Transportation in Cuba is the system of railways, roads, airports, waterways, ports and harbours in Cuba:

Cuba built the first railway system in the Spanish empire, before the 1848 start in the Iberian peninsula. While the rail infrastructure dates from colonial and early republican times, passenger service along the principal Havana to Santiago corridor is increasingly reliable and popular with tourists who can purchase tickets in Cuban convertible pesos. As with most public transport in Cuba, many of the vehicles used are second hand.

With the order of 12 new Chinese locomotives in 2006, built specifically for Cuban Railways at China Northern Locomotives and Rolling Stock Works, services have been improving in reliability. Those benefiting the most are long-distance freight services with the French train Havana-Santiago being the only passenger train using one of the new Chinese locomotives regularly.

In 2019, the Cuban railways received the first delivery of new Chinese-built coaches, and new services with these began in July 2019.

Metro systems are not present in the island, although a suburban rail network exists in Havana. Urban tramways were in operation between 1858 and 1954, initially as horse-drawn systems. In the early 20th century electric trolley or storage battery powered tramways were introduced in seven cities. Of these overhead wire systems were adopted in Havana, Guanabacoa, Matanzas, Cienfuegos, Camagüey and Santiago de Cuba.

The total length of Cuba's highways is 60,858 km, including

Expressways (autopistas) include:

Older roads include the Carretera Central, and the Via Blanca from Havana to Matanzas.