Discover Cuba by land or sea with our incredible Cuban tailor-made holidaysExperience everything from fine Cuban cigars to classic cars on a tailor-made Cuba holiday. Cruise around Havana in an old American car, explore historical sites from the Cuban Revolution and visit the resting place of Che Guevara. Head into stunning Cienfuegos, explore the cobbled streets of colonial Trinidad and visit the museums, churches and barracks of Santiago de Cuba. Land-lubbers can sample Cuban rum, explore tobacco plantations and visit a cigar factory in the beautiful Vinales Valley while water-lovers can spot colourful coral reefs on a catamaran cruise or spend a few days at sea exploring Cuba’s coast and the Cayman islands on a cruise ship. Browse our tailor-made Cuba itineraries below.