The Off the Beaten Track Tour of Eastern Cuba

What to expect on this itinerary
Eastern Cuba offers an escape to a different world. Your 12-day adventure takes you on a journey unique even to Cubans, in the distinctive, unfettered cities and towns along the country’s east coast. Rainforest drapes across the mountains. The indigo sea splashes against the secluded town of Baracoa. The gems of Santiago de Cuba rise out of the bustling streets of the second-largest street in the country. Immerse yourself in the true culture of the island, from the Taino tribes to the Cuban Revolutionary War, to discover the endless splendor both natural and manmade.
Customizable Itinerary
Holguin – City of Mystery
Holguin is filled with wonder and captivating ambiance. On May 3rd, an annual procession of pilgrims walks to the hilltop of Loma de la Cruz, climbing 458 steps to reach the peak at 984 feet above sea level. Enthusiastic cries from the large baseball stadium spill into the streets. Columbus landed on the coast in the 15th century and admired the white sand beaches. The city opens itself up to visitors without reservations, welcoming newcomers as if they were family. Your flight descends into Holguin Airport HOG.
Lush grass surrounds the edges of the runway. Your private transfer meets you at baggage claim and escorts you into the city. The tropical climate adds to Cuba’s luster. Palm fronds wave in the coastal breeze. The Church of Loma de la Cruz was erected in the 1950s and provides unfettered panoramic views of the city. The Spanish raised a cross on the hilltop in the late 18th century in the hopes of relieving a drought. The authentic Cuban city allows you to settle into its borders and experience the everyday life of the locals.
What's Included:
Holguin – Inside the Castro Family
Bayamo – Reimagining the Revolution
Bayamo – The Real Bayamo
Santiago – One and Only
Santiago – Uprooting Treasures
Baracoa – The Road to Baracoa
Baracoa – Picturing Rural Life
Baracoa – Soaking Up Baracoa
Havana – A Safari Village
Havana – A Living Museum
Havana – Sunrise to Sunset
Trip Highlights
- Visit El Cobre, Cuba’s only basilica and home to the saint known as the Black Madonna
- Explore the oldest home in Cuba at La Casa de Don Diego Velazquez, which dates back to the early 16th century
- Scour the landscape in search of water buffalo, zebra, and ostrich during an open-air jeep safari on Cayo Saetia
- Visit with artists at a professional art school for insight into Cuban pedagogy and local inspiration
- Enjoy a lazy riverboat ride down the Rio Tao near Baracoa
- Witness the stunning cascade of Salto Fino, one of the tallest waterfalls in the world
- Watch a student ballet performance while visiting a local ballet school
- Relish a delicious home-cooked meal prepared by a farmer on their property
- Tour one of Cuba’s famous cigar factories to watch seasoned experts hand roll the cigars
- Visit the childhood home of the Castro brothers, located at the foothills outside of Holguin
Detailed Description
Legend says that when Columbus arrived on Cuba’s east coast, he proclaimed it the most beautiful place he had ever seen. The aromas of coconut and pineapple blend into the salty sea breeze. Colonial buildings tell a history of Spanish settlement. An archeological museum highlights the Aboriginal life and the first Cuban rebel leader. The Castro brothers’ childhood home stands in a small village. Classic cars and exciting music drift along the streets. Your custom tailored tour takes you to a part of Cuba where local life thrives without the hindrance of overwhelming outside forces.
Your adventure begins with your arrival in the city of Holguin. Your private transfer meets you at the airport and escorts you into the city center to experience the birthplace of Cuban music. On the following day, you venture to the town of Biran to visit the childhood home of the Castro brothers. When you return to the city, you explore the distinctive architecture and Afro-Cuban culture rich with art, music, and spirit. You can also take in a performance of the local ballet school. Next, your private transfer escorts you to the city of Bayamo, founded in 1513. Meet with students at a local art school for insight into the Cuban identity.
After dinner, you make your way to Casa de la Trova to hear the long-lasting traditions of Cuban music. Venture to a small town outside of Bayamo to meet with a community project helping low-income children with workshops, art classes, and dance lessons. Upon your return to Bayamo, you can have the day at leisure to enjoy the city. Visit the wax museum or the local artisan market. You travel to Santiago de Cuba stopping en route at El Cobre for a tour of Cuba’s only basilica. Once in Santiago, you have a guided tour of El Morro Fort and its maze-like interior. Start the day with a visit to the Moncada Barracks before visiting the oldest house in Cuba. Your guide leads you on an expansive tour of Cuba’s second largest city.
Afterward, you make your way along the Farola Highway for a scenic drive to the indigo coast of Baracoa. Bicycle taxis cruise through the street and the bordering mountains turn the town into a secluded paradise. You venture into Duaba National Park to visit local farming families. Delight in a hike through the rainforest. In the evening, the farmer cooks a large feast to celebrate your company. Follow in the footsteps of Columbus and visit the local church. Enjoy a view of the landscape from the Castillo before you visit the remarkable exhibits at the archeological museum and spend time cruising down the Rio Tao.
You visit Cayo Saetia for a unique Cuban Safari en route to Holguin. Upon your arrival at Holguin airport, you fly to Havana for two nights to enjoy the endless vivacity of the capital city. The following day takes you on a grand tour of Old Havana and the surrounding neighborhoods. Discover the rich historic architecture and stunning museums. Visit a local cigar factory and take in a cabaret show. Enjoy the bustling neighborhoods along the Malecón. On your final day, your private transfer meets you at the hotel and escorts you to Jose Marti International Airport to check-in to your flight home.
Consider browsing our other Cuba itineraries by clicking this link, and gain further inspiration to perfect your Cuba vacation of a lifetime.
Starting Price
$6,400 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.
Verified Traveler Reviews
Based on 23 reviews
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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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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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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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 is a fascinating country. Zicasso's travel agent was honest and “real” from beginning to end. Having both an amazing tour guide and driver truly made the trip even better. We had a few hiccups that the tour guide, along with our agent, took care of immediately.
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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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