About insightCuba

InsightCuba has sent over 10,000 travelers to Cuba since its inception in 2000, making us the most experienced provider of licensed people-to-people Cuba travel in the industry.

The Leader in People-to-People Cuba Travel

InsightCuba is a non-profit travel organization specializing solely in legal people-to-people travel to Cuba for Americans. Its the only destination we offer, and it's the only thing we do. Simply said, we do Cuba better than anyone else.

InsightCuba has experience in Cuba that's unmatched in the travel industry. As pioneers in people-to-people travel to Cuba, we've successfully brought more than 10,000 Americans to this fascinating island country - making us the largest and most highly esteemed organization specializing in people-to-people travel to Cuba. Learn more about our history of legal travel to Cuba.

The exceptional travel experience we provide is built on 15 years of detailed research, comprehensive knowledge of Cuba, and our long established relationships there. We've extensively explored Cuba, and our connections and friendships in the country allow us to create unforgettable travel experiences and lifelong memories for our guests. With six Signature Cuba tours offered across more than 150 departure dates spanning the entire country, insightCuba offers the broadest selection of Cuba tours available.

Our Staff, Your Partner in Travel

We wouldn't be where we are today if it weren't for our staff, the folks responsible for meticulously crafting every aspect of our tours and ushering all 10,000 of our guests to Cuba. All of us here at insightCuba are as passionate about travel as you are – in fact, our wanderlust has led us collectively to over 100 countries. Some of our Travel Specialists spend on average two weeks annually on the ground in Cuba, joining tours and exploring the island's every nook and cranny to ensure that we offer the most authentic, meaningful and memorable experiences our guests could ask for.

Your Travel Dollars Make a Difference

When you choose to travel with insightCuba, you directly support the independent, not-for-profit work of our parent company, Cross-Cultural Solutions (CCS), a recognized leader in international volunteering. 

All of our profits are used to supplement volunteer travel programs for community development initiatives worldwide. More than 30,000 people have volunteered in CCS' programs since its inception in 1995. Your trip with insightCuba not only gives you a lifetime of memories, your travel makes it possible for volunteers to affordably travel to marginalized communities around the world.  There they help people help themselves, building bridges of cross-cultural understanding and cooperation.

Legal Travel to Cuba

Our specific people-to-people license was issued by the U.S. Department of the Treasury's, Office of Foreign Asset Control (OFAC). Pursuant to section 31 C.F.R. § 515.565(b)(2) of the Cuban Asset Control Regulations, this license allows any American who books a tour with insightCuba to travel to Cuba legally.

As a registered guest on one of our people-to-people tours, you will receive a copy of our OFAC issued license, and Letter of Authorization allowing you to travel to Cuba and re-enter the U.S. legally. InsightCuba handles all of the paperwork and requirements for your trip. Simply register for one of our Cuba tours and leave the rest to us.