With our insider’s access, our professional Cuban guides will immerse you more deeply in the life and culture of the cities and towns they know so well. Our two Original Journeys by land feature unique itineraries and exclusive cultural experiences you won’t find anywhere else.

Or cruise around Cuba by Small Ship and SAVE up to 50%. Sailing roundtrip from Miami this spring, our four circumnavigation cruises include an open bar, fine shipboard meals with free-flowing wines, shoreside dining in wonderful privately owned paladares, all shore excursions, onboard discussions with Cuba experts, and all gratuities!


>> Cuba, Inside Out – Save $1000 per couple | Pay in full at booking 
Combining the Colonial gems of Havana, Trinidad and Cienfuegos with historic Santa Clara and the lovely Viñales Valley, our original all-inclusive tour for never more than 16 guests features fine dining and expertly guided touring by land, water and train.

>> Undiscovered Cuba – Save $1000 per couple | Pay in full at booking 
Our exclusive journey takes you all across the island from Havana to Santiago de Cuba, exploring smaller towns rarely visited by other Americans.

>> March 1 – Around Cuba by Small Ship – 15 Days – Save up to 50% 
This exclusive Around-the-Island Cuba Cruise uniquely features extended overnight stays in the island’s most important ports - Havana, Trinidad, Cienfuegos and Santiago de Cuba. With our insider access and outstanding Cuban guides, you’ll experience more of the island’s life and culture.

>> March 15 – Around Cuba by Small Ship with Key West  – Save up to 50% 
This 15-day Around-Cuba cruise begins with Key West and Havana and continues with extended overnight stays in Trinidad, Cienfuegos and Santiago de Cuba.

>> March 29 – Around Cuba by Small Ship – 15 Days  – Save up to 50% 
This sailing around Cuba also features extended overnight stays in Havana, Trinidad, Cienfuegos and Santiago de Cuba.

>> April 15 – Around Cuba by Small Ship – 14 Days  – Save up to 50% 
This cruise includes Key West and overnight stays in Havana and Santiago de Cuba. And with our fine Cuban guides, you’ll also explore the must-see Colonial towns of Trinidad and Cienfuegos.
Exclusively on this April sailing: Enjoy a FREE 1-category cabin upgrade - subject to availability..