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 37 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.

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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 Vacation Review: Havana, Trinidad, Culture

We really enjoyed the trip. Havana was great and we would like to return one day. The drivers were perfect and we really appreciated their kindness and friendly faces every day. Zicasso's travel agent was friendly and took good care of everyone. We loved the Havana BnBs. The staff at both places went beyond what was required. The accommodations were lovely. The BnB at the beach was OK. However, they need to improve the seating on the beach. There were only two chairs that were comfortable and the husband of the host was using one when we arrived. We never really got to enjoy the beach because the other chairs were too hard or missing cushions. I know that it was requested that we add a day to visit this area, but in hindsight, it was too far to travel in an old car for older people. It was hard on the back. Also, unless you are interested in the beach, there isn’t much to do. I would skip that area, especially if it’s for one day.

The food was good in most every location we ate. I didn’t particularly like the dinner when we were at the beach. Sometimes the meals were too large, especially after eating a big meal for lunch and dinner. One of our favorites was the pork sandwich, which we ate on the way to Trinidad – simple and smaller. Plus, eating such large meals at lunch took a lot of time.

I think additional time for sitting in cafés and enjoying music would have been good. We really didn’t get to enjoy much local music, which was something Gary and I were looking forward to. The days were pretty full, so we would have had to eliminate something in order to do that, but I think that would have been OK.

We particularly liked the events where we were able to interact with the locals. For example, the dance school was very enjoyable. We also liked the senior center where we dropped off our donations.

We really enjoyed our time and, as I said before, we hope we can return for another visit.

In conclusion, the biggest changes I would recommend would be less time eating at lunch so we could experience more things, more time enjoying the local atmosphere (like music in the late afternoon), not trying to do too much on a trip, and not traveling too far, but it was a great trip!

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Cuba Vacation Review: Havana, Trinidad, Topes de Collantes, Nature, Culture, Local Cuisine, Hiking, 8-Night Tour

We had a wonderful time in Cuba and our guide, driver, and Zicasso tour director were all very professional and welcoming! We visited beautiful sites, including Havana and Trinidad, and felt we learned something about Cuban culture. 

For future travelers, please pack a flashlight, as power can intermittently go out. Cubans are prepared for this and life goes on as normal. 

We were well taken care of on this trip and since it was all-inclusive, bringing a lot of extra cash was not necessary. We recommend bringing cash for tips and souvenirs. 

Our tour was in a charming 1952 Chevy, equipped with AC and plenty of trunk space. The food was great, especially for seafood lovers, and there were plenty of places to hear live Cuban bands. We highly recommend this tour and this travel agency!

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Cuba Trip Review: Varadero, Placetas, Santa Clara, Cojimar, Family Heritage, Cooking Class, Fusterlandia, 6 Nights

What a wonderful trip! Zicasso's travel agent and her team were outstanding. The trip was well planned to visit the popular Cuban cities and towns, and included a personal trip to where my son's father was born. All the tours were great. Thank you to our guide and drivers! The accommodations, restaurants, and entertainment were terrific.

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Cuba Travel Review: Old Havana, Museums, Rum Factories, Architecture, Beach, Hemingway House, 8 Nights

The trip was wonderful! Everything was so great. I would highly recommend Zicasso’s tour company to anyone traveling to Cuba. Our guide and driver were excellent, and we really loved them. Everything was taken care of, from being picked up at the airport to meals and accommodations. This also included guided tours into dance studios, museums, rum factories, an architectural tour of Old Havana, and more! Again, I would highly recommend our travel company.

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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