Take a journey of a lifetime and discover Cuba! Its people, rich history and vibrant culture offer you a once-in-a-lifetime journey. Since 1998, Cross Cultural Journeys has offered legal People-to-People experiences in Cuba. During this time we have built meaningful relationships with local organizations, NGOs (non-governmental organizations) artists, musicians, entrepreneurs, doctors, architects and everyday citizens. We draw upon these relationships to make your trip extraordinary.



Havana, Santa Clara, Remedios and Cienfuegos



Join  Cross Cultural Journeys, Journey Leader and former US diplomat in Cuba, Charles “Chip” Barclay on an exciting learning journey in support of the Cuban people. Meet the Cuban artists in the charming colonial town of Cienfuegos, and spend time with well known, and also up-and-coming, contemporary artists in their studios in Remedios.

Full itinerary

Cuba and US flags

Cuba 5-day Escapes

Choose your dates of a 5 day adventure

Experience a private long weekend on one of our 5 day-trips to Havana; or the French Colonial town of Cienfuegos and Caribbean Trinidad.

4-10 travelers

5 Days to Havana or The Caribbean Coast


Roger GlennWS

Roots Music with Roger Glenn
Havana Jazz Festival

Stay tuned for new dates!

A musical immersion with one of our best! Join Roger Glenn and friends for a weeklong deep dive into the roots of Cuban music during the Havana Jazz Festival.

Private Journeys 

Choose your dates!

Come anytime on a Cultural Exchange and build your own Cuban adventure.

Private Cuba

Our Team is Here to Help

Call: (800) 353-2276

 321 High School Rd, Suite D3, Box 353, Bainbridge Island, WA 98110