Cuba: A Cultural Immersion

January/February 2027

Trip Price: $5,995 per person, based on double occupancy

Experience the vibrant soul of Cuba on a nine-day journey that blends history, art, and personal connection. Explore three UNESCO World Heritage Sites—Old Havana, Cienfuegos, and Trinidad—each revealing a unique chapter in the island’s colonial and cultural story. Meet Cuba’s cuentapropistas—independent entrepreneurs, artists, and innovators—who are shaping the nation’s future from within. From the colorful mosaic streets of Fusterlandia to the lush tobacco fields of Viñales, every encounter offers authentic insight into Cuban life. Savor meals at privately owned paladares, and enjoy classic 1950s convertible rides through Havana.

Trip Highlights:

• Walk the cobbled streets of three UNESCO World Heritage Sites: Old Havana, Cienfuegos and Trinidad—each revealing a different layer of Cuba’s colonial and cultural legacy.
• Attend a private lecture on U.S.-Cuba relations to gain deeper understanding of the political and historical forces that still influence daily life. 
• Discover Havana’s artistic roots while visiting the colorful neighborhood of Fusterlandia, home of Jose Fuster—often called the “Picasso of the Caribbean.” 
• Enjoy meals at privately run paladares—privately owned restaurants—where local chefs serve up authentic Cuban dishes in intimate settings.
• Certification of participation in a pre-planned program of support for Cuban People travel under U.S. Department of the Treasury general license.