
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 38 verified traveler reviews.
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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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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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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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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It was the best trip I have ever had, by far! Our guide and drivers were friendly, professional, and responsible… I actually felt like royalty!
We ate off of restaurant menus, not a “one for all.” Drinks of your choosing were always available at lunch and dinner. The small-group size was wonderful for encouraging friendships and allowing for flexibility. Everything was just perfect.
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