Heart & Soul of Cuba Tour: Discovering Its People and Culture

Plaza Mayor in Trinidad, Cuba

What to expect on this itinerary

Cuba is like a time capsule recently opened that is trying to restore its former majesty. The contrast of crumbling colonial architecture alongside freshly renovated façades adds to the allure of the cities. The culture has inspired artists to submerge entire neighborhoods in art projects. Ernest Hemingway captured a fishing village in an award-winning novel. The effects of the Cuban Revolutionary War have shaped everyday life. The slave trade of the 18th and 19th centuries led to the mesmerizing Afro-Cuban culture. Your custom-tailored tour immerses you into the heart and soul of the changing landscape of Cuba through the eyes of the locals.

Countries Visited

Cuba

Places Visited

Havana, Cienfuegos, Trinidad, Bay of Pigs, Jaimanitas

Suggested Duration

9 Days

Customizable Itinerary

Expand All
Day 1

Havana – An Artistic Welcome

Havana is a city of eclectic culture and captivating imagery. The ocean sprays against the edges of the Malecón, the seaside boulevard, splashing water over the wall. Old fortresses guard the bay and harken back to an era of pirates and privateers. High-rises tower over the neighborhood of Vedado, looking out to the historic architecture along the old harbor. Havana is a city of beautiful contrasts. Your private transfer meets you at Jose Marti International Airport and leads you on a brief driving tour of the city.

Outside of the airport, you find state funded murals draping over thick walls imitating the colors of the Cuban flag. Tall emerald grass rises higher than people’s ankles. The suburbs of Havana highlight the pastel colors and tropical climate for which the Caribbean is known. Delving deeper into the center of the city takes you to the neighborhood of Muraleando, which harbors a community development project. Two art teachers have teamed up to teach local children about the importance of art. The children’s passion soon led to work spilling out of the classroom and onto the streets.

Murals depict fanciful celebrations of Cuba, representing the culture and people in all walks of life. You have a chance to meet with artists who continue to teach classes in the community space, surrounded by the inspiration of Havana itself. The vibrant colors of the murals, along with the elaborate poses of the statues, accentuate the smiles of the children eager to share their experiences with you. You continue to Old Havana, where you settle into your hotel amidst the colonial charm of the district.

What's Included:

Tour
Transfer
Accommodation
Day 2

Havana – Eclectic Style of Havana

Day 3

Havana – Havana from All Angles

Day 4

Cienfuegos – Story of Cienfuegos

Day 5

Cienfuegos – Colonial Captivation

Day 6

Cienfuegos – To Every Season

Day 7

Havana – Coups and Captured Wars

Day 8

Havana – Inside the Art

Day 9

Havana – Taking the Memories

Trip Highlights

  • Discuss the preservation of historic architecture in Havana and Trinidad with local experts
  • Meet private business owners to see the burgeoning private economy at work
  • Immerse yourself in the Afro-Cuban culture of Havana at Callejon Hamel from the music to the art
  • Meander through the artistic wonderland of Jaimanitas, also known as Fusterlandia due to the living art-piece the neighborhood has become
  • Visit the Bay of Pigs Museum for a different perspective of the American-Cuban conflict of 1961
  • Enjoy an in-depth tour of the oldest botanical garden in Cuba, located in Cienfuegos
  • See the newly restored Cuban Baseball Hall of Fame dedicated to memorializing Cuban players and supporters; meet with ardent baseball fans in Parque Central to hear the daily discussions about the sport
  • Witness the lifestyle of famous American Author Ernest Hemingway with a visit to his former home at Finca Vigia
  • Delight in a private choral concert by a celebrated a cappella group in Cienfuegos

Detailed Description

Once in Cuba, you don’t want to close your eyes because you don’t want to miss a thing. Your 9-day eye-opening tour of Cuba takes you on a journey through the eyes of the locals. The wonderment of the coastline and preserved architecture never ends. The enrapturing sounds of the music continuously make you want to move your feet. The refreshing taste of a mojito lingers on your palette. Step beyond the surface for a different experience in the Pearl of the Caribbean. Your flight lands at Jose Marti International Airport. Meet your private transfer at baggage claim and make your way into the heart of the culture at Muraleando.

The neighborhood community project teaches local children about various forms of art, uplifting the residents of the low-income community. Once in the heart of Old Havana, you can relax with the remainder of the day at your leisure. The following day, an architect takes you on a tour of the historic city explaining the importance of architectural preservation as key to the city’s heritage. Make your way to Callejon de Hamel to meet with residents of Havana deeply involved in the Afro-Cuban community and culture. Spend time with a collection of economic students and social justice professors to better understand Cuba’s role both domestically and internationally.

Visit the reestablished Cuban Baseball Hall of Fame before meeting with passionate baseball fans that congregate in Central Park. Next, you make your way to the French city of Cienfuegos. Stroll along the streets and meet with private business owners for insight into their feelings about the recent application of private commerce. In the afternoon, you meet with art students of a celebrated art school in the city. Venture to Trinidad with a scenic drive, where an architect leads you along the cobblestone streets of the colonial city. An expert botanist and historian guide you through the botanical gardens of Cienfuegos, the oldest botanical garden in Cuba.

Enjoy the beauty of the city at your leisure before a private concert performance prior to dinner. The following day, you visit the Bay of Pigs Museum at Playa Giron before arriving at Ernest Hemingway’s home. The director of the museum greets you, eager to speak about the connection between Hemingway and the Cuban people. Then, you indulge in the colorful streets of Jaimanitas, the artistic wonderland known as Fusterlandia. In the evening, you make your way to one of Hemingway’s favorite restaurants for dinner. On your final day, your private transfer greets you at the hotel and escorts you to Jose Marti International Airport in time for check-in.

Consider learning more here about the other Cuba itineraries we offer, and gain further inspiration to perfectly craft your Cuba vacation of a lifetime.

Starting Price

$4,800 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.

4.9

Verified Traveler Reviews

Based on 85 reviews

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.

See more

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!

See more

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!!! 

See more

Cuba Luxury Tour & Travel Agent Review: Havana, Vinales, Bay of Pigs, Cuisine, Culture, History & the People
If you are looking for a first class Cuban vacation, you should absolutely book with this travel team!!!  The travel planner will customize a very thoughtful itinerary based on your wants and needs.  From the moment we contacted the planner we felt that she really cared about providing excellent service.  After discussing the type of vacation we were looking for, she was able to put together an amazing itinerary that met all of our requests within our budget. The travel team staff are very professional and thoughtful. They made us feel very special throughout our Cuban adventure. We were able to learn about the Cuban culture and history from their very knowledgeable staff. The guide is very responsible and courteous.  He is well informed and was able to describe the history and the way of life for the Cuban people.  We had many wonderful discussions about the culture we were immersed. He made us feel very safe and at home in Cuba.  The B&B’s we stayed were all very welcoming, clean, and comfortable.  The people were so accommodating and friendly and the breakfasts were wonderful.  Speaking of the Cuban food, the meals at the local paladares were amazing!  We are foodies and were continually impressed by the quality of the service and food we experienced. Most of all we really enjoyed traveling in the Classic cars to tour around Havana, Vinales, and the Bay of Pigs!  We felt as though we stepped back into time. Our drivers were fantastic and excellent drivers.  We always felt very comfortable and safe. We cannot say enough about the service we received from the travel team's staff.  It was first class all the way!  We would 100% book with them for our next trip to Cuba!!!  Travel team thank you very much for sharing your beautiful culture and country with us, the memories will remain with us forever!

See more

Luxury Vacation Review: Cuba, Old Havana, Old Trinidad, Sugar Plantation Tour, Ballet, Farm & National Zoo
Hi Travel planner, We're back from our Cuba trip -- thank you for the thought that went into the planning of the trip -- it was terrific!  Everything worked out beautifully.  Trinidad:**Our guide was wonderful - she was knowledgeable, personable, and very focused on making sure our needs were met.  We had a terrific time with her and a lot of great discussions. Our driver was also engaging and informative on our way from the airport to Trinidad.**Our host was wonderful.  Her home is quite comfortable, beautiful, and the location couldn't be beat.  She is quite engaging, and we had terrific breakfast conversations (the breakfasts were delicious!).  She was one of the gems of the trip.**Great driver - always there when we were ready to go from one spot to another.Havana**Our guide was terrific -- very knowledgeable, very engaged in our discussions with her, very willing to share information about life in Cuba.  She was flexible about several changes we made to our days.  We really enjoyed the time we spent with her.  Of all of the guides we've had in our various travels in other countries, I'd have to say she was one of the best because of her knowledge and her willingness to engage.**Apartment - the apartment was quite comfortable and spotless.  We enjoyed the breakfasts in the apartment.**Villa in Trinidad - one of the highlights of the trip.  The farm is beautiful, and Iris (the agricultural director) was a terrific host.  **The National Zoo - another highlight, particularly for our daughter.  We all loved seeing the zoo (it's quite impressive) and the highlight for our daughter was holding a baby monkey in the nursery (thanks for letting us know about the formula and the bottles; they were very appreciative).  **Other activities we especially enjoyed:  Walking tour in Old Trinidad and Old Havana, seeing the National Ballet practice session and the sugar plantation tour.  We liked everything we did, we just wanted to highlight some of those we enjoyed the most.All in all, we had a great trip to Cuba and it exceeded our expectations. Thanks for all of your work on it! 

See more

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. 

See more

Customizable Itinerary

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

28,000+ Verified Traveler Reviews