Private Cuba Tours

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The Best in Private Group and Family Travel to Cuba
Cuba Friends & Family

Don’t spend hours stressing over every detail. Let insightCuba help you plan your next family vacation – We’ll plan a vacation everyone will love, and you can simply enjoy the experience and precious time spent with your loved ones or group of friends.

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Cuba Professional Association

Whether you choose one of our six Signature Cuba tours or customize your own, we’ll ensure that your group receives superior programming, seamless service, and an experience your guests will talk about for years.

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Cuba White Label

Thinking about adding Cuba to your porfolio of destinations or looking to grow your current business? Let insightCuba’s 17+ years of on the ground expertise and established relationships help!

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Our Group Travel Value


You’ll be working with a team of experts who have traveled extensively on the island, personally led numerous tours to every province in Cuba, and know how to create a trip that your group will reminisce about for years. Our knowledge of Cuba and the relationships we’ve cultivated for more than 17 years ensure unique access to people and places the average tourist rarely sees.


You’ll have peace of mind knowing our dedicated and expert team will be with you from the first time you contact us until the moment you return home. In Cuba, an insightCuba tour leader and a Cuban guide will provide highly personal guidance, and our U.S.-based travel specialist team will make sure your trip goes smoothly. 


Many associations and organizations use their trips as a way to raise funds to support their work. It’s an all-around win: Your organization provides a unique member benefit and generates funding for the organization, and everyone gets to discover Cuba! Our Private Group travel team will work with you on how to accomplish all of your goals.


InsightCuba is your partner in providing your group with a travel experience they will talk about for years to come. Simply leave the details to us.

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  1. IN THE NEWS: @CNTraveler names #insightCuba Top Cuba Travel Specialist for the third consecutive year! We can't wai…
  2. New Cuba Regulations Usher A New Era on American Travel To The Island:
  3. If you like the luxurious #cruise lifestyle and #Cuba is on your bucket list, we've got the perfect tour for you:
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TRAVEL UPDATE: New regulations usher in new era of legal travel to Cuba. All insightCuba trips are fully compliant with new regulations.