Cuba
From colonial Old Havana to lush landscapes, explore the best of Cuba before rapid transformation leaves the nation forever changed. Road Scholar is proud to be the largest not-for-profit provider of learning adventures in Cuba. Explore with the experts on these Cuba adventures! Don't see the dates you want? Chat or give us a call, because we offer departures every week.
For the latest updates on our Cuba programs, and any questions about Cuba, check out our Cuba Travel Guide.
Road Scholar offers opportunities to travel legally to Cuba under the current 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. Each day's program promotes independence for the Cuban people and results in meaningful interactions with the Cuban people.
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Experience Authentic Cuba Tours for Seniors
Rediscover the art of adventure in Cuba. At Road Scholar, our Cuba tours invite you to discover the people of Cuba, immerse you in the rhythm of Havana’s lively streets, the lush landscapes of Viñales Valley and the vibrant culture of this island nation. From charming colonial towns to the countryside’s timeless beauty, our Cuban tours are crafted for seasoned travelers curious about experiencing culture close up. As more older adults embrace the freedom of travel, Cuba’s warmth, history and spirit reward those ready to explore at their own pace.
Discover the Best Cuban Tours and Cultural Experiences
Experience Cuba through our immersive Cuba educational tours that bring the island’s vibrant culture to life. Whether you’re drawn to the history, nature or irresistible rhythm of the island, our Cuba excursions show you why Cuba is one of the most popular travel destinations.
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Explore the heart of Havana: Step back in time on one of our Cuba guided tours and explore the capital city of Havana, known for its classic architecture, colorful neighborhoods and cobblestone streets alive with vintage cars and music.
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Step into history: Visit one of the several UNESCO World Heritage Sites in Cuba, such as Old Havana, Trinidad and Viñales Valley, which tell the story of Cuba’s rich past.
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Savor authentic flavors: Embrace the opportunity to savor delicious cuisine that draws on local flavors like lechon asado and ropa vieja, remembering that one of the best ways to understand the soul of a nation is through its ingredients.
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Connect with locals: Meet artists, musicians and craftspeople who share in the island’s creative spirit at cultural institutions like Fábrica de Arte Cubano (FAC) and the National Museum of Fine Arts.
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Embrace the rhythm: Engage in watching lively street performances that capture the essence and rhythm of Cuban life. Learn salsa steps and discover traditional Cuban dances, like the fast-paced Mambo, captivating Cha-Cha-Cha or the Afro-Cuban Rumba.
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Experience natural beauty: Go beyond Cuba’s cities and explore its lush landscapes featuring pristine beaches, scenic countryside trails and rich valleys.
Relaxed Cuba Excursions for Every Interest
Cuba offers something for every type of traveler, whether you’re a history buff looking to catch a glimpse into the past or an art lover looking to explore vibrant local galleries. At Road Scholar, our thoughtfully paced Cuba excursions allow you to explore the island’s treasures from its pristine shores to its vibrant culture at a comfortable pace without feeling rushed.
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Scenic city strolls: Take guided walking tours through cities like Havana and Trinidad at a comfortable pace, pausing at quaint cafés, stopping to enjoy music and taking a moment to marvel at well-preserved colonial architecture.
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Cultural workshops: Join small group classes that offer an immersive Cuban experience, such as a dance class or a lecture on Cuban architecture from a city planner.
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Countryside drives: Sit back and take in the views on a relaxing trip through the Viñales Valley or along the southern coast, with plenty of time to stop for photos and spirited conversation.
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Beach retreats: Soak up the sun on some of the world’s most pristine beaches, where white sands, gentle waves and tropical breezes set the scene for total relaxation.
Cuba Small Group Tours with Expert Guides
When exploring Cuba on one of our Central America tours or Caribbean tours, you’ll join a small group that lets you experience Cuba on a more personal level. On our Cuba small group tours, you’ll appreciate deeper insights, smoother logistics and more meaningful connections, with fewer travelers and a knowledgeable local guide. Explore hidden corners of Havana or visit family-run farms while learning about daily life from those who live it. The expertise our guides bring turns every stop into a story, offering deep insights, rich context and access to places many visitors rarely see.
What to Expect on Cuba Guided Tours
At Road Scholar, our Cuba tours combine cultural discovery with comfort and local expertise, giving you a complete and enjoyable experience from start to finish. Expect thoughtfully planned itineraries that balance sightseeing with free time, so you can explore at your own pace. You’ll join a cohort of like-minded travelers, each of you interested in learning more about the world, encouraging spirited conversations that forge lasting connections beyond your journey. From solo-only tours to small group excursions, our team manages all the logistics such as travel, accommodations and activities, allowing you to experience the authenticity of Cuba with ease and confidence.
Start Your Cuban Adventure Today
Ready to discover what makes Cuba so special? Join one of our Cuban tours to learn about Cuba’s colorful history by exploring Havana’s historic streets with its rich and diverse architecture, or wandering through the lush tobacco fields of Viñales Valley. Our expert guides are eager to share the beauty and culture of this captivating island nation with you.