Cuba: A Cultural Immersion

Savor the rhythm, color, and complexity of Cuba on a nine-day cultural immersion that stays six nights in historic Havana and two nights in the UNESCO-inscribed colonial town of Trinidad. Walk cobbled streets lined with pastel façades, talk with independent entrepreneurs shaping Cuba’s future, and explore World Heritage cities that reveal the layers of colonial, revolutionary, and contemporary life. Along the way, visit tobacco farms and artists’ barrios, dine in intimate paladares, and cap your journey with a ride in a classic 1950s convertible.

Tour Highlights

Stroll the cobbled streets of three UNESCO World Heritage Sites – Old Havana, Cienfuegos, and Trinidad – each revealing a different facet of Cuba’s colonial and cultural legacy.
Meet cuentapropistas, Cuba’s independent entrepreneurs, and see how artisans, small business owners, and creatives are building new opportunities from within.
Attend a private lecture on U.S.–Cuba relations for deeper context on the political and historical forces that still shape everyday life.
Explore Havana’s artistic roots in the colorful neighborhood of Fusterlandia, home of renowned Cuban artist José Rodríguez Fuster, often called the “Picasso of the Caribbean.”
Visit a tobacco farm in Viñales, where a local family guides you through the full process of planting, curing, and drying tobacco leaves.
Savor meals at privately run paladares – intimate, family-owned restaurants where local chefs serve authentic Cuban dishes.
Cruise through Havana in a classic 1950s convertible, a festive finale to your time celebrating Cuban culture, music, and heritage.

Itinerary at a Glance

Day 1: Depart from home
Day 2: Havana, Cuba
Day 3: Havana • Trinidad, Cuba
Day 4: Trinidad, Cuba
Day 5: Trinidad • Havana, Cuba
Day 6: Havana, Cuba
Day 7: Havana • Vinales, Cuba
Day 8: Havana, Cuba
Day 9: Depart for home

Operator
Orbridge