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The Leader in Small Groups on the Road Less Traveled
Never more than 10-16 travelers—guaranteed!

2017 Cuba: A Bridge Between Cultures

88% Traveler Excellence Rating Read reviews

12 Days from only $4595 including international airfare from Miami

Havana • Cienfuegos • Trinidad

Courtesy Diego Vivanco
Havana Bikes

In Havana, more than just the cars are vintage. Learn how locals rely on (and strive to maintain) their 1950s bicycles.

Courtesy of David Conover & Paul Villanova
Travelogue: Havana, Cuba 1931

See what life in Havana was like before the Batista regime in this 16mm film footage from 1931

Courtesy Paul Wegschaider
Cuba - Lost in Time

Let the rhythms of Cuba captivate you in this music-driven video, highlighting everyday scenes from across the island.

Courtesy of David Conover and Compass Light Productions
Malpaso: A Cuban Dance Project

Meet the members of a Cuban dance company.

Courtesy of Peter Wisdom and Ian Cross
Planet Food: Cuba

Explore Cuba like a local, finding traces of European and African influences at every corner.

including international airfare from Miami
12 DAYS FROM $4595 Land Adventure Only

Cuba at the Crossroads
See how the culture is adapting to transition. Discover more


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Beat the Crowds to Cuba
Visit this country on the brink of extraordinary change in 2017

Trip Leaders

No matter where you venture with O.A.T., you'll be accompanied by a local Trip Leader. Each of these individuals is fluent in English and possesses the skills, certification, and experience necessary to ensure an enriching adventure. What's more, our Trip Leaders will help connect you with the local people and provide the kind of firsthand knowledge and insight that make local history, culture, and traditions come alive. Check out a couple of our Trip Leaders who lead this adventure below—and get a glimpse into their lives.

Milagros "Millie" Herrero

Havana, Cuba

My childhood was very special for me, mainly because I had my parents close to me, even when we did not have a place of our own to live. My mother was a teacher and my father was in the army— ...

Get To Know Milagros

Raul Izquierdo

Santiago de Cuba

Life was relatively easy for me as a kid growing up in Santiago, as Cuba’s economy was still sponsored by the Soviet Union. Even though my parents had good jobs in Havana, I was very well tak ...

Get To Know Raul

Click below to read our Travel Planning Guide on Cuba: A Bridge Between Cultures

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