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All-Inclusive Cuba by Small Ship

Our circumnavigation cruise uniquely features extended overnight stays in Cuba’s most important ports of Havana, Trinidad and Santiago de Cuba. And with our enriching people-to-people engagement and a complete shore excursion program, you’ll experience more of the island’s life and culture.

15 Days

Starting at $9,699

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Undiscovered Cuba

  (3 Traveler Reviews)

Genuine up-close engagement with Cuba’s people, culture and history distinguish this in-depth journey. In the company of our experienced Trip Leader and native Cuban Guide, our exclusive cross-island journey form Havana all the way to historic Baracoa and vibrant Santiago de Cuba uniquely includes smaller towns rarely visited by other Americans.

12 Days

Starting at $5,895

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Classic Cuba

  (6 Traveler Reviews)

Our experienced North American Trip Leader and native Cuban Guide will take you behind the scenes in Havana - introducing you to artists, professionals and other residents eager to share insight into their lives. Then spend two nights in lovely Cienfuegos and discover the Colonial landmarks of Trinidad, two outstanding World Heritage Sites with a wealth of art and culture.

8 Days

Starting at $4,695

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Legendary Cuba

  (4 Traveler Reviews)

Our experienced Trip Leader and engaging Cuban Guide are at your side to enrich this journey from historic Old Havana to the scenic province of Pinar del Río and the majestic Viñales Valley. Along the way, you’ll meet with residents from all walks of life - gaining deep insight into Cuba’s enduring cultural traditions and the vast changes sweeping this island nation.

7 Days

Starting at $4,195

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Vintage Cuba

  (1 Traveler Reviews)

From some of the island’s most historic towns to Old Havana, our original itinerary showcases Cuba’s rich and historic heritage. And with our exclusive insider’s access and unique people-to-people activities, you’ll gain a deeper understanding and appreciation for Cuban life and culture.

6 Days

Starting at $3,895

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Cuba As you Like it

With your own vintage American car and driver, our stylish Private Stay in Havana is just one example of a Custom Journey that we could design just for you. And wherever you go in Cuba, your sightseeing and people-to-people experiences will be enhanced by our Cuban guides. Drawn from academia, the arts, natural sciences, sports and other fields, our engaging professionals will draw you deeper into the life, stories and history of their native land.

5 Days

Starting at $4,699

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Weekend in Havana

  (5 Traveler Reviews)

Join our experienced Trip Leader and in-the-know Cuban Guide for this activity-filled sojourn in Havana. In their engaging company, you’ll discover the Colonial landmarks of Old Havana and meet with residents from a variety of backgrounds – including journalism and the arts. Experience the sights and sounds of the vibrant capital with us, and return home with a deep appreciation and understanding of Cuban life and culture.

4 Days

Starting at $3,095

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