This is going off thread a bit, but some of us remember a briefly softer socialist Cuba which became a pariah because it had to align with the USSR to resist American aggression. That caused it to foment and support, as a proxy for the USSR, revolutionary ideology and action in South and Central America and Africa.
While the country appears as a nice tourist haven, the countries most supportive of Cuba at this time are Russia and China (and formerly, Venezuela). In the absence of a thorough dive into whatever intelligence there is on Cuban influence operations in the Western hemisphere I'd approach any overtures to them with great caution.
That said, I don't think much of Trump's current approach. The US approach to that country is complex and greatly influenced by past anti-communist prejudices and the Cuban ex-pat community. There have been decades of missed opportunities to bring Cuba into the fold. If anything, the current US actions will drive it away.