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Island of Vice: Theodore Roosevelt's Doomed Quest to Clean up Sin-loving New York

3.59  ·  Rating Details  ·  1,290 Ratings  ·  206 Reviews
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 d
Kindle Edition, 448 pages
Published (first published January 1st 2012)
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Richard Derus
Rating: 3.5* of five

The Publisher Says: 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 al
Feb 23, 2012 Andrew rated it really liked it
Shelves: amazon-vine
Theodore Roosevelt was a New York City police commissioner? Given all the attention his later exploits have gotten, I guess it isn’t surprising that his rather Quixotic efforts to reform the NYPD and clean up the city are largely forgotten. But reading this book shows how his tenure on the police Board of Commissioners set the stage for much of his later career, boosting his national profile and teaching him political lessons (often the hard way). Roosevelt is portrayed here as a strong-willed r ...more
This audio book was okay. I found my mind wandering a lot and I'm not sure why.

The narrative came across pretty well and there were a lot of neat facts about saloons and dancing girls- not to mention Tammany Hall politics, policemen taking bribes and committing crimes-all that kind of stuff. It was interesting in hearing about how T.R. (as he is often referred to in the book) took his midnight ramblings and found himself unfamiliar with the city in which he was born. But whenever the story came
Kirsten *Dogs Welcome - People Tolerated"
A fascinating read of Teddy Roosevelt's time as police commissioner in NYC. In this case, he had bitten off more than he could chew. The books reads very well and is not dry at all. The author's description of NYC in the late 1800's is shocking. It is incredible to hear of the things that went on and all that Teddy was up against.
Jan 31, 2013 Ash rated it it was amazing  ·  review of another edition
I kept on seeing this book in my bookstore every time I pass the New U.S. History section. I was always intrigued by the cover but I was always afraid that'll be boring. Sometimes, historical non fiction is told in such a dry manner. I really picked up this book because there is a book club starting in March and Island of Vice was their first choice.

Island of Vice is the tale of 1890's New York. Boy, is it full of corruption, debauchary, and mayhem! Under Democratically run Tammany Hall, prostit
Lauren Albert
Mar 18, 2012 Lauren Albert rated it really liked it
Shelves: history-american
Fun look at Roosevelt's fight with corruption and vice. It made him few friends--particularly with the working-class immigrants who he denied the right to a cold drink on a hot Sunday--their only day off. Roosevelt felt, rightly or wrongly, that laws could not be selectively enforced. Laws could be changed but until they were, they should be enforced. So he fought to close saloons and bars on Sundays in enforcement of blue laws. He got his coveted appointment to the Navy at least in part because ...more
Sep 02, 2012 Scott rated it liked it
I guess I was hoping that Richard Zacks's Island of Vice, a portrait of NYC in the 1890s (which at that time meant Manhattan) and, more specifically, the 16 months or so when Theodore Roosevelt was the town's Police Commissioner (or, at least, one of the city's four police commissioners... I never knew he shared power in that position), would be like Luc Sante's Low Life--which is awesome about the poor, and the "criminal class" from 1840 to 1919--but from the perspective of the (crooked) cops, ...more
Lee MacCrea
Apr 11, 2012 Lee MacCrea rated it really liked it  ·  review of another edition
Shelves: first-reads
I thoroughly enjoyed this book. It was written much like a novel, in story-like fashion that kept me inured in the proceedings of Teddy's "Midnight Ramblings" around late 19th century New York, and the tribulations with co-Commish Parker. Zacks has clearly researched the subject very well, as he pulls out minor details that help to further set the stage.

Two flaws I did find with the book were minor compared to its better qualities. One is the exclusion of a map of 19th century Manhattan. Throug
Apr 01, 2013 Josh rated it liked it
"Island of Vice" is an obvious attempt to show a negative side of Theodore Roosevelt. When the legendary man is separated from the White House, accomplishments in conservation, status as a cowboy, the Panama Canal, and fame as a war hero, a different personality emerges. We see a young TR who was often prudish, impossible to work with, a near loner, and a highly disliked personality in his home city of New York.

The author, Richard Zacks, loves to dwell on the remarkably seedy aspects of history.
Doubleday  Books
Apr 02, 2012 Doubleday Books rated it it was amazing
Shelves: history
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 cr
May 03, 2013 Meghan rated it liked it
Teddy Roosevelt as a historical figure connotes a certain tough masculinity. The Rough Riders, the hunting, the cowboy image, "speak softly and carry a big stick" - he's sort of an early prototype of Ron Swanson, right?

Well, what if I were to tell you, that in addition to his Ron Swanson qualities, he was also the full-on Leslie Knope busybody of his day? That the Washington Post described him as "Never quiet, always in motion, perpetually bristling with plans, suggestions, interference, expostu
Mar 31, 2016 George rated it really liked it
Shelves: non-fiction, new-york

“A must read for any student of Gotham.”—Teresa Carpenter, author of New York Diaries (p. 4)

I agree with Ms. Carpenter, Richard Zacks’s, The Island of Vice: Theodore Roosevelt’s Doomed Quest to Clean up Sin-loving New York should be read by any student of Gotham, expecially for an up close look at it’s seedier side. It also offers up a lot of interesting information about Theodore Roosevelt and his contemporaries.

Early on I found the presentation a bit slow and confusing, b
Brittany Z
Dec 02, 2015 Brittany Z rated it liked it
This book covers a lot of different aspects of New York life in the late 1800s with a particular focus on vices and Teddy Roosevelt's attempt to clean the city up as a young police comissioner. It starts off with a story of a minister who attacks the sex industry yet goes to a series of "whorehouses" to thoroughly investigate the problem and services rendered. The whole time you read this part you'll be shaking ur head for sure. There is a lot about creepy men deploring the sex industry yet taki ...more
Sep 07, 2014 Jack rated it it was amazing  ·  review of another edition
I loved it - once again an author set out to report the facts - this time it was to provide a glimpse into the sordid side of New York City at the end of the 19th century and the workings of the NY Police Commission.

One of the four commissioners between 1895 and 1898 was none other than Teddy Roosevelt. This man was going to enforce every law that was on the books - it was a battle of good vs evil.

The sub-title to the book says it all: "Theodore Roosevelt's doomed quest to clean up sin-loving Ne
Sep 04, 2012 Tyler rated it liked it
I have to agree with those who thought the book got a little too detailed with political infighting descriptions. It is quite a long book but it never really kept me more than mildly interested. I suspect if I were to read again I would like it more. You are fairly bludgeoned with facts so it is harder to internalize what payoff they all are building toward when reading the first time. This happened to me with his Captain Kidd book, the second time was much better.

I agree Zacks is quite hard on
Feb 06, 2012 Gaby rated it liked it
To be honest, I didn't really know that much about Teddy Roosevelt beyond the book The War Lovers by Evan Thomas, his general reputation of being a Rough Rider, an adventurer, a Harvard man, one of the forces behind the Museum of Natural History in New York City. I wanted to read Island of Vice: Theodore Roosevelt's Doomed Quest to Clean Up Sin-Loving New York and had expected to like him very much.

Richard Zacks' account of Teddy Roosevelt's term as a police commissioner is meticulously researc
Mar 29, 2012 Converse rated it liked it
In 1895, Theodore Roosevelt became one of 4 police commissioners for the City of New York, at that a municipality restricted to Manhattan and part of the Bronx. This appointment was the result of a reverend Pankhurst denouncing (in one the toniest churches in the city) the deep involvement of the local government, starting with the police, in taking payoffs to look the other way regarding prostitution, gambling, and drinking. After Pankhurst's initial sermon, he was sued (!) by the city for slan ...more
Sep 04, 2013 Lynne-marie rated it liked it
Recommends it for: New York City-ites
This review has been hidden because it contains spoilers. To view it, click here.
Jul 29, 2012 Jennifer rated it it was amazing

Not knowing much about Theodore Roosevelt before reading this book (even that he was a native New Yorker like myself!), I was excited to read this book about his time as Police Commissioner of NYC. This book was so interesting I could hardly bear to put it down... Not only is Roosevelt a fascinating character, but learning about the intrigues of NY politics and Tammany Hall made this story even more interesting. Although he had his flaws to be sure (hotheaded and overly confident in himself at
Jeni Enjaian
I was not impressed with this book. This book talks a big, (dirty), game but doesn't live up to it for several reasons. One, the author makes frequent rabbit trails. While the narrative is roughly chronological, the author frequently slows the pace of the narrative to examine every tiny detail about a particular trial or incident. Two, the author frequently gives unnecessary and frankly, uncomfortable examples for the different "vices" Theodore Roosevelt tried unsuccessfully to eradicate from Ne ...more
Sep 23, 2014 Rob rated it really liked it
Nice little chunk of TR's life. We see him spluttering, striding, sneaking through vice-ridden Manhattan as police commissioner, vowing with moral indignation to enforce all the laws and leave no little crack unchinked. We see him successful. But then we see him caught in the political backlash, and Tammany ascendant once more, and his own party run in terror from him.

No matter. Bumps in the road for TR, who always had his eye on bigger game. A year chasing beer and jailing prostitutes was neve
Jun 20, 2012 Shira rated it it was amazing
This is an amazing book! Written about the turn of the century in New York, New York with all of the color you might expect, or, at least hope for. The story focuses on the police department and the republican party who attempt to convert the sexy, boozy Big Apple into a tame, respectable, Sabbath abiding citizens. Roosevelt, the head of the police, is brought to life as a zealous advocate of reform not much liked by the vice-loving residents of the city. The book is thoroughly researched and ti ...more
Jun 14, 2012 Elizabeth rated it really liked it
It's comforting to know corruption is a part of the human condition. We manage to struggle along and progress. New York City in 1895 had a new administration and Theodore Roosevelt in the police department thought he could eliminate vice. It was simple--just enforce the laws. Starting with making sure all bars were closed on Sunday, Roosevelt became increasingly unpopular. This is a fascinating look at New York politics. Roosevelt couldn't wait to get out of the quagmire, and New York couldn't w ...more
May 08, 2012 Rick rated it it was ok
Island of Vice; I thought this book which chronicles Theodore Roosevelt's efforts to curb vice in 1890's NYC would be fascinating. A political narrative akin to the work of Luc Sante. I have to think there is a more intersting tale about sinning in NY then the one that Zacks has authored. Way too much time is spent on Roosevelt's sparring with a fellow Police Commissioner on who should get promoted within the NYPD. Even typing this I am falling asleep. The author has does prodigious research but ...more
Kelsey Hanson
Dec 12, 2015 Kelsey Hanson rated it it was ok
Shelves: nonfiction
This one was a bit dull for me. The research itself was great and the story of Theodore Roosevelt's obviously disastrous attempt at cleaning up New York City was pretty interesting. You could also see why TR was so determined by looking at the impact that addiction had on his family. However, something about the writing didn't hold my attention. I spent about half of this book zoning out before snapping out of it and returning my attention to the book.
Aug 27, 2013 Teresa rated it liked it
Not the rollicking, scintillating story of TR's famous midnight rambles to defeat police corruption that I expected. The book gets weighed down by too many descriptions of bureaucratic nonsense and court cases that don't really shore up the narrative. One gets the sense that Zacks spent his time working on this book cheering on the cops and looking down at Roosevelt. Still, it is an interesting look at why reform is so hard to achieve.
Casey Mahon
Nov 10, 2015 Casey Mahon rated it really liked it
Just finished reading Island of Vice by Richard Zacks. A very well told history of Theodore Roosevelt's time as President of the 4-member New York City Police Commission in 1895-1896. The book did a good job of showing the two-edged sword of TR's drive and persona: he certainly brought the Police force to a higher level of professionalism, but his zeal (or mania) for pure enforcement of poorly written laws, namely those centered around prohibition and indecency, cost him dearly. The author makes ...more
Raza Syed
Oct 17, 2015 Raza Syed rated it really liked it
Gambling Drinking Prostitution Corrupt politicians --- Vegas ? Nope
The Original Sin City - New York

This book details the twisted and sinful entertainment that most of New Yorkers enjoyed (Manhattan to be exact) at the turn of the previous century.

Enter self righteous Teddy Roosevelt and his personal Jihad to Improve the morals of America's Largest City from the unelected position of The President of The Board of Police Commissioners. We tend to feel sympathetic towards TR and his crusade but f
Sep 14, 2015 Mandy rated it liked it
Shelves: audiobooks
American history is SO not my thing. There’s a certain hierarchy/snobbery amongst history majors. America is just not old enough for “history.” You can usually find our sort taking Latin and Ancient Greek language classes for funsies. The only way we would deign to take an American History class is if England in the Middle Ages is full.

That’s pretty much what happened to me. There are only so many available audiobooks. Apparently, your average person cares more about American History than the P
Dec 19, 2014 Ann rated it liked it
New York of the 1890s was badly in need of reform. The corrupt machine of Tammany Hall ruled, providing essential services for votes or a kickback. Graft money went into the hands of the beat cop and worked its way up the chain to captains and superintendents. New Yorkers had finally had enough and demanded reform. Theodore Roosevelt was appointed the new Commissioner of Police. Along with his fellow board members, he put the wheels of reform into motion. He served in his post for only a year an ...more
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How does a community or nation drive away corruption 1 4 Jan 22, 2014 02:56PM  
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Richard Zacks (1955-?) was born in Savannah, Georgia but grew up in New York City. He was a Classical Greek major at the University of Michigan and studied Arabic in Cairo, Italian in Perugia, and French in the vineyards of France.. After completing Columbia's Graduate School of Journalism, he wrote a syndicated column for four years carried by the NY Daily News, Boston Globe, Dallas Morning News ...more
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