What to Expect on InsightCuba’s Classic Cuba Tour

Nine days of music, art, culture, history, and natural beauty—with stops at four important points along the island—reward travelers on insightCuba’s Classic Cuba tour

Dance to music in the streets. Explore the sixteenth- and seventeenth-century buildings and cobblestone squares of Old Havana. Travel to Trinidad’s arts community by way of Cienfuegos, “the pearl of the South,” taking in the island’s magnificent sights along the way. Enjoy authentic Cuban meals in restaurants and paladares (privately owned, and usually cozy, dining options), including two of your choosing.  

Your insightCuba experience begins in Old Havana, where you’ll learn about the city’s architectural heritage and UNESCO designation. Meet with dancers, artists and actors, and get a taste of the Cuba Hemingway loved, with a stop at his favorite Daiquiri spot.

Terrazzo sidewalk and car in Havana Centro, Cuba

Your trip will likely include a visit to an authentic farmers market, where you’ll learn about local currency firsthand. Take in the breadth and beauty of Cemetery Colon, one of Cuba’s most-visited places. The children of internationally renowned touring group La Colmenita may perform for you, and you may learn about how Cuba became one of the world’s most literate nations.    

Playa Larga, Trinidad, and Cienfuegos hold further charms. Learn about art, architecture, and music from the people who know them best. You’ll visit with arts students, painters, musicians and performers of all types. Explore Trinidad’s streets full of colorful buildings. Witness the old-world majesty of Cienfuegos, and paradisiacal Playa Larga.  

Small group sizes mean cozy conversations and flourishing friendships. InsightCuba guests often tell us that we helped create their favorite travel memories. That’s because Cuba is our only destination, and we know it inside and out.

Our Classic Cuba tour is unhurried, yet filled with meaningful activity over just the right number of days. The experience will stay with you always.

See what the fuss is about. We invite you to download a brochure, or speak with one of our travel specialists now.

Text by Chelsea Lowe 
Photos by Robin Thom