100 books like The Pirates of Penzance

By W.S. Gilbert, Arthur Sullivan,

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

Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

Book cover of Anton Chekhov's Masterpieces: Short Stories ( An Avenger, Gone Astray, A Slander, Frost ) - PART 7

Alex Bernstein Author Of Miserable Holiday Stories: 20 Festive Failures That Are Worse Than Yours!

From my list on century old humor that remains funny today.

Why am I passionate about this?

As a humorist and lover of all things comedy, I know how quickly a good joke can feel dated. (Heck, lots of great bits from last year don’t even work anymore.) Drama almost always holds up better than comedy. For example, you can still get swept up in dramatic narratives as ancient as The Odyssey. But do Aristophanes’ or Shakespeare’s “comedies” elicit even the slightest guffaws? Not from me. So, I hear you cry, are there any written works from more than 100 years ago that remain lol funny today? Well, don’t cry. Because yes, there are quite a few literary treasures that are still hysterically funny. The good news is that I’ve done some of that research for you.  

Alex's book list on century old humor that remains funny today

Alex Bernstein Why did Alex love this book?

Hold on! Anton Chekhov? Not that giant of Russian literature who gave us some of the most poignant, brooding, melancholy views of family life in dramatic works like The Seagull and The Cherry Orchard? Probably the biggest surprise on this list, Anton Chekhov wrote comedy for years and as a young adult supported his family by writing humorous sketches about Russian life for the magazine Oskolki. While most famous for his plays, Chekhov was an incredibly gifted short story and humor writer. In one of his tightest yarns, “An Avenger,” confused young Fyodor Sigaev goes shopping for an appropriate revolver to mete out justice after he discovers his spouse cheating on him. But once at the shop, the sheer number of firearm choices he’s presented with quickly overwhelm him. 

“. . . I would advise you, M'sieur, to take this superb revolver, the Smith and Wesson pattern, the…

By Anton Chekhov,

Why should I read it?

1 author picked Anton Chekhov's Masterpieces as one of their favorite books, and they share why you should read it.

What is this book about?

Anton Chekhov's Masterpieces

Short Stories ( An Avenger, Gone Astray, A Slander, Frost ) - PART 7 -

-  The inspirational short stories of Anton Chekhov are famous around the World. Some of the best loved stories and tales have been penned by this remarkable Russian author considered as one of the best short story writers in history and by some as the founder of short stories! The following selection of his famous short stories will provide hours of reading pleasure.

Read in this issue:

An Avenger Gone Astray A Slander Frost

Book cover of Three Men in a Boat: To Say Nothing of the Dog

David Baboulene Author Of Ocean Boulevard

From my list on humorous travel that also deliver great stories.

Why am I passionate about this?

Growing up, I only read humour, and it was my passion to write humour. When I was lucky enough to find myself travelling the world and working on cargo ships, the source material presented itself, and I took my chance. Publishers were wary of the crudity inherent to a sailor’s life, so I present myself as if P.G. Wodehouse himself had gone to sea. I am the butt of all the pranks, and horrified by what I see around me. So I was able to write a book that addresses the truth of a shipboard life… but leaves the suggested extremes to your imagination!

David's book list on humorous travel that also deliver great stories

David Baboulene Why did David love this book?

Growing up, I only read humour.

I just love to laugh and when a book has you making the pictures in mind for yourself and laughing out loud, there really is nothing better. And Three Men in a Boat sends me directly to the floor every time I read it, and I will never stop reading it as long as I live.

It is rightly a classic and still in the shops nearly 140 years later. My book is a homage to Three Men in a Boat. I followed the style and form, and acknowledge Jerome K Jerome in my front-matter.

My book is really 15 Men in a Boat, and if it is even 10% as good as Three, I will rightly be very proud of myself (if not my mathematics).

By Jerome K. Jerome,

Why should I read it?

2 authors picked Three Men in a Boat as one of their favorite books, and they share why you should read it.

What is this book about?

Three Men in a Boat (To Say Nothing of the Dog), published in 1889, is a humorous account by English writer Jerome K. Jerome of a two-week boating holiday on the Thames from Kingston upon Thames to Oxford and back to Kingston. The book was initially intended to be a serious travel guide, with accounts of local history along the route, but the humorous elements took over to the point where the serious and somewhat sentimental passages seem a distraction to the comic novel. One of the most praised things about Three Men in a Boat is how undated it…


Book cover of Roughing It

Fedora Amis Author Of Have Your Ticket Punched by Frank James

From my list on that bring a touch of humor to the Old West.

Why am I passionate about this?

I love history and I love to laugh. That’s why I brand myself as a writer of Victorian Whodunits with a touch of humor. I’ve spent decades learning about 1800s America. I began sharing that knowledge by performing in costume as real women of history. But I couldn’t be on stage all the time so I began writing the books I want to read, books that entertain while sticking to the basic facts of history and giving the flavor of an earlier time. I seek that great marriage of words that brings readers to a new understanding. As Albert Einstein said, “Not everything that can be counted counts, and not everything that counts can be counted.” 

Fedora's book list on that bring a touch of humor to the Old West

Fedora Amis Why did Fedora love this book?

Mark Twain is my writing idol. Before Roughing it, I’d never read a book written during the Civil War era which didn’t take sides and grind axes. From it, I learned detachment, that personal adventures can live side-by-side with even the most earth-shattering events. And that hilarious stories like “Bemis and the Buffalo” are the best antidote for the chaos and pain of war.

By Mark Twain,

Why should I read it?

2 authors picked Roughing It as one of their favorite books, and they share why you should read it.

What is this book about?

The celebrated author of The Adventures of Tom Sawyer and Adventures of Huckleberry Finn mixes fact and fiction in a rousing travelogue that serves as “a portrait of the artist as a young adventurer.”*
 
In 1861, young Mark Twain found himself adrift as a newcomer in the Wild West, working as a civil servant, silver prospector, mill worker, and finally a reporter and traveling lecturer. Roughing It is the hilarious record of those early years traveling from Nevada to California to Hawaii, as Twain tried his luck at anything and everything—and usually failed. Twain’s encounters with tarantulas and donkeys, vigilantes…


Book cover of The Importance of Being Earnest

Elizabeth Caulfield Felt Author Of Wilde Wagers

From my list on historical novels that are light and silly.

Why am I passionate about this?

I teach writing and children's literature at the University of Wisconsin, Stevens Point, and for many years worked as a librarian. (Once a librarian, always a librarian!) First and foremost, I'm a reader. The real world can be an unpleasant and depressing place, so I regularly escape inside books. Although serious books are great, it's also nice to escape to a world where you can laugh and not worry about anything too bad happening.

Elizabeth's book list on historical novels that are light and silly

Elizabeth Caulfield Felt Why did Elizabeth love this book?

Jack pretends to be his brother, Earnest, blaming the made-up man for all mishandled affairs. But when Jack's friend "becomes" the infamous Earnest and begins to woo Jack's ward Cecily, all sorts of craziness ensues. This classic play is perhaps the best example of wacky characters creating mayhem in a world where even bad things turn out to be only silly mishaps.  

By Oscar Wilde,

Why should I read it?

2 authors picked The Importance of Being Earnest as one of their favorite books, and they share why you should read it.

What is this book about?

Ever since the first night at the St James' Theatre on 14 February 1895, "The Importance of Being Earnest" has been recognised as one of the world's finest comic dramas. Now Judi Dench as Lady Bracknell leads an outstanding cast in this superb new production of Wilde's masterpiece, mounted to celebrate the centenary of the first performance.


Book cover of The Plain Old Man

R. J. Koreto Author Of Death at the Emerald

From my list on mysteries in the theatre world.

Why am I passionate about this?

I grew up in New York City, practically within walking distance of the Broadway theatre district. My first show was the original production of 1776. Everything grabbed my attention: Ian McKellan in Amadeus, Patrick Stewart in Macbeth, Richard Dreyfuss in Julius Caesar, and Rex Harrison in My Fair Lady. In high school, I was an eager, if not especially talented, member of the theatre club. I became curious about the whole theatre scene, and what could be a better place for a mystery, where actors, directors, and scene designers are already creating an alternate world.

R. J.'s book list on mysteries in the theatre world

R. J. Koreto Why did R. J. love this book?

MacLeod gives us one of the most delightful and intriguing couples with art investigators Sarah Kelling and Max Bittersohn. Although the plots are fun, with a kind of loopy charm, the real joy is the delightful characters, mostly from the widespread and eccentric Kelling clan. The Kellings are in fine form backstage of a Gilbert & Sullivan operetta. Every character here is indelible.

By Charlotte MacLeod,

Why should I read it?

1 author picked The Plain Old Man as one of their favorite books, and they share why you should read it.

What is this book about?

Murder upstages a Kelling family theatrical production—and Boston’s art sleuths are on the case. “The screwball mystery is Charlotte MacLeod’s cup of tea” (Chicago Tribune).
 Producing a Gilbert & Sullivan opera requires a special kind of madness, and the Kelling family is large enough and peculiar enough to undertake an entire company by themselves. For years now, Sarah Kelling’s Aunt Emma has supervised these annual productions—from The Pirates of Penzance to The Mikado—and this year she has invited her cast of relatives to rehearse The Sorcerer in her stately mansion. The show is nearly ready when a team of burglars…


Book cover of Ruddy Gore

Katherine Kovacic Author Of The Shifting Landscape

From my list on Australian crime fiction.

Why am I passionate about this?

I’m an Australian crime writer and I love reading crime with a real sense of place and/or time. Growing up in Australia, most of the time I read international authors, so finding fabulous books by local authors was a thrill every time, and that excitement has never left me. This list crosses the genre from cosy to hard-boiled crime, which hopefully means something for everyone. If nothing here grabs you, there’s a lot more fantastic Australian crime fiction to discover (did you know Australian author Charlotte Jay won the first ever Edgar Award in 1954?) and I can passion-talk about it anytime!

Katherine's book list on Australian crime fiction

Katherine Kovacic Why did Katherine love this book?

The entire Miss Fisher series is a delight but Ruddy Gore is a stand-out. In this book, the reader sees the Hon. Miss Phryne Fisher at her absolute best. In 1920s Melbourne, the lady detective is investigating the strange on-stage death of an actor during a performance of  Gilbert and Sullivan’s ‘Ruddigore.’ I like this book because it is here readers are introduced to Phryne’s only long-term lover, the charming and handsome Lin Chung. Phryne is a gutsy heroine and the 1920s setting and fashions are marvellous. A dashing tale to keep readers on the edge of their seats!  

By Kerry Greenwood,

Why should I read it?

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

What is this book about?

From the author of the bestselling Phryne Fisher Series comes Ruddy Gore, the next historical mystery featuring the unstoppable, elegant amateur sleuth. Can Miss Fisher use her theater ties to take care of a phantasm haunting a Gilbert and Sullivan show?

"The appeal of this story is the glimpse it provides into the 1920s theater world and the opportunity it affords to observe Phryne and Lin Chung's romance from its inception."―Booklist

Perfect for Fans of Rhys Bowen and Jacqueline Winspear Inspired the Netflix show Miss Fisher's Murder Mysteries Movie Miss Fisher and the Crypt of Tears Currently Streaming on Acorn…


Book cover of The 39 Steps

Clemens P. Suter Author Of Rebound

From my list on people with guts.

Why am I passionate about this?

Clemens P. Suter is an author of adventure novels. His books deal with people that overcome impossible, life-changing situations. These are entertaining adventure books, with dystopian, post-apocalyptic, and Scifi elements.

Clemens' book list on people with guts

Clemens P. Suter Why did Clemens love this book?

Buchan’s books are full of DIY heroes, men thrown into impossible situations but who manage to survive through their wits, a healthy dose of humor - and if necessary, with their fists. The book follows the hero Hannay, as he tries to escape German spies, first through England and then the wilderness of Scotland. The odds are stacked high against Hannay, but his bravura and strong will help him solve the mystery and dissolve the spy ring. Some of the views expressed in Buchan’s books are no longer politically correct and his works should always be understood in the context of his times, yet they make for very compelling reading.

By John Buchan,

Why should I read it?

1 author picked The 39 Steps as one of their favorite books, and they share why you should read it.

What is this book about?

From the Movie by Alfred Hitchcock, Licensed by ITV Global Entertainment Limited and an original concept by Simon Corble and Nobby Dimon Characters: 3m, 1f Comedy WINNER! 2 Tony® and Drama Desk Awards, 2008 WINNER! BEST NEW COMEDY Laurence Olivier Award, 2007 The 39 Steps, is Broadway's longest running comedy, playing its 500th performance on Broadway, May 19th, 2009! Mix a Hitchcock masterpiece with a juicy spy novel, add a dash of Monty Python and you have The 39 Steps, a fast-paced who


Book cover of Crimson Rapture

Regan Walker Author Of Summer Warrior

From my list on pirate sea stories.

Why am I passionate about this?

I am an author of romantic historical fiction and a book reviewer of more than 1,000 books. I also have a blog: Historical Romance Review. I love deep historicals—both my own and those written by others--that bring history and realistic love stories to life. Adventure and love on the high seas is my favorite setting.

Regan's book list on pirate sea stories

Regan Walker Why did Regan love this book?

Set at the dawn of the Regency era, the story begins on a British naval vessel on its way to Australia, transporting a famous prisoner—American privateer, Justin Phillips—as well as civilian passengers, including shy, 17-year old Christina Marks, in mourning for her father’s death and going to live with her uncle.

Justin and Christina share a love for books and ideas but are terribly different personalities. Were it not for the unusual circumstances in which the shy, unselfish girl speaks through a small window to a prisoner she can’t see, they never would have formed the bond they did. 

Horsman has brilliantly crafted this tale of a sheltered vicar’s daughter and a hardened man. Despite all against them, the two fall quickly and desperately in love.

By Jennifer Horsman,

Why should I read it?

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

What is this book about?

Kidnapped by pirates, Christina falls in love with their leader, the handsome captain, Justin Phillips


Book cover of Howard Pyle's Book of Pirates

David Poxon Author Of Watercolour, Heart & Soul

From my list on art influences.

Why am I passionate about this?

As a 5-year-old boy, I was given a tin of watercolour paints by my Grandmother. I had no idea how to use them, and there was no one around to teach me. I had to find my own way. Around the same time I was taken on a day trip to London, where we visited the Tate Gallery. It was there that I was confronted for the first time by the magnificent paintings of J.M.W.Turner. My love for art was ignited. I became a serious student of art, and although I have had to make a living in the world like everyone else, art became my go-to therapy for relief and recreation.

David's book list on art influences

David Poxon Why did David love this book?

On a day trip to Cambridge UK I was in an old book store. I could not believe my good fortune when I spotted an old-worn book entitled Howard Pyle’s Book of Pirates. I realised immediately that Pyle was the art teacher of N.C.Wyeth, the styles of the 2 are interchangeable. This book contains numerous Pirate stories, which Pyle wrote himself. Obviously the text is now very antiquated, but there are numerous illustrations illustrating Pirate battles and adventure. Pyle wrote and taught art in the late 19th Century. Any student of the Wyeth’s should check him out.

By Howard Pyle,

Why should I read it?

1 author picked Howard Pyle's Book of Pirates as one of their favorite books, and they share why you should read it. This book is for kids age 12, 13, 14, and 15.

What is this book about?

Pirates, Buccaneers, Marooners, those cruel but picturesque sea wolves who once infested the Spanish Main, all live in present-day conceptions in great degree as drawn by the pen and pencil of Howard Pyle….It is improbable that anyone else will ever bring his combination of interest and talent to the depiction of these old-time Pirates, any more than there could be a second Remington to paint the now extinct Indians and gun-fighters of the Great West.


Book cover of Viper

Kesia Lupo Author Of We Are Blood and Thunder

From my list on fantasy with female main characters and magic.

Why am I passionate about this?

I’m the author of two YA fantasy novels – We Are Blood and Thunder and We Are Bound by Stars. They’re set in a fantasy world, Valorian, governed by a (literally) colorful magic system and a pantheon of gods, and are all about power, fate, and discovering your true self. Both novels are dual narrative and feature a host of female main characters, who I think are complex, flawed, and relatable. As a child, I was obsessed with Lord of the Rings but always wondered why all the real heroes were men, which inspired me to write these books – partly, too, because of the wonderful female-led fantasies which have come out in the interim. 

Kesia's book list on fantasy with female main characters and magic

Kesia Lupo Why did Kesia love this book?

Viper mixes the best bits of Pirates of the Caribbean with a bold, fun, and traditional kind of magic in a female-led fantasy adventure that will grip you until the very last page. Our heroine, Marianne, is fated to become the Viper: the leader of a pirate empire protecting the Twelve Isles… only the current Viper stands in her way. He’s corrupt, merciless, and leaves a trail of despair and destruction in his wake… and he happens to be her father. 

By Bex Hogan,

Why should I read it?

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

What is this book about?

Marianne has been training to be the Viper for her entire life - to serve and protect the King and the citizens of The Twelve Isles - but to become the Viper and protect the islands she loves she must find the strength to defeat her father.

Power, politics and pirates collide in this epic fantasy trilogy for fans of Pirates of the Caribbean.

He will make me a killer.
Or he will have me killed.
That is my destiny.

Seventeen-year-old Marianne is fated to one day become the Viper, defender of the Twelve Isles.

But the reigning Viper stands…


5 book lists we think you will like!

Interested in piracy, political correctness, and musical theatre?

10,000+ authors have recommended their favorite books and what they love about them. Browse their picks for the best books about piracy, political correctness, and musical theatre.

Piracy Explore 134 books about piracy
Political Correctness Explore 18 books about political correctness
Musical Theatre Explore 83 books about musical theatre