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Cuba Tours

In the engaging company of our professional local guides, you’ll experience all the culture of the capital, and discover the rich architectural wealth of UNESCO World Heritage Sites like Old Havana, Cienfuegos and Trinidad. On the far eastern shores, we’ll immerse you in the vibrant Afro-Cuban traditions of Santiago de Cuba. We can even take you deep into Pinar del Rio province, the heart of Cuba’s famed Tobacco Country, and to smaller towns rarely visited by other Americans. And every where you go, you’ll engage with island residents who are eager to share insight into their daily lives at this momentous time in Cuba’s history.

Whether you're interested in exploring Cuba aboard a small ship or a behind the scenes tour of the streets of Havana, our complete lineup of programs will satisfy anyone in your party and allow you to experience real Cuba.

Our Cuba Tours have always complied with U.S. Government policies – even as these policies continue to evolve. Since we took our first American travelers to this island nation 17 years ago, our legal people-to-people journeys have consistently followed all OFAC regulations, allowing you to visit Cuba and all it has to offer.

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Cuba Inside Out

Cuba Inside Out

Score: 1

Small Group Tour

13 Traveler Reviews
9 Days
Starting at $6,599

Our original Cuba Tour deftly combines the Colonial gems of Havana, Trinidad + Cienfuegos with rarely-visited coastal communities. You’ll also discover the revolutionary history of Santa Clara and spend more time in the World Heritage ViƱales Valley. It’s a one-of-a-kind, all-inclusive journey featuring Cuba’s finest restaurants and expertly guided touring by land, water and train.