
Cuba Tours & Vacations
Magnificent, mysterious, dignified, and undefinable describes the essence of Cuba, where unexpected charm meets timeworn grandeur. From Spanish colonial facades to tropical jungle terrain, expansive tobacco plantations to the pulsing beats of rumba, Cuba carries the Caribbean with vintage cars and a lifestyle influenced by a unique history. Frozen in time and celebrated for coral reefs and white-washed beaches, the landscape and culture have inspired the imaginations of travelers and artists from around the world with remarkable depth and the beauty of an island paradise. Find inspiration for your custom trip with our sample itineraries and plan your trip alongside an expert Cuba travel specialist.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

7 Day Trip IdeaFrom $3,800
Best of Cuba Tour in Seven Days

8 Day Trip IdeaFrom $4,300
Immersive Cuba Tour: History, Culture, and People

8 Day Trip IdeaFrom $4,300
Move to the Music of Cuba: Salsa, Rumba, and Afro-Cuban Rhythms

8 Day Trip IdeaFrom $4,300
Cuban Culture and Heritage: Havana to the Bay of Pigs

9 Day Trip IdeaFrom $4,800
Heart & Soul of Cuba Tour: Discovering Its People and Culture

10 Day Trip IdeaFrom $5,300
Enchanting Sites & Sounds of Cuba Tour: From Colonial Towns to Salsa Rhythms
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

12 Day Trip IdeaFrom $6,400
An Immersive Cuban Tour to Havana, Vinales, Soroa & Trinidad

8 Day Trip IdeaFrom $4,300
Retracing the Steps of Cuban History: Havana & Cienfuegos Tour

8 Day Trip IdeaFrom $4,300
An 8-Day Tour of Havana, Varadero & Camaguey

8 Day Trip IdeaFrom $4,300
A People-to-People Tour of Cuba: A Journey Focused on Arts & Culture
Travel Tips for Your Cuba Trip
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Reviews of Zicasso's Cuba Tours & Vacations
Based on 78 verified traveler reviews.
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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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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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