January

15

January

22

Central America and the Caribbean

Cuba & Its People

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About the Trip

Experience Cuba through meaningful, people-centered encounters on this immersive seven-night journey based in Havana. Engage with local entrepreneurs, artists and community leaders while exploring historic neighborhoods, cultural landmarks and gain deeper insight through expert-led discussions — all while enjoying first-class accommodations, inclusive dining and seamless travel designed for a small group.

Highlights:

  • Connect with Cuban entrepreneurs, artists and community leaders through daily people-to-people exchanges.
  • Explore Old Havana, Matanzas, museums, markets and Hemingway’s former home with expert guides.
  • Enjoy immersive cultural experiences including salsa lessons and a classic American convertible ride.
  • Stay seven nights at a privately owned boutique hotel with inclusive dining and enrichment by local experts.
Itinerary
  • Day 1: Depart Gateway City / Miami, Florida / Havana, Cuba
  • Day 2-4: Havana
  • Day 5: Havana / Matanzas
  • Day 6: Havana
  • Day 7: Havana / Rural Cuba
  • Day 8: Depart for Miami, Florida / Return to Gateway City
Date
January 15 – 22, 2027
Region
Central America and the Caribbean
Hiker
Activity Level
Moderate
Price
From $5,795 per person, including airfare 
Tour Operator