Cuba is a country that has been shrouded in mystery ever since the United States government banned travel for Americans there in 1962. Since then, Americans haven’t been able to explore the country, unless they had explicit permission from their government – or went in via Canada.
In Cuba, picking up hitchhikers is mandatory by government vehicles, if passenger space is available. Hitchhiking is encouraged, as there are few cars, and designated hitchhiking spots are used. Waiting riders are picked up on a first come first go basis.
Source: http://hitchhikershandbook.com/2014/08/22/hitchhiking-in-cuba-illegal-or-mandatory/, http://www.lifebuzz.com/cuba/