Essence of Cuba Tour: Culture, Landscape & History

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.
Customizable Itinerary
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:
Havana – Contrast in Splendor
Vinales – The Countryside Difference
Vinales – Unspoiled Cuba
Cienfuegos – Seeing the Bay
Trinidad – Experiencing the Soul of Cuba
Santa Maria – Following the Revolution
Santa Maria – An Inclusive Stay
Havana – Havana Reconnection
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)
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.
Verified Traveler Reviews
Based on 87 reviews
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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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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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