New York EXPLAINED
Get the brief

The Modern Metropolis · 1920 to 1933

Prohibition in New York

The wettest city in dry America. New York had tens of thousands of speakeasies, stopped enforcing the law a decade early, and turned bootlegging into big organized crime.

Men in suits and hats pour liquor from confiscated barrels into a New York street sewer during Prohibition.
Agents pour confiscated liquor into the sewer as a police official looks on, New York, around 1921. Library of Congress. Public domain.

The facts

The span
National Prohibition began January 1920; the 21st Amendment repealed it in December 1933
The speakeasies
Estimates range wildly, commonly 30,000 to 100,000 in the city. Nobody counted
The famous agents
Izzy Einstein and Moe Smith, masters of disguise, made nearly 5,000 arrests
The nightclub queen
Texas Guinan, who greeted her customers "Hello, sucker!"
The early surrender
New York repealed its own enforcement law, the Mullan-Gage Act, in 1923
The real result
Drinking went underground and organized crime got rich

Prohibition arrived in 1920, and New York barely pretended to go along. The city filled with speakeasies, somewhere between thirty thousand and a hundred thousand of them depending on whose guess you trust, and the law became a national joke that New Yorkers told loudest. The nightclub queen Texas Guinan greeted the swells with "Hello, sucker!" The "21" Club hid its bottles behind a two-ton brick door. Two paunchy federal agents, Izzy Einstein and Moe Smith, became celebrities by raiding speakeasies in costume. In 1923, under Governor Al Smith, New York repealed its own enforcement law and left the job to a few hundred federal agents. The deeper legacy was not the fun. Banning a drink the city refused to give up handed a fortune to bootleggers and built the organized crime that outlived Repeal by decades.

In their words

The event in the voices and documents of the people who were there. Every source links out so you can check it.

  1. Document

    Guinan ran the El Fey and the 300 Club. The line both flattered and mocked the moneyed crowd paying speakeasy prices.

    Hello, sucker!

    Texas Guinan, the nightclub queen, greeting patrons at her New York clubs (in print by 1926)

    Source: Texas Guinan (documented)
  2. Document

    Einstein and Moe Smith infiltrated speakeasies in disguise, ordered a drink, then made the arrest with this line.

    There’s sad news here. You’re under arrest.

    Prohibition agent Izzy Einstein, his line on springing a raid, recounted in his memoir

    Wording varies across tellings. It comes from their own and contemporaries’ accounts, not a court transcript.

    Source: U.S. Bureau of Alcohol, Tobacco, Firearms and Explosives, historical article
  3. Document

    They were the most famous Prohibition agents in the country, a press sensation precisely because two ex-postal clerks outsmarted the trade.

    Between 1920 and their dismissal in 1925, Izzy Einstein and Moe Smith made about 4,932 arrests, with a near 95 percent conviction rate, using more than 100 disguises, from gravedigger to opera singer. They once posed as convention delegates and found only soda served.

    The service record of agents Izzy Einstein and Moe Smith

    They were the exception. Of roughly 18,000 federal agents hired over the era, nearly 14,000 were eventually dismissed, many for corruption.

    Source: Records compiled at Wikipedia
  4. Document

    With the repeal, New York stopped enforcing Prohibition with its own 25,000 officers and dumped the job on a few hundred federal agents. The pro-forma warning fooled no one.

    This repeal does not in the slightest degree lessen the obligation of peace officers of the State to enforce in its strictest letter the Volstead act.

    Governor Al Smith, on signing the repeal of New York’s Mullan-Gage enforcement law, June 1, 1923

    Source: American Heritage
  5. Document

    The city’s top cop publicly conceding the law was unenforceable, the same year the state gave up its own enforcement.

    The federal prohibition laws have neither the support nor the respect of the public and the efforts of the Police Department to enforce them were met with obstruction on every hand.

    NYC Police Commissioner Richard Enright, 1923

    Source: NYC Department of Records (Municipal Archives)
  6. Speech

    La Guardia made New York’s anti-Prohibition case in Congress. He once brewed legal "near beer" into real beer in front of reporters to mock the law.

    Prohibition cannot be enforced for the simple reason that the majority of the American people do not want it to be enforced and are resisting its enforcement.

    Representative Fiorello La Guardia, 1926

    Source: NYC Department of Records (Municipal Archives)

What people get wrong

What it changed

The city is still writing this.

We read every newsroom in New York and the state each morning and explain what it means. Free, and the next chapter lands in your inbox.

Free to start. The unsubscribe link actually works.