100 books like The Rum Diary

By Hunter S. Thompson,

Here are 100 books that The Rum Diary fans have personally recommended if you like The Rum Diary. Shepherd is a community of 10,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Siddhartha

Marc Lesser Author Of Finding Clarity: How Compassionate Accountability Builds Vibrant Relationships, Thriving Workplaces and Meaningful Lives

From my list on helping you live a meaningful and successful life.

Why am I passionate about this?

I sometimes describe myself as a stealth Zen teacher working in the business world. I've founded and been CEO of three companies, including the Search Inside Yourself Leadership Institute, a company I helped create and launch inside of Google's headquarters. I'm an executive coach and consultant to CEOs and leaders in the corporate and non-profit worlds. Prior to my business career I was a resident of the San Francisco Zen Center for 10 years. I'm the author of 5 books.

Marc's book list on helping you live a meaningful and successful life

Marc Lesser Why did Marc love this book?

Siddhartha is a profound exploration of spirituality, self-discovery, and the pursuit of meaning in life.

It encourages readers to seek their own paths, embrace the present moment, and develop a deep sense of interconnectedness with the world around them. The books protagonist Siddhartha encounters various forms of suffering throughout his journey, and he comes to recognize the necessity and inevitability of pain and hardship in life.

The novel teaches that true wisdom and growth can arise from embracing and accepting suffering rather than trying to escape or avoid it.

By Hermann Hesse,

Why should I read it?

13 authors picked Siddhartha as one of their favorite books, and they share why you should read it.

What is this book about?

Here the spirituality of the East and the West have met in a novel that enfigures deep human wisdom with a rich and colorful imagination.

Written in a prose of almost biblical simplicity and beauty, it is the story of a soul's long quest in search of he ultimate answer to the enigma of man's role on this earth. As a youth, the young Indian Siddhartha meets the Buddha but cannot be content with a disciple's role: he must work out his own destiny and solve his own doubt-a tortuous road that carries him through the sensuality of a love…


Book cover of Into the Wild

M. R. Reed Author Of Enthrall

From my list on doing what is right when others are against you.

Why am I passionate about this?

I’m drawn to the idea of doing what you think is right when others are against you because I’ve always felt the desire to row against the current and just do my own thing. I tend to avoid following the crowd because oftentimes I simply don’t agree with them. Am I being purposely difficult? Maybe. But I fear a society that goes with the flow simply because it’s easier and it doesn’t require them to think for themselves. It’s okay to listen to other people, but before you make any major decisions, ask yourself a question: Is this right for me?

M. R.'s book list on doing what is right when others are against you

M. R. Reed Why did M. R. love this book?

Here’s my confession: I hated Chris McCandless by the time I finished this book. I hated his cockiness and lack of respect for the power of the wilderness.

But you know what I give him credit for? His ability to leave his life of privilege and the courage to go out into the world and forge his own destiny. He did what he thought was best for him despite the pushback he received from his friends and family.

I think I hated him so much because I wanted him to succeed, and he doomed himself through his own hubris. 

By Jon Krakauer,

Why should I read it?

18 authors picked Into the Wild as one of their favorite books, and they share why you should read it.

What is this book about?

Krakauer’s page-turning bestseller explores a famed missing person mystery while unraveling the larger riddles it holds: the profound pull of the American wilderness on our imagination; the allure of high-risk activities to young men of a certain cast of mind; the complex, charged bond between fathers and sons.

"Terrifying... Eloquent... A heart-rending drama of human yearning." —New York Times

In April 1992 a young man from a well-to-do family hitchhiked to Alaska and walked alone into the wilderness north of Mt. McKinley. He had given $25,000 in savings to charity, abandoned his car and most of his possessions, burned all…


Book cover of On the Road

Christopher Corr Author Of The Great Race: The Story of the Chinese Zodiac

From my list on for travelling vagabonds.

Why am I passionate about this?

I started travelling to paint and draw when I was an art student, first in Manchester and then at the Royal College of Art in London. I applied for drawing scholarships to help enable my travels. I wanted to see and draw the world in my own way. I’ve never really liked reading travel guidebooks. They date so quickly and can be too limiting but I’ve always enjoyed reading books by people who travel. You get a much truer sense of a place from someone who has followed a passion to somewhere remote. When I travel I look for stories on my journeys, something to bring home.

Christopher's book list on for travelling vagabonds

Christopher Corr Why did Christopher love this book?

This is the bible for the Beat generation and a glimpse into the jazz poetry road trip art world of 1950s America.

I read it before travelling to the US on a scholarship to help give me a sense of the Americana and youth culture I hope I would find.

I travelled all around the States excited by motels and road signs and railroad stations and telegraph poles laden with cables running off to disappear over the horizon. And those big old cars…

It’s such a physical story, so full of vigour and sweat.

By Jack Kerouac,

Why should I read it?

9 authors picked On the Road as one of their favorite books, and they share why you should read it.

What is this book about?

The legendary novel of freedom and the search for authenticity that defined a generation, now in a striking new Pengiun Classics Deluxe Edition

Inspired by Jack Kerouac's adventures with Neal Cassady, On the Road tells the story of two friends whose cross-country road trips are a quest for meaning and true experience. Written with a mixture of sad-eyed naivete and wild ambition and imbued with Kerouac's love of America, his compassion for humanity, and his sense of language as jazz, On the Road is the quintessential American vision of freedom and hope, a book that changed American literature and changed…


Book cover of Our Man in Havana

Nick Davies Author Of El Flamingo

From my list on fast-paced escapism with a comedic edge.

Why am I passionate about this?

I'm an actor turned journalist and writer. After a series of roles on low-budget movies and forgettable soap operas, I moved to Latin America to write about travel and life and all the heartbreak and humour it entails. El Flamingo follows the misadventure of a struggling actor who gets mistaken for a rogue assassin in Mexico and is forced to assume the mysterious identity in order to survive. It is a preposterous plot that could never happen in real life, yet the essence of it all was inspired by places I went, people I crossed paths with, and a sense of adventure that, to me, was authentic. 

Nick's book list on fast-paced escapism with a comedic edge

Nick Davies Why did Nick love this book?

This one is a classic in the satirical espionage genre; a fish-out-of-water protagonist, the story being set in Cuba and taking aim at the MI6 Intelligence Service during the Cold War years. While it embraces its initial silliness, it ultimately embeds an important message into the narrative.

By Graham Greene,

Why should I read it?

5 authors picked Our Man in Havana as one of their favorite books, and they share why you should read it.

What is this book about?

MI6’s man in Havana is Wormold, a former vacuum-cleaner salesman turned reluctant secret agent out of economic necessity. To keep his job, he files bogus reports based on Charles Lamb’s Tales from Shakespeare and dreams up military installations from vacuum-cleaner designs. Then his stories start coming disturbingly true…
 
First published in 1959 against the backdrop of the Cold War, Our Man in Havana remains one of Graham Greene’s most widely read novels. It is an espionage thriller, a penetrating character study, and a political satire of government intelligence that still resonates today. This Penguin Classics edition features an introduction by…


Book cover of The Bourne Identity

Frank Zafiro Author Of The Last Horseman

From my list on action with thrills that could really happen.

Why am I passionate about this?

I was a cop for twenty years. And while I always saw True Crime as a busman’s holiday, I loved crime fiction all along. Eventually my own writing took me there, as well. I love how crime fiction, much like good science fiction, explores the nature of human behavior in a way that isn’t as prevalent in other genres. As a result, I’ve read widely in the field, always gravitating toward the darker and grittier entries. The lone wolf protagonists who either live by a code or undergo a fascinating change within the book or series has also been my focus.

Frank's book list on action with thrills that could really happen

Frank Zafiro Why did Frank love this book?

Thanks to Hollywood adaptations and sometimes a greedy publisher, a great series can diminish as time passes. But that doesn’t change how cool the original was.

I love the setup of a man waking on a sailing vessel with no memory, only to discover his identity as super espionage agent. The mystery of the scenario and the intrigue as Bourne unravels his own personhood was so well done in this first book (and the first film was an excellent adaptation), and it is worth revisiting.

By Robert Ludlum,

Why should I read it?

13 authors picked The Bourne Identity as one of their favorite books, and they share why you should read it.

What is this book about?

Jason Bourne is back in the forthcoming major motion picture starring Matt Damon and Alicia Vikander. Go back to where it all began for Bourne in his first adventure - The Bourne Identity

He was dragged from the sea, his body riddled with bullets. There are a few clues: a frame of microfilm surgically implanted beneath the skin of his hip; evidence that plastic surgery has altered his face; strange things he says in his delirium, which could be code words. And a number on the film negative that leads to a bank account in Zurich, four million dollars, and…


Book cover of The Curious Case of Benjamin Button

David J.B. Eisenbraun Author Of Traveling Purposefully Towards a Vague Destination

From my list on inspiring a life of adventurism and escape.

Why am I passionate about this?

I consider myself above all to be an American Adventurer; I have been traveling in unorthodox methods for the last eight years beginning as a vagabond living in my car, a wilderness survival instructor in the Mojave, a privately contracted sailor in the Caribbean, funding an exciting independent film in remote Northern Pakistan, teaching English in Central Europe, and planting trees as part of a forestry project in remote Australia. I have committed myself to developing an organic method of traveling purposefully towards a vague destination and have turned it into a way of life.

David's book list on inspiring a life of adventurism and escape

David J.B. Eisenbraun Why did David love this book?

Some people will argue that of all the movies adapted from books, the book will always win, but in The Curious Case of Benjamin Button, I believe the film adaptation is more alluring than the original short story, but it would not be fair to discredit that this film was influenced by Fitzgerald’s original satire of a child born aging in reverse.

While the movie veers away from the short story in time period, setting and character development, the short story draws more into the philosophical questions I believe we ourselves as a society are subconsciously thinking—even today, nearly a century after it’s writing as to how we contradict the specific wisdom that comes with age while also relinquishing it due to natural mental decline and end up treating our elderly like children.

Unlike the film, the story takes place just after the American Civil War and draws a…

By F. Scott Fitzgerald,

Why should I read it?

2 authors picked The Curious Case of Benjamin Button as one of their favorite books, and they share why you should read it.

What is this book about?

As long ago as 1860 it was the proper thing to be born at home. At present, so I am told, the high gods of medicine have decreed that the first cries of the young shall be uttered upon the anesthetic air of a hospital, preferably a fashionable one. So young Mr. and Mrs. Roger Button were fifty years ahead of style when they decided, one day in the summer of 1860, that their first baby should be born in a hospital. Whether this anachronism had any bearing upon the astonishing history I am about to set down will never…


Book cover of Stalking the Angel

Nick Davies Author Of El Flamingo

From my list on fast-paced escapism with a comedic edge.

Why am I passionate about this?

I'm an actor turned journalist and writer. After a series of roles on low-budget movies and forgettable soap operas, I moved to Latin America to write about travel and life and all the heartbreak and humour it entails. El Flamingo follows the misadventure of a struggling actor who gets mistaken for a rogue assassin in Mexico and is forced to assume the mysterious identity in order to survive. It is a preposterous plot that could never happen in real life, yet the essence of it all was inspired by places I went, people I crossed paths with, and a sense of adventure that, to me, was authentic. 

Nick's book list on fast-paced escapism with a comedic edge

Nick Davies Why did Nick love this book?

Elvis Cole is the first-person narrator of a classic private eye series set in Los Angeles.

It is fun and unpretentious while being full of sociological truisms. The novels are first and foremost crime thrillers, but the comedic voice and observations make for a somewhat genre-bending experience every single read.  

By Robert Crais,

Why should I read it?

1 author picked Stalking the Angel as one of their favorite books, and they share why you should read it.

What is this book about?

The second blistering Elvis Cole novel from the bestselling author of RACING THE LIGHT

'Brilliant... read this, then read all his others' Mirror

Bradley Warren had lost something very valuable, something that belonged to someone else: a rare thirteenth-century Japanese manuscript called the Hagakure.

Everything PI Elvis Cole knew about Japanese culture he'd learned from reading SHOGUN, but he knew a lot of crooks - and what he didn't know, his sidekick Joe Pike did.

Together, Cole and Pike begin their search in L.A.'s Little Tokyo, the nest of the notorious Japanese mafia, the Yakuza - and find themselves caught…


Book cover of Murder in the Bayou: Who Killed the Women Known as the Jeff Davis 8?

Bruce Siwy Author Of Jailing the Johnstown Judge: Joe O'Kicki, the Mob and Corrupt Justice

From my list on for journalists by journalists.

Why am I passionate about this?

Today's reporter inhabits an environment ranging from hostile to apathetic. Somewhere beyond the blistering criticism and rabid mistrust is the writer's haunting suspicion that today's revelatory art will line the reader's birdcage before his or her lunchtime McChicken. I get it. My entire professional career has been spent filing Right-to-Know and other public information requests, working the phones, chasing the perfect photo, and hammering at the keyboard in the hopes of something legible. On occasion I've mined something of both meaning and impact. That's what the writers I've featured have done as well as anyone I've ever read. May you find their journalism as inspiring as I do.

Bruce's book list on for journalists by journalists

Bruce Siwy Why did Bruce love this book?

Real-life P.I. Ethan Brown pulls no punches with this wrenching exposé of deep-South police corruption.

Murder in the Bayou parts the curtain on inescapable connections between eight women killed in a rural Louisiana parish between 2005-2009..

Clocking in at less than 250 pages, this one is thick as swamp fog with the backgrounds and rap sheets of all players, indicted and unindicted. Brown's boots-on-the-ground approach to this story is evident in the interviews he scored with the central characters of this backwoods underworld.

The result is not just a triumph of journalism; it's a triumph of courage. I was inspired by Brown's devotion to the story and, more importantly, to the families and friends of these marginalized women.

By Ethan Brown,

Why should I read it?

1 author picked Murder in the Bayou as one of their favorite books, and they share why you should read it.

What is this book about?

NEW YORK TIMES BESTSELLER

A SOUTHERN LIVING 2016 BOOK OF THE YEAR

An explosive, true-life southern gothic story, Murder in the Bayou chronicles the twists and turns of a high-stakes investigation into the murders of eight women in a troubled Louisiana parish.

Between 2005 and 2009, the bodies of eight women were discovered around the murky canals and crawfish ponds of Jennings, Louisiana, a bayou town of 10,000 in the heart of the Jefferson Davis parish. Local law enforcement officials were quick to pursue a serial killer theory, opening a floodgate of media coverage—from CNN to The New York Times.…


Book cover of Seek: Reports from the Edges of America & Beyond

Bruce Siwy Author Of Jailing the Johnstown Judge: Joe O'Kicki, the Mob and Corrupt Justice

From my list on for journalists by journalists.

Why am I passionate about this?

Today's reporter inhabits an environment ranging from hostile to apathetic. Somewhere beyond the blistering criticism and rabid mistrust is the writer's haunting suspicion that today's revelatory art will line the reader's birdcage before his or her lunchtime McChicken. I get it. My entire professional career has been spent filing Right-to-Know and other public information requests, working the phones, chasing the perfect photo, and hammering at the keyboard in the hopes of something legible. On occasion I've mined something of both meaning and impact. That's what the writers I've featured have done as well as anyone I've ever read. May you find their journalism as inspiring as I do.

Bruce's book list on for journalists by journalists

Bruce Siwy Why did Bruce love this book?

Seek finds Johnson mining his own humanity through true tales of Alaskan gold prospecting and the manhunt for a serial bomber.

He loses himself in fungus at an Oregan hippie festival and searches for God at a Christian biker rally in Texas. His travels take him to the sometimes-literal frontlines of the news, including the hellish delirium of the Liberian civil war and conversations with Constitution-toting Montanans bent on the overthrow of the United States government.

Johnson's writing in this compilation of essays was absolutely searing and a revelation to me. This stuff belongs in the home library of anyone who's ever aspired to pick up the pen.

By Denis Johnson,

Why should I read it?

1 author picked Seek as one of their favorite books, and they share why you should read it.

What is this book about?

“Johnson writes with a fervor that can only be described as religious. Seek is scary and beautiful and ecstatic and uncontrolled…he elevates the mundane to the sublime; he boils things down to their essence. He’s simply one of the few writers around whose sentences make you shudder.” —Adrienne Miller, Esquire

Part political disquisition, part travel journal, part self-exploration, Seek is a collection of essays and articles in which Denis Johnson essentially takes on the world. And not an obliging, easygoing world either; but rather one in which horror and beauty exist in such proximity that they might well be interchangeable.…


Book cover of Sh*tshow! The Country's Collapsing...and the Ratings Are Great

Bruce Siwy Author Of Jailing the Johnstown Judge: Joe O'Kicki, the Mob and Corrupt Justice

From my list on for journalists by journalists.

Why am I passionate about this?

Today's reporter inhabits an environment ranging from hostile to apathetic. Somewhere beyond the blistering criticism and rabid mistrust is the writer's haunting suspicion that today's revelatory art will line the reader's birdcage before his or her lunchtime McChicken. I get it. My entire professional career has been spent filing Right-to-Know and other public information requests, working the phones, chasing the perfect photo, and hammering at the keyboard in the hopes of something legible. On occasion I've mined something of both meaning and impact. That's what the writers I've featured have done as well as anyone I've ever read. May you find their journalism as inspiring as I do.

Bruce's book list on for journalists by journalists

Bruce Siwy Why did Bruce love this book?

Believe it or not, this irreverently titled gem was recommended to me by a pastor.

Charlie LeDuff is no saint, but his sermons on racial unrest, politician-class hypocrisy, and the poisoned water of Flint, Michigan should evoke some Old Testament outrage in any red-blooded American.

LeDuff shrugs off the tired tropes and narratives for a God's-honest odyssey of the U.S. to document corrosions within our culture and society. I dig his style and, more critically, his clear-eyed examination of the problems average people are facing across the country.

Sh*tshow! is a fun and refreshing read, sure to help recharge the batteries of even our most cynical.

By Charlie Leduff,

Why should I read it?

1 author picked Sh*tshow! The Country's Collapsing...and the Ratings Are Great as one of their favorite books, and they share why you should read it.

What is this book about?

A daring, firsthand, and utterly-unscripted account of crisis in America, from Ferguson to Flint to Cliven Bundy's ranch to Donald Trump's unstoppable campaign for President--at every turn, Pulitzer-prize winner and bestselling author of Detroit: An American Autopsy, Charlie LeDuff was there

In the Fall of 2013, long before any sane person had seriously considered the possibility of a Trump presidency, Charlie LeDuff sat in the office of then-Fox News CEO Roger Ailes, and made a simple but prophetic claim: The whole country is bankrupt and on high boil. It’s a shitshow out there. No one in the bubbles of Washington,…


5 book lists we think you will like!

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