Immersive Cuba Tour: History, Culture, and People

San Cristobal Cathedral in Havana, Cuba

What to expect on this itinerary

Step back in time when experiencing the layers of Cuba’s unique and captivating history. Travel along a singular road surrounded by the sea on either side. Journey on a vintage steam train through the lush landscape at the heart of the country. Follow the scent of dried leaves during a private tour of a cigar factory. Classic cars cruise cobblestone avenues. Horses clop down the boulevard pulling antique buggies. The sounds of rumba and salsa emphasize the vivacious murals, embellishing the culture and the country’s past. Your customized Cuba tour brings history to life, with you at its center.

Countries Visited

Cuba

Places Visited

Santa Clara, Caibarien, Remedios, Cayo Santa Maria, Havana

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Santa Maria – Back in Time

The lush greenery of the countryside surrounds the Santa Maria Airport. The long stretch of runway separates the manicured landscape from the towering tropical trees stretching to the hills in the distance. Your private transfer awaits your arrival at baggage claim, keen on introducing you to the culture of Cuba. Venture through the historic bastion of the city famous for its location as the final battle of the Cuban Revolution. When the guerillas, led by Che Guevara, overtook the city, the Batista regime fell.

On the northern coast of the main island stands the spectacular key of Cayo Santa Maria, with a length of 10 miles and a width barely over one mile. At Pedraplen, the last leg of the scenic drive, you find the glistening water bordering both sides of the road. The fine powder white sand beaches frame the layered colors of the Caribbean Sea. Turquoise waves brush against the edges of the shore. In the distance, the bright color turns to cobalt along the horizon.

The graceful beaches overtake a total of eight miles separated into nine sections along the indulgent soft sand. The sound of the waves crashing against the shoreline creates a paradisiacal atmosphere. The breeze rustles the palm fronds. Sand dunes grow as tall as six and half feet, acting as natural protection from the sea during tropical storms. Cayo Santa Maria offers a perfect introduction to the natural beauty of Cuba, and its prized coastline has brought visitors from around the world for centuries.

What's Included:

Transfer
Accommodation
Day 2

Santa Maria – Images of Sugar

Day 3

Santa Maria – The National Park Difference

Day 4

Santa Maria – Capturing the Revolution

Day 5

Santa Maria to Havana – Journey to Havana

Day 6

Havana – The Charms of Vintage Havana

Day 7

Havana – Uniquely Havana

Day 8

Havana – Away in Time

Trip Highlights

  • Settle into the picturesque landscape of Cayo Santa Maria, known for its idyllic white sand beaches and luminescent water
  • Discover the revolutionary spirit, history, and atmosphere of Santa Maria, a city set in the geographical and revolutionary heart of Cuba
  • Immerse yourself in the center of the Afro-Cuban culture in Havana at Callejón de Hamel
  • Follow in the footsteps of Ernest Hemingway with a visit to his favorite restaurant at El Floridita, and the setting of The Old Man and the Sea in Cojimar
  • Visit a Havana mechanic for a hands-on view of classic vintage American cars rolling through the city
  • Enjoy a demonstration of antique printing presses at a printer’s museum filled with prototypical machines
  • Experience the Cuban jungle on an adventure through magnificent Guanayara National Park, filled with wildlife, waterfalls, and vivacious flora
  • Learn the secrets of Cuban cigars on a guided tour of the Fabrica de Tabacos Constantino Perez Carrodeguas

Detailed Description

Cuba effortlessly blends a beautiful nostalgic past with a unique, eclectic culture. Your 8-day Cuba tour takes you on an unforgettable experience through the enchanting architecture, rich traditions, and spectacular landscape of the Caribbean island. This Cuba travel tour begins with your arrival at Abel Santamaria Airport in Santa Clara. Your private transfer escorts you along the scenic drive to Cayo Santa Maria, located on the northern coast of Cuba. The white sand and turquoise water are the images of perfection. Next, you visit the town of Caibarien, which glows with whitewashed buildings.

Hop aboard an antique steam train to the quiet village of Remedios. Ready yourself for a classic adventure, traveling on a former Russian military vehicle through the wilds of Guanayara National Park. Follow your guide along the streets of Santa Clara to experience the city’s proud ties to the Cuban revolution, and the rebellious spirit that remains in the student youth. Visit a small printing house for a hands-on tutorial of the Cuban publishing trade. Enjoy the scenic drive to Havana, the capital of Cuba. Your private tour the following day takes you around the antique architecture of Old Havana.

Meet with a university professor for an in-depth view of American-Cuban relations before visiting a craft cooperative run by women, intent on teaching a new generation about the trade of traditional sewing. Discover the unique art of Havana, from the murals and sculptures of the Regla District to the artistry of trade at a mechanic’s workshop specializing in maintaining the classic cars of the city. Spend time on your final day strolling along the cobblestone streets of Old Town before your private transfer escorts you to Jose Marti International Airport for your flight home.

Starting Price

$4,300 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 71 reviews

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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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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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 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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Luxury Cuba Vacation Review: Havana, Ceinfuegos, Drive In Convertible American Classic, Dance & Music

Our travel planner was great in organizing the trip, I am glad we stayed 50% in hotels and rest in Casas. The bathrooms in Casa in Ceinfugeous was gloomy and had a smell - thank god it was only one night stay. Glad we stayed 4 nights in Havana instead of 3 since there was so much to see in Havana. Glad stayed in Ceinfugeous for one night only on way to pink flamingoes and water falls.The mob tour (which I wanted) was a slight dissappointment, I expected more than seeing lobbies of hotels related to mobs with just pictures. Unfortunately the night tour (nothing happens before 11 pm) would have been great if we were not so tired - we left the tour at 10:30 pm since we were sleepy.The tour guides (very knowledgeable) and drivers were awesome. organization was seamless. overall a good trip

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Cuba Vacation Review: Havana, Four-Day Trip

Our travel agent was phenomenal in planning my first trip to Havana, Cuba. She created a customized itinerary that included wonderful sights and experiences. I really enjoyed the Ernest Hemingway house very much. My guide and driver were very attentive and sweet. The vintage cars in Havana were so thrilling to see and hear. It is a car show every day and you can’t miss seeing 1940s and 1950s cars every time you go out. I loved it. Havana is a very safe place to visit and the architecture is amazing, even though it is decaying.

If you want to experience Cuba, contact our Zicasso travel partner and you will not be disappointed. Cuba is open to Americans and it is a real pleasure from start to finish.

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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