Hey there, /u/Efrain295. I know a bit about this because the situation in Puerto Rico reflected a bit on what was happening in Alaska at the same time, given relatively similar circumstances. The guy I referred to the most is a man named Truman Clark, a historian who's written extensively on Puerto Rican history. He's written quite a few papers on the topic, so you might consider looking up his stuff if you're interested in the topic.

In short, Prohibition was enforced in Puerto Rico less than any other place in the United States. Part of that was environmental factors. Puerto Rico had plenty of beaches for smuggling boats, it had plenty of foreign ships stopping in that were willing to sell liquor ashore, and it had the climate suitable for growing sugar cane, which was perfect for the mash needed in illegal stills.

The second component was a lack of will. In all of Puerto Rico, the prohibition service had eight agents, four clerks, one clerk and shared a Coast Guard boat that had a crew of eight men. It didn't have any cars, and it had to take taxis or rental cars to raids.

In 1921, Gov. Antonio R. Barcelo claimed there were 10,000 illegal stills in Puerto Rico, and during the Prohibition period, the governor included in his annual report to Washington the number of stills destroyed by federal agents. It never varied much from 1,000 per year.

Still, it must be pointed out, Puerto Ricans voted for prohibition in 1917, before it was made illegal through a constitutional amendment. On July 16, 1917, Puerto Ricans voted 102,423 to 64,227 -- 5:3 in favor -- of making alcohol illegal. Why? Prohibition was seen at the time as a sign of support for American citizenship, which had just been approved a few months before in the Jones Act. In addition, there wasn't an active "wet" campaign, and the "dry" movement was supported by several prominent groups, including the Socialists, Protestant religious groups and American officials.