Island of Vice: Theodore Roosevelt's Quest to Clean Up Sin-Loving New York [NOOK Book]


When young Theodore Roosevelt was appointed police commissioner of New York City, he had the astounding gall to try to shut down the brothels, gambling joints, and after-hours saloons. This is the story of how TR took on Manhattan vice . . . and vice won.

In the 1890s, New York City was America’s financial, manufacturing, and entertainment capital, and also its preferred destination for sin, teeming with forty thousand prostitutes, glittery ...
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Island of Vice: Theodore Roosevelt's Quest to Clean Up Sin-Loving New York

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When young Theodore Roosevelt was appointed police commissioner of New York City, he had the astounding gall to try to shut down the brothels, gambling joints, and after-hours saloons. This is the story of how TR took on Manhattan vice . . . and vice won.

In the 1890s, New York City was America’s financial, manufacturing, and entertainment capital, and also its preferred destination for sin, teeming with forty thousand prostitutes, glittery casinos, and all-night dives. Police cap­tains took hefty bribes to see nothing while reformers writhed in frustration.

In Island of Vice, Richard Zacks paints a vivid portrait of the lewd underbelly of 1890s New York, and of Theodore Roosevelt, the puritanical, cocksure police commissioner resolved to clean it up. Writing with great wit and zest, Zacks explores how young Roosevelt goes head to head with Tammany Hall, takes midnight rambles with muckraker Jacob Riis, and tries to convince two million New Yorkers to enjoy wholesome family fun. When Roosevelt’s crackdown succeeds too well, even his supporters turn on him, and TR discovers that New York loves its sin more than its salvation.

With cameos by Stephen Crane, Mark Twain, and a horde of very angry cops, Island of Vice is an unforgettable snap­shot of turn-of-the-century New York in all its seedy glory and a brilliant miniature of one of America’s most colorful presidents.
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Editorial Reviews

Daniel Stashower
…jaunty and beautifully researched…Zacks…seems to take a professional interest in scoundrels and sinners. He's right at home in fin-de-siecle New York, a time when the city had 30,000 prostitutes and 8,000 saloons available to a population of not quite 2 million. He has pumped his book full of entertaining details…Though Roosevelt is the marquee name in his drama, Zacks makes good use of a fascinating array of supporting players…
—The Washington Post
Publishers Weekly
Zacks (The Pirate Hunter) looks back to the 1890s, when two million New Yorkers faced crime in the concrete canyons. In addition to the Rev. Charles Parkhurst, who declared “a holy war on vice,” the cast includes such notables as Tammany police captain “Big Bill” Devery, crime reporter Jacob Riis, cartoonist Walt McDougall, Mayor William Strong, journalist Lincoln Steffens, and the city itself. As Zacks writes: “New York was a thousand cities masquerading as one. Its noise, vitality, desperation, opulence, hunger, all struck visitors.” With bars, casinos, and 30,000 prostitutes, New York was the country’s vice capital, and police corruption was rampant. Enter crusading and nattily attired police commissioner Theodore Roosevelt, who admitted he “knew nothing of police management.” An uncompromising reformer, Roosevelt tackled the Tammany Hall political machine, though he confronted resistance in his efforts to close the brothels, gambling joints, and after-hours saloons. Zacks probes this period of Roosevelt’s life with exhaustive details, drama, and intrigue. The 40 pages of bibliographic notes indicate the five years of research that went into this remarkable re-creation of fin-de-siècle New York. Writing with a prismatic, poetic slant, Zacks unveils a colorful portrait of a volcanic Roosevelt towering over the soul of the city. Agent: Esther Newberg, ICM. (Mar.)
From the Publisher
Praise for Island of Vice:

"Impeccably researched, excitingly told."
—E. L. Doctorow, award-winning author of Ragtime
"An engagingly vivid picture of the rise of Roosevelt, the birth of the reform movement, and the creation of 20th century America. Roosevelt comes alive with all of his blustery and belligerent passion, and so does New York City."
—Walter Isaacson, bestselling author of Steve Jobs
“A fascinating narrative history of Theodore Roosevelt's doomed struggle to put a lid on crime. . . . Penetrates beneath the bluster into the psychology of this strange, restless man.”
“As thrilling as the low dives and wanton women it describes. This is the real-life story of an American icon. . . . Zacks does a superb job as both a historian and a storyteller.”
—Kevin Baker, bestselling author of Paradise Alley

“Excellent . . . A fish-out-of-water comedy, in that it tells the story of what happens when one of the virtuous clubmen—a square, incorruptible, ‘law-and-order Republican’—is placed in charge of the New York Police Department.” 
The Wall Street Journal

“A cinematic saga about one of the reformer’s early battles: trying to clean up the city that definitely never sleeps. Zacks… tells a clear-eyed immorality tale with cameos by Stephen Crane, Lincoln Steffens, exotic dancer Little Egypt, plus a cast of locals who’d have pleased Damon Runyon.”
“Part of the pleasure of Richard Zacks’ Island of Vice: Theodore Roosevelt’s Doomed Quest to Clean Up Sin-Loving New York is in knowing how the story ends—that the stubborn, imperious young city official trying to reform Tammany-era New York would achieve greatness throughout his larger-than-life career.”
Christian Science Monitor
“From the opening pages of his rousing new book, Island of Vice, Richard Zacks plunges readers into the filth, debauchery and corruption of 1890s New York. When an ambitious young Theodore Roosevelt strides in to clean up the mess, the story, already brimming with incredible characters and jaw-dropping details, only gets better.”
—Candice Millard, bestselling author of The River of Doubt and Destiny of the Republic
“An irresistible force—young Theodore Roosevelt, the police commissioner, determined to wipe out vice—meets an immoveable object—the corrupt, pleasure-loving city of New York in the 1890s. And the result is: a whole lot of fun. What a marvelous time Richard Zacks must have had researching this story. The information is fascinating, the amazing tale moves with a headlong pace. I’m sure Island of Vice will be a best-seller, and it deserves to be.”
—Edward Rutherfurd, bestselling author of New York: The Novel 
“It’s been said that New York City politics were invented to scare young children. True, according to Richard Zacks whose riveting account lays bare the depravity and corruption of the Gilded Age—and the failed crusade of Police Commissioner Theodore Roosevelt to stop it. A must-read for any student of Gotham.” 
—Teresa Carpenter, author of New York Diaries, and winner of the Pulitzer Prize for feature writing
“Zacks probes this period of Roosevelt’s life with exhaustive details, drama, and intrigue. The 40 pages of bibliographic notes indicate the five years of research that went into this remarkable re-creation of fin-de-siècle New York. Writing with a prismatic, poetic slant, Zacks unveils a colorful portrait of a volcanic Roosevelt towering over the soul of the city.”
—Publishers Weekly

“Set in gas-lit 1890s Manhattan, Zacks’ depiction of virtue versus vice pits Theodore Roosevelt against a gallery of antagonists. . . . A fascinating story that Zacks relays with zest. His pungent vignettes of sinful establishments and the police who ‘protected’ them hang on the main plot of Roosevelt’s campaigns to dismiss bad cops and enforce long-dormant alcohol and prostitution laws, which often resulted in proceedings showcasing Roosevelt at his most combatively indignant. His research artfully attired in active prose, Zacks writes a winner for Roosevelt and NYC buffs.” —Booklist
“Zacks returns with a sharply focused look at Theodore Roosevelt’s brief tenure as a New York City police commissioner. . . . The author takes us inside fin-de-siècle brothels and bars, Tammany Hall and courtrooms, contentious commissioners’ meetings and cops’ barracks. A nuanced, comprehensive portrait of a unique man and the surrounding period, culture and political system.”
—Kirkus Reviews

Library Journal
Theodore Roosevelt enjoyed an almost storied political rise, with one of the more intriguing chapters being his time as one of four New York City police commissioners. He was appointed in 1895 with a mandate to clean up the city, "the vice capital of the United States." Zacks (The Pirate Hunter: The True Story of Captain Kidd) shows the widespread municipal corruption that affected the entire police force, enabling prostitution, gambling, and lax enforcement of Sunday no-drinking laws. He has mined archival riches that offer remarkably graphic eye-witness accounts of undercover visits made by Roosevelt and other reformers to saloons, brothels, and other such establishments. TR was largely successful in reforming the police and reducing vice crimes. While Zacks feels these were largely Pyrrhic victories, he suggests that the real legacy of these efforts was that Roosevelt became a stronger politician and a more effective orator. This valuable addition to the TR canon sheds further light on the future President as alternatively arrogant and obstinate, if not downright absolutist, in the execution of his office, qualities that would continue to dog him in later years. VERDICT Highly recommended to a wide range of readers, especially those interested in presidential history or late 19th-century America's social issues.—Richard S. Drezen, Brooklyn, NY
Kirkus Reviews
Zacks (The Pirate Coast: Thomas Jefferson, the First Marines, and the Secret Mission of 1805, 2005, etc.) returns with a sharply focused look at Theodore Roosevelt's brief tenure as a New York City police commissioner. The author begins and ends with allusions to the naked goddess Diana perched atop Madison Square Garden--his symbol for the sensual interests of New Yorkers that Roosevelt was intent on controlling, if not diminishing to the vanishing point. Zacks sketches the anti-vice career of crusading preacher Charles H. Parkhurst, whose efforts Roosevelt supported and broadened. The incredibly energetic Roosevelt worked long daylight hours and then, often, patrolled the streets at night, checking up on cops to see who was sleeping, drinking, whoring and otherwise neglecting his duty. Frequently accompanying and guiding Roosevelt was journalist Jacob Riis, whose pioneering photo-journalistic How the Other Half Lives highlighted the economic extremities endured by many in the city. As Zacks points out, Roosevelt had initial popular and journalistic support for his efforts at vice control, but when he began devoting many police resources (and lots of political capital) to enforcing blue laws, both the press and the public began to turn against him. Because many workers had only Sundays off, the dry-on-Sunday policy made many working men and women very unhappy. As the political sands shifted beneath him, Roosevelt redoubled his efforts, alienating more voters, and began seeking ways out of his increasingly stressful and polarizing position. Relief came when newly elected President McKinley appointed him the assistant secretary of the Navy. The author takes us inside fin-de-siècle brothels and bars, Tammany Hall and courtrooms, contentious commissioners' meetings and cops' barracks. A nuanced, comprehensive portrait of unique man and the surrounding period, culture and political system.
The Barnes & Noble Review

During Theodore Roosevelt's contentious two-year term as New York City police commissioner, he headed a divided four-man board that also included Colonel Frederick Grant, son of former president Ulysses. Sometime after Roosevelt's righteous crusade to eradicate vice had alienated much of Gotham's citizenry, the New York Mercury newspaper sided with Grant on an intra-board squabble, calling him "the noblest type of man like his father, Ulysses" and adding for good measure that "no Roosevelt was ever President; no Roosevelt ever led an army to victory — and none ever will."

Grant fils is now forgotten, while T.R., of course, went on to achieve the rank of colonel himself, leading his Rough Riders in the Spanish-American War, before becoming the twenty-sixth president of the United States. Part of the pleasure of Richard Zacks's Island of Vice: Theodore Roosevelt's Doomed Quest to Clean Up Sin-Loving New York is in knowing how the story ends — that the stubborn, imperious young city official trying to reform Tammany-era New York would achieve greatness throughout his larger-than-life career. The book holds other pleasures, too: it's a lively and often entertaining portrayal of urban life at the close of the nineteenth century. But it occasionally gets bogged down in details of little interest, even with a figure as compelling as Roosevelt at the center of the action.

In the 1890s, New York "reigned as the vice capital of the United States, dangling more opportunities for prostitution, gambling, and all-night drinking" than any other American city, explains Zacks, author of History Laid Bare and The Pirate Hunter, at the outset. The Democratic Party's corrupt Tammany Hall political machine had run the city since the 1860s, and the police force made no attempt to curb crime of a victimless nature. When Reverend Charles H. Parkhurst took to his pulpit one Sunday in 1892 and denounced the mayor and the police as "a lying, perjured, rum-soaked and libidinous lot," he wasn't entirely off the mark: in the seediest precincts, the police not only tolerated but regulated vice, demanding stiff payments from brothel and saloon owners who hoped to stay in business and even settling turf wars among criminals.

Parkhurst's campaign led to a state probe of the police force, and its astounding findings about the breadth of corruption helped pave the way for a Republican victory in the 1894 election. When Roosevelt was appointed police commissioner by the new mayor, William Strong, he was met with an immense amount of goodwill by the city's people and press. He almost immediately squandered it by deciding that his first major reform initiative would be enforcing the city's Sabbath laws, which required saloons to be closed on Sundays. Roosevelt, Zacks writes, framed his crusade as a fight "against selective enforcement of the law," but in New York, a city of heavy drinkers, his diligence didn't go down easy. Worse yet, Roosevelt declared that Sunday began at precisely 12:01 a.m.

Because loopholes in the law allowed hotel guests or members of private clubs to drink on the Sabbath, "the heart of the Sunday crackdown fell along class lines." While, in a preview of Prohibition, people found imaginative ways to drink their beer seven days a week, the New York newspapers still pilloried the commissioner. "To show the absurdity of Roosevelt's doctrinaire enforcement of all laws," they "delighted in unearthing every dead-letter law imaginable," including those prohibiting flying kites south of Fourteenth Street and placing flowerpots on windowsills. The unbending Roosevelt responded by cracking down further, expanding his reform efforts to prostitution and gambling, and he chafed when the papers suggested that dangerous criminals were flocking to New York City because the police were tied up with the enforcement of vice laws.

The focus of Zacks's narrative eventually shifts from the fascinating vice crusade to what even the police chief who reported to Roosevelt's board, complaining to a reporter, called its "petty quarrels" and "constant bickerings." Most of these were procedural disputes having to do with promotions in the Police Department, part of Roosevelt's efforts to advance the worthiest officers while weeding out the most corrupt. The book would have been better served by condensing the sections on these bureaucratic proceedings, but doing so might not have come naturally to Zacks, an exhaustive researcher who's thorough to a fault throughout the book. (This author doesn't merely note that the mild weather on an Election Day encouraged turnout: he further elaborates that "the front-page 'Weather Prediction' called for 'fair and warmer,' with few clouds and mild southwesterly breezes.") To his credit, Zacks is such a vivid writer — his description of Roosevelt advisor Elihu Root as "waggle-eared, with a push-broom mustache over a weak chin" is typical of his evocative prose — that he manages to breathe some life into even the most tedious workings of municipal government.

Roosevelt's anti-vice campaign brought him national attention, and during his brief tenure as police commissioner he was more popular outside of New York than in it. After the 1895 election, T.R. was recognized for effectively using the police force to prevent the voter fraud rampant during the Tammany days. But his "purity crusade" was blamed for the widespread Tammany gains and Republican losses of that election, and Roosevelt, realizing that his days as commissioner were numbered, began currying favor with likely Republican presidential nominee William McKinley. After T.R.'s two years at the job, Zacks notes, "Despite one of the most concerted efforts in the history of New York City to crack down on whoring, gambling, and after-hours drinking...all three somehow thrived." By the time President McKinley appointed Roosevelt assistant secretary of the navy in 1897, most New Yorkers were thrilled to be rid of him.

Barbara Spindel has covered books for Time Out New York,, Details, andSpin. She holds a Ph.D. in American Studies.

Reviewer: Barbara Spindel

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Product Details

  • ISBN-13: 9780385534024
  • Publisher: Knopf Doubleday Publishing Group
  • Publication date: 3/13/2012
  • Sold by: Random House
  • Format: eBook
  • Pages: 368
  • Sales rank: 115,682
  • File size: 8 MB

Meet the Author

Richard Zacks

RICHARD ZACKS is the author of several nonfiction books, including The Pirate Hunter, An Underground Education, and History Laid Bare. His writing has appeared in the New York Times, Atlantic Monthly, Time, Harper’s and Sports Illustrated, among many other publications. He writes in an office in New York City overlooking Union Square.

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Read an Excerpt



The battle started with a poorly researched sermon.

The Reverend Charles H. Parkhurst, adorned with an abundant goatee and steel-rimmed, thick-lensed glasses, just shy of his fiftieth birthday, stood on February 14, 1892, before about 800 well-dressed parishioners in Madison Square Presbyterian Church, at 24th Street off the park. The understated building-a long and narrow slab of drab brownstone with a classic steeple-evoked earnestness, in stark contrast to the exuberant yellow-and-white Madison Square Garden tower nearby, topped by nude spinning Diana. In the pews sat the city's elite; scrubbed boys and girls fidgeted but their parents certainly did not, not that morning.

Parkhurst sent no advance notice of the subject of his sermon nor did he distribute the text to the press during the prior week, but afterward almost every newspaper requested it.

Parkhurst didn't thunder from the pulpit. He spoke evenly and favored erudite words, befitting an Amherst graduate (class of 1866), one who had studied abroad at Leipzig and once penned an essay on similarities between Latin and Sanskrit verbs. He sometimes showed a sly dry wit.

On that Sunday winter morning, his calmly delivered words stunned his audience. He called the Tammany men ruling New York, especially the mayor, the district attorney, and the police captains, "a lying, perjured, rum-soaked and libidinous lot." He accused them of licensing crime, of polluting the city for profit. He said he would "not be surprised to know that every building in this town in which gambling or prostitution or the illicit sale of liquor is carried on has immunity secured to it by a scale of police taxation" as "systematized" as the local real estate taxes. He asserted "your average police captain is not going to disturb a criminal if the criminal has means."

Parkhurst was born on a farm outside Framingham, Massachusetts; he revered his rural roots. He had never seen vice until he moved to the big city. He taught school till age thirty-three. For the past dozen years at Madison Square Presbyterian he had been praised for geniality and charitable works but was little known outside his congregation.

That would change overnight.

The minister, his quiet cadence building, wrapped his sermon in a biblical theme, charging that gambling places "flourish on all these streets almost as thick as roses in Sharon," that day or night, "our best and most promising young men" waste hours in those "nefarious dens." He said he had firsthand experience that the city government "shows no genius in ferreting out crime, prosecutes only when it has to, and has a mind so keenly judicial that almost no amount of evidence that can be heaped up is accepted as sufficient to warrant indictment."

He explained that, as the president of the Society for the Prevention of Crime, he had recently met with the district attorney and confronted him about McGlory's-a notorious den of prostitutes and thieves that thrived for years. The D.A. had replied that he had no idea that such "vile institutions" existed. "Innocence like that," added Dr. Parkhurst, "in so wicked a town ought not to be allowed to go abroad after dark."

Parkhurst promised his rapt congregation that he was not speaking as a Democrat or a Republican but as a Christian. He complained that the word protest was no longer driving "Protestants." He called for action.

"Every effort that is made to improve character in this city, every effort to make men respectable, honest, temperate and sexually clean is a direct blow between the eyes of the Mayor and his whole gang of drunken and lecherous subordinates."

Tammany Hall was a vast Democratic political club, a confederacy of strivers that had ruled the city since the late 1860s. The organization blessed lawbreaking mostly of a victimless nature in exchange for a payoff. Cops, many with Irish accents, closed their eyes, and police captains and Tammany grew rich with the blindness. The annual rakeoff totaled in the millions of dollars, back when the average annual wage topped out at $500 or less. The boodle was breathtaking. All the while, the great city, growing into a cosmopolitan masterpiece, prospered, with lip-service platitudes about morality by cynical Tammany Hall orators and everyday embrace of vice.

The Tammany machine prospered, despite the downfall of "Boss Tweed." The machine engineered many landslide victories. The Democrats of Tammany, dominated by the Irish, harnessed the votes of new immigrants through gifts of coal and ice, and a job. "If a family is burned out," explained state senator George Washington Plunkitt, "I don't ask whether they are Republicans or Democrats, and I don't refer them to the Charity Organization Society, which would investigate their case in a month or two and decide they were worthy of help about the time they are dead from starvation . . . I just get [living] quarters for them, buy clothes for them."

Tammany harnessed the loyalty of fellow politicians and campaign donors through larger gifts than buckets of coal. A Tammany contractor, when confronted with delivering one-tenth of the agreed-upon amount of sponges to the sanitation department, replied under oath: "Hell, did you weigh them dry?" The current Tammany boss, Richard Croker, a hulking, inarticulate bruiser, discovered that "successful government in the American democracy was a vile exchange of favors, and his abiding offense is that he demonstrated the fact," wrote Thomas Beer, author of The Mauve Decade.

The cops often formed the front line in the corruption of the city, interacting with criminals and citizens alike. Employment records reveal that about two-thirds of the police force were undereducated Irishmen or first-generation Irish Americans, as were most of the top men in Tammany Hall. These tough fellows-whose ancestors had suffered through what they deeply perceived as centuries of British Protestant misrule and injustice-didn't give a fiddler's fart for the mostly Protestant, mostly wealthy reformers of New York.

Reformers boiled with indignation at this lawlessness, but Tammany-when it bothered to discuss the matter-privately defended its actions as giving the people what they wanted. The vast majority of New Yorkers wanted to drink beer in saloons on Sundays, their only day off from a fifty-hour workweek. We take a cut to undo the killjoy misery the Republicans are trying to inflict. Men who wanted to put a dollar on Lovely Lorna in the fifth race at Gravesend could find a Tammany-protected curbstone bookie. Poor girls who didn't want to earn a dollar a day standing for twelve hours in a Sixth Avenue department store could earn that amount in less than an hour in a brothel-if they so chose.

Parkhurst was in effect demanding a holy war on vice and government collusion. The next day, Tammany Hall officials, buttonholing any available reporter, voiced their utter outrage that a man of the cloth would dare pollute the pulpit with such unsubstantiated charges. Several fellow ministers and even some Republican politicians thought Parkhurst had gone too far. He expected a fight, but he was flabbergasted when Tammany district attorney DeLancey Nicholl called him before a grand jury on charges of libel.

The minister was in effect attacking the respectable wing of Tammany Hall-not the election-day thugs or street-corner bullies, but the elite corps of the organization: men in silk top hats, men who cut ribbons on new buildings, men who gave speeches about the paving of the avenues.

These men-many now wealthy and respectable in Democratic circles-didn't appreciate being called "a damnable pack of administrative bloodhounds . . . fattening themselves on the ethical flesh of and blood" of New York.

On March 1, that grand jury delivered a scathing presentment indicating that the minister had "no evidence" on which to base his statements; the Tammany judge, reading the report, sanctimoniously rued the day a clergyman would try to destroy lives based on "nothing but rumor, nothing but hearsay." Judge Martine added: "Well-meaning people who go off half-cocked are a terror and a stumbling block to every good cause."

Even Parkhurst himself would later concede of his February sermon: "I could not swear as of my own knowledge that the district attorney had lived an immoral life, that police officers were blackmailers, that police justices encouraged bunco-steering and abortion or that the entire Tammany organization was not a disguised wing of the Prohibition Party."

Reverend Parkhurst vowed that he would "never again be caught in the presence of the enemy without powder and shot in my gun-barrel."

He knew-and he knew that all those seemingly shocked Tammany officials also knew-that his charges of widespread vice and police complicity were absolutely true. Now he must go out and prove them. Parkhurst, the married middle-aged minister, hired a young private detective named Charlie Gardner to take him on the ultimate sin tour of New York City.

On the evening of Saturday, March 5, 1892, twenty-six-year-old Charlie Gardner, an independent detective trying to launch his own agency after five years at the Gerry Society for the Prevention of Cruelty to Children, showed up at Dr. Parkhurst's home at 133 East 35th Street. Gardner came recommended by a wealthy member of the congregation, though he was a rough-around-the-edges investigator-he'd had several run-ins with the police over the years. He dressed sharp, tried to act a bit jaded, and sprinkled his conversation with slang. Despite working for the Gerry Society, he liked to drink, especially beer and wine, and the police had accused a few of his partners of shaking down suspects. They also would later claim that his ex-wife had participated in a scheme to abduct girls for brothels. (Parkhurst knew none of this at the time.)

A strapping six footer, with blondish-red hair, pink cheeks, and a clipped mustache, he looked younger than his announced mid-twenties age. Gardner had a mischievous side and seemed very much to enjoy the prospect of corrupting the Madison Avenue minister. "I still flatter myself that I whirled him from the pinnacle of a church leader to the depths of criminal New York at a pace never taken by any other man," Gardner would later write in his memoir The Doctor and the Devil. Parkhurst, for his part, would very soon state from the pulpit: "I never dreamed that any force of circumstances would ever draw me into contacts so coarse, so bestial, so consummately filthy as those I have repeatedly found myself in the midst of these last few days. I feel as though I want to go out of town for a month to bleach the sense of it out of my mind, and the vision of it out of my eyes."

Gardner arrived at Parkhurst's townhouse; his fee had already been negotiated: the ample sum of $5 a night, plus expenses. A young devout parishioner had volunteered to go along with the reverend as another witness. Both the parishioner and Parkhurst had dressed for slumming.

Gardner took one look at the two of them and burst out laughing.

Parkhurst wore his oldest black broadcloth suit-frayed at the cuffs but still ministerial. Twenty-five-year-old John Langdon Erving-tall, thin, delicate, with large blue eyes and blond hair parted in the middle-wore clothes fished from the depths of his closet. The wealthy young man, with a Van Rensselaer in his family tree, looked like "a Fifth Avenue lounger . . . a fashion plate of a dead year," according to Gardner. Erving taught Sunday school, led polite high-society dances, and gave off a sheltered otherworldly air. His religious devotion sometimes worried his parents.

Gardner told Parkhurst and Erving that they would get barred from joints or perhaps beat up on principle dressed that way. He hailed a carriage and took them to his apartment at 207 West 18th Street for the slum tour makeover. The tall detective decked out Reverend Parkhurst in a pair of his own black-and-white-checked trousers "loud enough to make a noise in the next block," and Gardner cinched them up so high on Parkhurst's chest that "to get in his hip pocket, the Doctor would have had to run his hand down the neck of his shirt." He added a worn double-breasted sailor's jacket, but Gardner still found Parkhurst looking faintly churchly so he wrapped a ripped red sleeve around Parkhurst's neck as a scarf and soaped down the minister's wavy coiffed hair to a greasy, limp derelict look. The final touch was an old dirty brown slouch hat.

For Erving's makeover, Gardner slid the young man's delicate feet out of fine leather shoes and into big awkward rubber boots and gave him a pair of pants that didn't reach within five inches of the ground. He mussed his hair to remove that college-boy center part. A puffy red satin necktie provided the final found-in-the-ashcan touch.

The trio boarded the Third Avenue Elevated, traveling downtown from 18th Street to Franklin Square in the older part of the city. The disguises seemed to be working, as a pretty young woman irritatedly moved her skirts away from Dr. Parkhurst. Gardner had decided to start with the waterfront dives of Cherry and Water Streets that attracted alcoholics, prostitutes, and thieves, and go sleazier from there.

The Cherry Hill neighborhood was once fashionable enough to attract the likes of then president George Washington, but now gangs ruled the streets, including "Swamp Angels" who pulled heists, then disappeared into the city's sewers. Dilapidated buildings housed a mongrel mix of Irish and Italians and visiting sailors, with one block dubbed Penitentiary Row.

Gardner shepherded his wide-eyed twosome into 33 Cherry Street, a typical dive saloon in a ramshackle two-story building with a long bar and a moth-eaten green pool table in the back. The pool players peered over a five-foot partition and eyed the three newcomers as fresh prey.

Gardner introduced Parkhurst-who was about half a head shorter-as his "South Carolina uncle" to the bartender. To kick off the first night, Gardner ordered them each a ten-cent glass of whiskey from a bottle labeled "Manhattan Club Reserve." Dr. Parkhurst-maybe to settle his nerves or show his resolve-downed his in a gulp. (Gardner would find himself impressed by Parkhurst's "capacity for holding liquor," stating that the minister vomited only once in their several nights out.) Aristocratic Erving swallowed his but immediately poured himself a water chaser, "a breach of Cherry Street etiquette that brought a smile of contempt" from the bartender.

The young detective told the barkeep that his "South Carolina uncle" was looking to buy a "clock and slang" (i.e., a gold watch and chain). Tom Summers fanned out a stack of pawn tickets. (Summers's customers stole, say, a watch, pawned it for a pittance, maybe 10 percent of its value, bought drinks, then used the pawn ticket for a last round.) Barkeep Summers didn't ask many questions; neither did the pawnbrokers; neither did fellows buying pawn tickets from Summers.

Parkhurst's education was beginning.

He noticed several boys and girls, about ten years old, whose heads didn't reach the bar, motioning to the bartender and pointing to the pitchers and cans they were carrying. The children handed over coins, and the bartender filled the containers with beer, which the children tried not to spill as they hauled them outside. (Children "rushing the growler" for their parents, even at midnight, was a New York tradition.)
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Table of Contents

Prologue 1

1 Parkhurst and the Sin Tour 7

2 The Sting 25

3 The Reward 40

4 Police On the Grill 50

5 Enter Crusader Roosevelt 68

6 Slaying The Dragons 83

7 Midnight Rambles 94

8 Thirsty City 108

9 Elliott 133

10 Long Hot Thirsty Summer 133

11 The Election 158

12 Crack Up... Crack Down 183

13 Christmas: Armed And Dangerours 198

14 I Am Right 210

15 Devery On Trial 231

16 Surprises 244

17 Duel 263

18 Back In Blue 275

19 Parker Trial 279

20 Restless Summer 296

21 Campaigning for McKinley and Himself 308

22 Belly Dancers and Snow Balls 318

23 Where's the Exit? 338

Epilogue 358

Acknowledgments 367

Notes 369

Selected Bibliography 403

Illustration Credits 411

Index 413

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See All Sort by: Showing 1 – 20 of 28 Customer Reviews
  • Posted April 14, 2012

    Any middle schooler will tell you that the history teachers who

    Any middle schooler will tell you that the history teachers who got you to WANT to come to class, who enticed you to WANT to know their subject matter were the ones who wove facts into an entertaining panorama of events and characters, the ones who had you sitting on the edge of your seat, shivering with anticipation, dreading the bell that would end the period before you found out what happened next. What you learned in their classes is forever buried deeply in your brain, and the details are readily available in the annals of your memory.

    Richard Zacks understands the drama of history, and the first part of his new book Island of Vice is exactly the kind of source that should leave you with a vivid image of his subject: Theodore Roosevelt's crusade against 19th C purveyors of vice in New York City. He starts out with pizzazz, painting a backdrop that captures the seemy essence of the old Lower East Side and encapsulating characters in situations that animate them as vibrant personalities with a stake in the city they seem to love. The supporting characters like Reverend Parkhurst, Commissioners Frederick Grant, Andrew Parker and Avery Andrews, the vari-ethnic madames and pimps who drive the city's human marketplace, the corrupt police officers, the proliferating legions of poor people screaming "please sir can I have some more?" all portend a compelling page-turner, an unforgettable history lesson.

    But all too soon, the book disappoints. Or is it Teddy himself who lets us down? The TR on these pages seems only partly fleshed out and remains hidden behind his Knickerbocker Protestantism and self-righteousness. He and his fellow reformers lack empathy for the City, and their motives to heal Gotham are lodged in their own egos and political aspirations. Characters don't have to be good to be interesting and intriguing, but they need to have some complexity. If they seem truly human, they can be sympathetic, even as you hate them. But this Roosevelt -- presumably the same Roosevelt who established the National Park Service, who thoroughly explored the Americas, Africa, the Middleast, who fought for some very controversial reforms in American business practices -- emerges as a pompous, bobble-headed little tyrant whose real agenda has little to do with New York City.

    Maybe the the problem is not in the book, but watching Roosevelt of Island of Vice strut and fret his hour on the mean streets of downtown Manhattan was a little like watching the Republicans vie for the 2012 election. I wanted more. I wanted to know why this conservationist, this bully adventurer would waste so much hot air and so many precious resources creating band-aids when the real bleeding emanated, as it does today, from hemmorrhagic corruption? This Roosevelt is very like sculptor Autustus St. Gaudens' naked Diana that dominated the skyline when Teddy began his work in NYC: a lifeless facsimile of a deeper psyche than the eye ca see. . . at least the eye reading these pages.

    Mr. Zacks is a master of research and compilation, and the book is largely a smooth, engrossing read until you realize there's no point in turning the next page because you just don't care what happens next to this most uninteresting guy . . . .

    6 out of 8 people found this review helpful.

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  • Anonymous

    Posted July 2, 2013

    Great read!

    Just another reason to respect and admire Theodore Roosevelt. Like we really need another one.

    1 out of 1 people found this review helpful.

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  • Posted April 21, 2012

    A Great Look into the History of the NYPD

    This was a very interesting book not only about the history of the NYPD but also the early days of New York City. At the turn on the century New York was not only a very tough place to work but also to live. Theodore Roosevelt was the first step in not only getting the NYPD on the right path but the city of New York to change with the times.

    1 out of 1 people found this review helpful.

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  • Posted April 15, 2012


    A little known piece of history brought to light. I found this well written and informative. The writer gives insight into why, despite high moral standing, these efforts seldom succeed.
    While reading this I continually saw parallels with other times politicians have tried and failed to legislate morals. Prohibition, prostitution laws,and the war on drugs are more current examples.

    1 out of 1 people found this review helpful.

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  • Anonymous

    Posted June 14, 2013

    Slow read

    Interesting topic but a really slow ready. It simply takes Zacks too long to get into the heart of the topic, which is TR's work to clean up the city. I understand the need to provide background information, but Zacks takes 100 pages to drone on with information that could have been condensed into 40. Buy the time TR is introduced as police commissioner I was already bored.

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  • Anonymous

    Posted October 30, 2012

    ¿¿t¿h¿ ¿r¿ t¿k¿¿g ¿v¿r th¿ w?rld

    0 out of 5 people found this review helpful.

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  • Anonymous

    Posted May 1, 2012


    Lost interest and put the book away 1/4 the ay through.

    0 out of 2 people found this review helpful.

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  • Posted April 19, 2012


    A very interesting story of American history. I had previously been unaware of this era. The writing is engaging and draws the reader into the topic.

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  • Anonymous

    Posted April 19, 2012

    Reccmmend it...

    Quite interesting. Really learned somthing about early NYC history.

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  • Posted April 15, 2012

    For history buffs

    I recommend this for people who are interested in late 19th century history in the US. It is well written, but full of details which a reader not very interested in the subject might find tedious to get through.

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  • Posted April 14, 2012

    Interesting read

    This book is an interesting read. It doesn't bog you down with just fact after fact as much of the book is based on actual testimony. It reads a little bit drier than historical fiction but is still keeping my interest.

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  • Posted April 11, 2012

    Very Interesting

    ISLAND OF VICE is a facinating read. It covers a hetherto largely unknown peroid of TR's life.

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  • Posted April 6, 2012


    One of the truly great popular histories of the last decade. Zack's takes the reader through a truly vivid tour of late 19th century NYC with all of its crime, corruption and vice--like looking over the shoulder of Pankhurt, Roosevelt and Riis. A novel look at the struggles that even the great TR faced in attempting to reform NYC and the rampant corruption endorsed by Tammany. Wonderful read!

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  • Posted April 3, 2012

    more from this reviewer



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    Posted November 4, 2012

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    Posted March 1, 2013

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    Posted September 3, 2013

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    Posted April 11, 2012

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