Essence of Cuba Tour: Culture, Landscape & History

Fortress of El Morro in Havana, Cuba

What to expect on this itinerary

Your 10-day custom-tailored Cuba tour will guide you through the island's diverse, from coral reefs to rainforest, imposing Spanish fortresses to sweeping sugarcane fields.  The sun casts slanted shadows over the grandeur of Old Havana. The hills of Vinales spring out of the rich soil of the valley. Turquoise water brushes against white-sand shores. With unspoiled beaches, grand colonial architecture, and a spirit of rebellion, Cuba will easily captivate you.

Countries Visited

Cuba

Places Visited

Havana, Valley de Vinales, Cayo Santa Maria, Trinidad, Santa Clara, Bay of Pigs, Escambray National Park, Cienfuegos, Cayo Jutias

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Havana – Feeling of Havana

Even when looking out the window of the plane upon your descent into Cuba, you can’t believe you are landing in Havana. Thin palm trees rise above the tall tropical grass on the outskirts of the runway. Your flight lands and you meet your private transfer at baggage claim. The tropical warmth of the Caribbean embraces you once you leave the airport. Buildings painted with pastel colors line the avenue. Murals praising socialism and the Cuban way of life cloak sporadic walls on the suburbs of the city. Old Havana highlights the city’s elegant history, taking you into the former grandeur of mansions and cathedrals, fortresses and narrow lanes.

Cuban Baroque architecture meets Art Nouveau facades surrounding large plazas. Rumba and salsa emanate from restaurants along Calle Obispo. People dance to the rhythms of the neighborhood in the Plaza de Armas. Emerald leaves of yerba buena glow in effervescent mojitos. The city captivates you with its festival for the senses, from the aroma of the sea breeze to the radiant, friendly people. In the evening, you can soak up the atmosphere at La Floridita, a restaurant and cocktail bar that opened in the 19th century, and is still known for making Ernest Hemingway’s favorite daiquiri.

What's Included:

Transfer
Accommodation
Day 2

Havana – Contrast in Splendor

Day 3

Vinales – The Countryside Difference

Day 4

Vinales – Unspoiled Cuba

Day 5

Cienfuegos – Seeing the Bay

Day 6

Trinidad – Experiencing the Soul of Cuba

Day 7

Santa Maria – Following the Revolution

Day 8

Santa Maria – An Inclusive Stay

Day 9

Havana – Havana Reconnection

Day 10

Havana – Coming Together

Trip Highlights

  • Visit the famous shores of the Bay of Pigs to view the setting of the historic Cuban-American confrontation
  • Explore the restored cobbled streets and colonial architecture of Old Havana during a Classic American Car Tour
  • Stroll through the antique streets of Trinidad, which continue to emit the captivating Cuban spirit
  • Discover the magnitude and grace of the stunning Che Guevara memorial in Santa Clara
  • Indulge in immaculate white sand beaches on the shores of Cayo Santa Maria and the undisturbed Cayo Jutias
  • Learn how to roll a perfect Cuban cigar during a private tour of a tobacco farm
  • Witness the remarkable natural undulating landscape of Valley de Vinales
  • Enjoy the relaxed pace of the village of Cojimar, immortalized as the setting of Ernest Hemingway’s award-winning novel, The Old Man and the Sea
  • Relish the music, dancing, and lavish costumes of a traditional Cuba Cabaret

Detailed Description

Travel to the distinct world of Cuba on a 10-day tour, immersing you in the unforgettable culture, landscape, and history of the famous Caribbean island nation. The moment your flight lands at Havana International Airport, the image of a unique world overtakes what you thought you knew. Your private transfer meets you at baggage claim and leads you to the heart of Old Havana. Enjoy the aroma of fresh yerba buena emanating from perfectly mixed mojitos. Listen to the sounds of seductive salsa. The following day, your guide leads you on a walking tour of the old city. Stroll down narrow cobblestone alleys.

Witness the unique history and fabulous refurbished architecture housing enthusiastic locals. Jump into a classic car to tour the surrounding monuments of Havana. Visit a museum dedicated to Ernest Hemingway’s before enjoying a celebrated cabaret show in the evening. Then, you travel to the province of Pinar del Rio, west of Havana, and home to Cuba’s best tobacco farms. Follow a local farmer along his grounds for a spectacular lesson in tobacco cultivation, along with a hands-on introduction to rolling the perfect cigar.

In the afternoon, you arrive in Vinales eager to explore the trails of the National Park on foot, or on horseback, to see the remarkable “Mural de Prehistoria.” Travel to Cayo Jutias to enjoy the tropical sunshine and pristine, undiscovered beach. Next, you travel to the bayside city of Cienfuegos, stopping at the Bay of Pigs along the way. Visit the local museum for an immersive experience into the historic Cuban-American conflict. Explore the hidden beauty of the surrounding region before touring the pearled beauty Cienfuegos in the afternoon. Afterward, you travel to the city of Trinidad.

Wander along the cobbled lanes, visit historic sugar plantations and enjoy a musical evening at a local hotspot. Discover the revolutionary spirit filling the city of Santa Clara, home to the Che Guevara Monument, before arriving in the serene setting of Cayo Santa Maria. Enjoy a full day at your leisure delighting in the beauty of the island. Return to Havana, visiting the fishing village of Cojimar before settling into your hotel in the old city. Your private transfer meets you at the hotel on your final day and escorts you to Jose Marti Airport for your flight home.

Starting Price

$5,300 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 87 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 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!

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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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Cuba Tour Review: Havana, Vinales, History, Local Cuisine & Music, Classic Cars, Tobacco Farm, 9-Day Vacation
Everything went exactly as planned. Eli listened to us and executed perfectly. From the hotels to the guides, the sites and restaurants. We were met at the airport in Havana by a driver of a classic car and a guide. Both stayed with us for 5 days. They were very knowledgeable and we were completely comfortable in their presence and enjoyed their company and learned a great deal from them. Everything we were told was prepaid in advance was indeed included and even a last minute lunch place change didn't cause any issues. The places we stayed matched our criteria completely including safety, locations and cleanliness. The people that own and work at each establishment were fabulous and made us great breakfast every morning.The dinner restaurants that Eli planned for us were beyond fabulous. She nailed it! We ate in a farm to table home that is top rated in Vinales where the owners came and spoke to us and in Havana the superb, cool and delicious meals were literally highlights of our trip. Each evening after dinner we experienced local music in a different club.

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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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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! 

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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