Cuba/United States
Cuba by Land and Sea: A Grand Voyage Around the Island
Aboard a yacht-inspired ship, immerse yourself in the vibrant culture of Cuba, discovering historic plazas, traditional music, remote harbors and distinct architecture in Old Havana.
Rating (4.84)
Program No. 21305RJ
14 days
Starts at
Getting There
See travel details and required documents

At a Glance

Cuba may be best known for the faded colonial splendor of Havana, but the island’s real story is told in its small villages and varied landscapes. On this remarkable voyage, explore Cuba by land and sea, discovering coastal towns, remote beaches and the lush, tropical interior. Gain a special perspective of the Cuban people, their culture, history and daily life. And learn why Christopher Columbus, upon first laying eyes on the northern coast of Cuba in 1492, said this is “the most beautiful land human eyes have ever seen.”
Activity Level
Moderate walking activities in a tropical climate. Streets in colonial districts are made of uneven cobblestone. Participants must be able to walk unassisted or opt out of the activities that involve a lot of walking. Many stairs at sites do not have railings.

Best of all, you'll ...

  • Experience remote regions of Cuba including the eastern cities of Holguin and Santiago.
  • Meet and talk with youth, farmers, dancers, entrepreneurs, and others who introduce you to the full spectrum of modern Cuban life.
  • Explore historic plazas of Old Havana, the Fine Arts museum and Hemingway’s Farm.

General Notes

Round-trip flight from Miami to Cuba is included. Questions about Cuba? Road Scholar is an authority on travel to Cuba. Read our FAQs about travel to Cuba. www.roadscholar.org/collections/cuba-travel-facts/faqs
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Matija Radic
Since his early childhood in a small Croatian coastal town of Opatija, Matija Radic had a fascination with languages growing up in a bilingual environment. With a BS from RIT’s College of Management and Technology with a focus on Hospitality, he was ready to share his love of the world with fellow travelers. Since 2009, Matija has led travelers throughout the Mediterranean and the Balkans as a representative and educator. His passion for culture and history is evident as soon as you meet him.
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Matija Radic
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