I would ask Cuba if they want to join the Union, with all rights and benefits that goes with being a State.
And if they say no you'll definitely leave them alone after that right?
Also, who do you think Cuba broke free from.
IMO, Cuba and other island States have a special potential - as places to try out UBI, universal healthcare, free education at all levels, and other reforms, that can’t be easily implemented in isolation* on the mainland.
*Specifically, I want to try different variations of implementation, to find the best ‘recipe’ for an improved democratic socialism. Islands are good for A/B/C testing, I wager.
"Latino island dwellers are the perfect guina pigs for me to test my half baked ideas to avoid inconveniencing white people when they fail spectacularly"
Cuba is already democratic socialist. And it's working very well in spite of how much effort the richest country in the world puts into killing it.