12-day Itinerary, Cuba: A Bridge Between Cultures
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12-day Itinerary, Cuba: A Bridge Between Cultures
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Reservations can only be made through Grand Circle Foundation:
9:00 am–8:00 pm (EST)
9:00 am–7:00 pm (EST)

Additional details about this program are hosted on the Overseas Adventure Travel website.

Learn more:

Basic included features:

  • A full schedule of People-to-People exchange meetings
  • Roundtrip airfare from Miami
  • All accommodations: 1 night in Miami, 5 nights in Havana, 2 nights in Cienfuegos, and 3 nights in Trinidad
  • 24 meals: 10 breakfasts, 5 lunches, and 9 dinners 
  • Services of an English-speaking Cuban Trip Leader and a Foundation representative from the U.S.
  • Transportation aboard a private, air-conditioned motorcoach
  • Cultural discoveries, including discussions with locals, museum visits, musical performances, and many more
Cuba: A Bridge Between Cultures

Havana - Trinidad - Cienfuegos
12 Days from $3995

Join Grand Circle Foundation in our mission to break down the cultural barriers between Cuba and the U.S.—at a pivotal moment in history for the people of Cuba, who are in the midst of major government reforms.

We will center our journey around three Cuban cities: the bustling capital of Havana (5 nights), including both 3 nights in the historic Old Town and 2 nights in the vibrant, downtown Vedado neighborhood; the harbor town of Cienfuegos (2 nights), and the colonial gem of Trinidad (3 nights). Throughout our journey, we will focus on meaningful cultural exchange with the people of Cuba—who you'll find to be warm, welcoming, and eager to interact with Americans. It's a rare, authentic view of daily life in Cuba today.

Program Overview

You will be responsible for making your own travel arrangements to Miami, where our group meets for one overnight before flying together to Havana the next day.

We will center our People-to-People visits in these three Cuban cities. More details about this program's itinerary and departure dates are hosted on the Overseas Adventure Travel website. However, please note that this is a representative itinerary, and that features are subject to change as availability is controlled by the Cuban government.

Truly unique among Caribbean cities, Havana is a beauty with personality.

Havana (5 nights): In spite of pockets of faded glamor, Havana remains one of the most exciting and vibrant cities in the Caribbean. Founded early in the 16th century by Spanish conquistadores, today's Havana is a sprawling metropolis of more than two million residents. Three of the city's popular boroughs—Centro Habana, Vedado, and Habana Vieja—radiate from the Malecon, Havana's famous oceanfront promenade. Centro Habana is a densely-packed residential area whose lively streets pulse with the rhythms of daily Cuban life. The city's cultural heart, Vedado, is a more upscale district of restored colonial charm situated not far from the Plaza de la Revolucion, the vast city square that has witnessed so much Cuban history.

But it's in Habana Vieja—Old Havana—where the city's sense of the past is brought most vividly to life. In many ways a time capsule of the 1950s, Old Havana is home to meticulously-restored colonial buildings, cobblestone squares, historic plazas, cafés, and restaurants. Both a mecca for travelers and a vibrant local neighborhood, strains of salsa music spill out onto Habana Vieja's narrow streets that teem with vintage American cars and horse-drawn carriages. The colonial core and fortifications of Habana Vieja were designated a UNESCO World Heritage Site in 1982.

Cienfuegos (2 nights): Known as La Perla del Sud ("the Pearl of the South") for its gleaming harbor area and dignified ambiance, Cienfuegos is celebrated by UNESCO as a premiere example of 19th-century Latin American urban planning. Its prime location on Cuba's southern Caribbean coast is both stunning and strategic, as the seaport here is central to the country's sugar, coffee, and tobacco trades. We'll experience the city's beauty through the eyes of the artists who call it home, and they will learn firsthand about the openness, kindness, and curiosity of the American people.

Trinidad (3 nights): Also a UNESCO World Heritage Site, Trinidad is a colonial gem that recalls life in Cuba's 19th-century glory days. While the historic center is only a few square blocks in size, it boasts some of Cuba's most beautiful architecture—including cobbled streets, pastel-colored houses, charming plazas, and old palaces. It is also the gateway to the Valley of the Sugar Mills, home to some 70 historic mill structures and an enduring reminder of the importance of sugar to Cuba's economy. In Trinidad, we'll meet local craftspeople as well as budding entrepreneurs, and share our ideas and experiences with them.

Reservations can only be made through Grand Circle Foundation:
(toll-free) 1-855-423-3443

9:00 am–8:00 pm (EST)
9:00 am–7:00 pm (EST)

More details about this program are hosted on the
Overseas Adventure Travel website.
Click here to learn more.