Tom Popper


Tom believes that traveling touches a special place in each of us. The thrill of discovery can be found in a new destination or the exploration of a different culture, but most of all, it’s the people who truly make a destination special and keep us traveling. The interactions with those people are what create the memories we cherish forever. 

A quintessential voyager, Tom’s traveled to more than fifty countries in five continents and has been to Cuba at least that many times.

After insightCuba's founding in 2000, Tom became its president in 2002. “Cuba is an easy place to fall in love with. It has an incredible rhythm and warmth that is accessible and approachable-- it leaves you wanting more.” says Tom about a country he easily calls his second home. Under his leadership, insightCuba became the largest and most innovative provider of legal travel to Cuba. 

As a leading expert in U.S.-Cuba policy and travel to Cuba, Tom has been interviewed by hundreds of newspapers and travel magazines including the New York Times, Miami Herald, Los Angeles Times, Washington Post, Conde Nast Traveler, The New Yorker, National Geographic, and more. He's also a contributor on CNN, ABC, CBS, MSNBC, and National Public Radio. Additionally, Tom and insightCuba have been awarded Conde Nast Traveler's Top Cuba Travel Specialist the past 5 years in a row.