Part of our new Travel with Confidence Plus Collection, this trip features a smaller group size, private transportation, en-suite bathrooms, and a discounted rate for My Own Room. Explore a side of Cuba that few rarely get to experience on this nine-day adventure. Cruise Havana’s history-infused streets in a classic car and stroll along Trinidad’s cobblestone avenues to the rhythms of music floating from open windows. Tour a tobacco plantation for a taste of iconic Cuban culture and luxuriate in the view of the island’s rolling western hills. Travel by private air-conditioned vehicle is well-paced, so you're refreshed and ready to explore the island’s vibrant culture and tropical breezes.