TBH as a Canadian been to Cuba many times, both for "all inclusive vacation package" trips and for "real" travel (rent a car, stay in casa particulars, tour around the country, meet and talk to real Cubans [in broken English/Spanish]) and, I dunno... I don't think I want to go back.
Beautiful country, amazing people. But it's kind of bleak, and not getting any better. I'm fairly radically left wing, and when I was younger I was more ambiguous about that regime -- critical but also fairly naive about it -- but I've seen enough now to just be totally critical.
Cuba is corrupt and authoritarian and I don't feel good about spending my money there.
They throw people with opinions like mine in jail, they make ordinary people's lives brutally hard, and it's basically run by a mafia with the name "Communist Party" stamped on it.
They've also become explicitly Putin-allied and part of that sphere of ick that pretends to be "anti-colonial" but is really are just vicious thugs.
The US needs to drop the embargo, but that gov't needs to end. Somehow.