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Choose Your All-Inclusive Cuba Adventure

10 unique educational Cuba trips for age 50+

  • All-Inclusive 7 – 15 night Cuba adventures and cruises
  • Expert-led lectures and field trips with comfortable lodgings and meals
  • Free round-trip airfare from Miami or NYC

Multiple Departures Every Month!

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Road Scholar's All-Inclusive Cuba Adventures

When it comes to travel to Cuba, we are the experts. No organization has brought more Americans there than Road Scholar. We’re based in the United States and have deep connections in the cities and rural villages throughout the island. Each of our programs complies with U.S. government regulations and promotes independence for the people of Cuba.


Road Scholar's Trips to Cuba Include:

  • All lodgings & most meals
  • Expert-led lectures & field trips
  • Hands-on experiences & performances
  • All gratuities
  • Road Scholar Assurance Plan

Road Scholars Report

Cuba Today: Havana and Viñales

“This was a life-changing experience. The days were packed with exactly what the program promised. The Cuban people are loving and welcoming of the attention of American people. This opportunity is a two way street for human kindness and understanding.”
Linda from St. Augustine, Florida
Road Scholar Class of 2009
Cuba Charter Quote 1


Experience Meaningful Interactions With Cuban People

  • Enjoy a performance from a private Cuban dance company and meet with the dancers to discuss and support their craft.
  • Savor Cuban cuisine at one of Cuba’s popular new Paladares, or privately owned and operated restaurants, to learn how Cuban enterprise is shaping the country.
  • Meet musicians, artists, students, farmers, teachers, workers and the new rising entrepreneurs as they teach you about their lives.
  • Visit a family-owned and operated ranch to learn about the roles on the ranch and enjoy a traditional meal.

More Ways to Visit Cuba:

Private Group

Looking for a fun, enriching and bonding experience for your group? Road Scholar’s All-Inclusive Private Group Cuba Charters are an ideal way to bring a community together — for reunions, annual gatherings or special occasions.

Cuba Intergen Spoke Quote 1

For Grandkids

Grandparent & Family Cuba Trips. Road Scholar’s Cuba family vacations are designed for grandparents, their children and grandchildren (ages 12-18).

Why go with Road Scholar?

The Value

Everything is included - expert instruction, admission fees, most meals, accommodations, port taxes, gratuities, and more! We even add extra nights on land before and after most ship voyages.

  • Expert lectures

  • Pre- and post-voyage nights

  • Behind-the-scenes experiences

  • Meals, lodging, taxes & tips


The Experience

At Road Scholar, we develop learning adventures for those who want a depth of perspective not found on standard travel excursions. Working with expert faculty, we create one-of-a-kind experiences - rich, multifaceted investigations into every topic and destination.


The Faculty

If we’re lucky, we can all remember at least one from our school days. The teacher who made learning a sport. The teacher who opened a new door on the world. The teacher who introduced us to a passionate interest we never saw coming. That’s how we choose the members of our Road Scholar faculty—for the depth of their knowledge about a destination or subject and for their ability to captivate us while communicating that knowledge.


The Community

We call the lifelong learners who participate in our adventures Road Scholars because they are as fun and as stimulating as our learning adventures. Road Scholars are a diverse group of lifelong learners. They are solo travelers, couples, partners, or friends. They are retirees and busy professionals. They are farmers and urbanites. Intellectuals and adventurers. And together, they form a dynamic cohort that enriches every learning experience.


Road Scholar offers opportunities to travel legally to Cuba under the new OFAC Regulations published June 5, 2019. Following the General License category “Support for the Cuban People,” Road Scholar programs include activities intended to strengthen civil society in Cuba.

Road Scholar has been leading global educational adventures for over 40 years.

Our programs are all-inclusive educational adventures, not superficial tours. When you explore with us, you’ll have a deep, thought-provoking experience delivered by faculty experts on site. We take care of every detail, so you can focus on your interactions with the local Cuban people. Lodgings, meals, transportation, travel assistance and gratuities — we include everything in the price of our programs.

Road Scholar educational adventures are created by Elderhostel, the not-for-profit world leader in educational travel since 1975.

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