My opinion on the matter is kind of formed by the thought process of 1.) who benefits? and 2.) who does it hurt? I like to put numbers on things so here's what I came up with.
Americans would benefit by having an additional travel location, and availability of Cuban produced goods (obviously). Cubans benefit by increased money flow trough American tourists and sale of their goods.
It hurts.....???
Is it that great of a tourism spot? It's a Caribbean island, I hear those are nice to travel to. What about crime? Well the numbers I mentioned;
The United Nations Office on Drugs and Crime has collected data on a global study of homicide. The Homicide Rate per 100,000 population per year for a few countries in 2012
Cuba - 4.2
USA - 4.7
Turks and Caicos Islands - 6.6
Barbados - 7.4
Bermuda - 7.4
Mexico - 21.5
While not a perfect picture of safety, I would feel comfortable using this as a rough depiction of the crime levels in a country for comparison. So I don't know that the question is why should we but rather why shouldn't we? I could see myself vacationing there one day, any others?
source:
https://www.unodc.org/gsh/en/index.html via wikipedia