wow. All I can say is WOW. If you're thinking of going to Cuba, GO. If you need a travel planner, use this company. It will be among the most memorable and excellent trips of your life. My daughter and I just returned from 9 days in Cuba. It was truly a life-changing experience. We genuinely got a deep immersion into the culture, the people, the country and the amazing things it has to offer. The agenda put together by this travel team was spectacular. We visited a tobacco farm and learned how to roll cigars and how to smoke them, we had a session with the young dancers at a Dance school, had Cuban cooking lessons, visited an organic farm, a mosaic city, hiked into the rain forest, visited museums and learned so much. I am truly only scratching the surface. The food was AMAZING - far better than I expected. Prepare to skip or share meals because there is so much delicious food. The accommodations were excellent - in family homes but with private baths, breakfast and comfortable surroundings. But the best part of the trip was the excellent partnership planning by the travel planner (and her extremely knowledgeable son). I don't think I ever emailed my planner where she didn't respond within 10 minutes and was ALWAYS flexible in accommodating our needs. Here advice was priceless and I felt so safe with her plans and style. And...I can't say enough about our guide and our driver. They were with us the entire trip, always with a smile, a helpful hand, super flexible and just plain good fun. It made all the difference. Cuba is not an easy trip. The distances are far and the infrastructure is difficult. But don't let that stop you. You can have the best of both worlds through this travel team. Immerse in Cuba but at a comfort level you're used to in the U.S. Be prepared for long distances in a '53 Chevy or the like. There is no other way to see the country. DON'T limit yourself to Havana. We loved Trinidad and Vinales so much. Be flexible...the restroom situation is not like the U.S. but with a little flexibility you can manage that. We didn't drink tap water but bottled water was very accessible and reasonable. The food is unbelievable. Bring good walking shoes, layers for unexpected weather and a flexible attitude. Listen before you "tell". You'll hear the Cuban perspective which is why you're there!!  AMAZING!!! 

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Cuba Tour Review: Havana, Trinidad, Varadero, Beach, Cuban Jazz, Local Drinks & Cuisine, Hiking, 16-Day Trip
The travel company and Eli were nothing short of fantastic. The trip Eli curated for us to Cuba was perfect. Everything was taken care of - from accommodation, to food, drinks, sight seeing, and transport. She arranged a fantastic guide and private driver/car. Both the guide and the driver were great and took care of every need we had - even going so far as to wait in line at high demand restaurants so we had a table ready when we arrived. We stayed in Casa Particulars in Havana, Trinidad and Varadero. Eli personally inspects all the Casa Particulars that she will put her clients in - and they were all fantastic - clean, spacious and with the most gracious hosts. In addition to the accommodation, Eli also books at the best restaurants in each town hence we had some memorable meals which turned into not just eating but culinary experiences. The itinerary was packed with great tours and excursions - we enjoyed them all, which is a rarity! We visited Cuba over the Christmas / New Year's period, which is great weather-wise. The highlight of our trip was meeting Eli for a New Year's Eve party she organized for all her guests - the cherry on top of a spectacular trip!

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Travel Review: Cuba Vacation, Santa Clara, Trinidad, Havana, Museum of Fine Art, Zoo

This was our first trip to Cuba - my husband and myself. Though we travel often, we were advised to find a travel agency to prepare an itinerary for us and help navigate any administrative issues related to travel from the US. I am so glad I came upon Zicasso and their recommended agent. Briefly, I cannot imagine a better experience and initiation into Cuba. Our travel agent listened carefully to my hopes and desires for our brief (one week) trip and created an itinerary that gave us a truly in depth sense of the country and the people in a short period of time. All the personnel he selected for us - our guides and drivers - were wonderful and clearly dedicated to giving us an intimate and positive experience of Cuba. The three cities we visited - Santa Clara, Trinidad and Havana - offered a different perspective of this fascinating country, thanks also to the residents we met, including artists as well as individuals working in the service industry. We loved our lodging in both Trinidad and Havana - and felt very well taken care of by the hosts.  They all went out of their way to make us feel welcome

We learned so much, about history, architecture, art, food and of course - to my husband's delight - classic American cars that you see everywhere in Havana. This is what we love - to really learn about the places we visit - and while Cuba is complicated and perhaps we came away with more questions than answers, it was not for lack of discussion with the people we encountered more than willing to tell us about their Cuba. All in all, a tremendous treat. 

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Travel Review: Cuba Vacation, Havana, Trinidad, Nature & Hiking, Culture & History, Music, Local Cuisine

Cuba is a fantastic vacation spot, we highly recommend it to all our friends.  The Cuban people are friendly and gracious.  The culture, history, art, food, music, and natural beauty are all great.  

Overall the experience with Zicasso was trouble free and easy.  The travel company that Zicasso connected us with was great.  Our travel agent and the team at the travel company were a dream to work with.  They are very accommodating and flexible, and put together an itinerary that was exactly tailored to our interests.  This travel agent is very responsive and patient, taking lots of time to understand our interests and answer our questions.  The lodgings, guides, drivers, and attractions arranged by our travel company were spot on.  The itinerary was very full, but left enough time for us to explore on our own, or just enjoy the beach in Trinidad.

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Cuba Anniversary Vacation Review: Havana, Cienfuegos, Trinidad, Cabaret, Dance School, Hiking, Bars, Hemmingway's House, Varadero Beach, Salsa Lessons, Sunset Dinner, 8 Nights

Our Zicasso travel expert did a great job making all of our arrangements and making changes as needed while we were in Cuba. Our local guide and driver were excellent. Our guide was incredibly knowledgeable, very patient, and so gracious. Our driver took good care of us too. The guest house in Havana was amazing. The guest house in Trinidad was mediocre. The guest house in Varadero was in a great location and just fine. We loved the itinerary. The activities were diverse, interesting, and fun. We could not believe the VIP treatment we received everywhere we went – the dance school, the cabaret venue, restaurants, etc.

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Cuba Travel Review: Trinidad, Havana, Bay of Pigs, 5 Nights

After a very shaky start, the trip turned out great. We became alarmed and almost aborted the trip when we were given a translator whose English skills were poor AND no one picked up our friend at the airport which had been prearranged. By the time we had gathered her, it was 4 pm and we were supposed to set off on a 7 hour journey to Trinidad. It didn’t seem wise to embark on such a trip so late in the day. We were also concerned about the “vintage “ cars without seat belts or headrests. If we had been better informed regarding the situation, we would have understood and agreed to this arrangement without question. Cuba is, after all, in economic crisis. Our agent heard our concerns and responded beautifully. She couldn’t do anything about the old cars without safety features but she recommended that we stay the night in Havana. She put us in a fabulous hotel. From then on, the trip was spectacular. She sent a new translator who was fabulous. Our accommodations in Trinidad were just lovely as were the restaurants and activities. The hike could have been better described. It was very difficult. We turned back because we didn’t have enough water or walking sticks. Bay of Pigs was interesting. We would have loved a guided snorkeling tour. I would recommend this group provided they use our translator or equally competent translator and that they upgrade their descriptions of the “vintage “ cars and the outings.

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews