
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 112 verified traveler reviews.
Zicasso’s travel specialist arranged a wonderful week for us in Havana and Trinidad, Cuba. Our expert guide and driver accommodated all our wishes to see and learn about the history, architecture, music, food, and more in this richly cultured and scenic country.
My husband and I are experienced travelers, but also older adults, and we greatly appreciated the kindness and consideration they afforded us in making our trip both exciting and trouble-free.
We loved talking freely and having fun with our guide as she shared her culture and favorite nooks, crannies, and foods with us. We met many wonderful people in the streets, in restaurants, and at venues, and felt as if we were welcomed and could give back a little to this beautiful, if at times fraught, country.
The hotels we stayed in, especially our boutique hotel in Havana, were lovely and luxurious places to return to after active days of touring. I enthusiastically recommend this travel company to anyone wishing to visit this unique country.
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It was one of the best trips we have taken. Organization was excellent and the team on the ground in Cuba was amazing.
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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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The trip was very well organized by Zicasso's travel specialist. Our guide was very educated, courteous, knowledgeable, and professional. The driver was very skillful, polite, and courteous.
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I am very thankful to have worked with Zicasso’s travel specialist. She asked me what we would like to do and perfectly tailored our trip to our tastes. From the moment we landed, we felt secure and well cared for. I would work with her for future trips and I will recommend her to others.
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Zicasso’s travel specialist and the team in Cuba were incredible! Every detail, every meal, and every excursion was expertly curated and exceeded our expectations. It was one of the best family trips to date. We were traveling with 18- and 21-year-old daughters, and everyone loved it!
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