The most recommended Caribbean books

Who picked these books? Meet our 177 experts.

177 authors created a book list connected to the Caribbean, and here are their favorite Caribbean books.
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Book cover of A High Wind in Jamaica

Thomas Reed Author Of Pocketful of Poseys

From my list on siblings in trying circumstances.

Why am I passionate about this?

I taught my first three recommendations as an English professor at Dickinson College. Since I retired, I’m constantly on the lookout for books worth discussing. Growing up, my feelings towards my brilliant and accomplished older sister cycled between awe, jealousy, resentment, and affection. That must partly account for the draw of books that explore the shared experiences and complex relationships of siblings. She’s sadly gone now, but watching the closening ties and lingering frictions between my own daughter and son keeps that interest alive—as does my constant witnessing of my wife’s rich relationship with her two older brothers. Since Cain and Abel, it’s all been about siblings.

Thomas' book list on siblings in trying circumstances

Thomas Reed Why did Thomas love this book?

Richard Hughes has always been my favorite under-read author. I tell people he writes as though he were the love child of A. A. Milne and Joseph Conrad.

A High Wind begins in an idyllic Caribbean setting, with the five Thornton and two Fernandez children living in what seems to be pre-lapsarian innocence; but Hughes soon plunks them square into the world of “Typhoon” and Lord Jim.

There are hellacious hurricanes and swashbuckling pirates involved, but it’s the pirates that are finally defenseless in the face of the children they unluckily take on board from an England-bound passenger ship. Time and time again, Hughes captures the bizarre ways in which children see the world, just as often warped by imagination as consolidated by fact.

I’m struck by the way his empathy for his characters never guarantees that their fate in his hands will be anything other than brutal.

By Richard Hughes,

Why should I read it?

4 authors picked A High Wind in Jamaica as one of their favorite books, and they share why you should read it.

What is this book about?

On the high seas of the Caribbean, a family of English children is set loose - sent by their parents from their home in Jamaica to receive the civilising effects of England. When their ship is captured by pirates, the thrilling cruise continues as the children transfer their affections from one batch of sailors to another. Innocence is their protection, but as life in the care of pirates reveals its dangers, the events which unfold begin to take on a savagely detached quality.


Book cover of The Only Life That Mattered: The Short and Merry Lives of Anne Bonny, Mary Read, and Calico Jack Rackam

Helen Hollick Author Of Sea Witch

From my list on history, mystery, and nautical adventure.

Why am I passionate about this?

I'm a British author, a USA Today bestseller, scribbling stories since I was 13 but became a published author in the 1990s when I was 40 with a retelling of the King Arthur legend set in the post-Roman 5th century. I then wrote two novels concerning the pre-Norman Conquest era, and am currently writing a cozy mystery series set in the 1970s. I also love tall ships and the sea, particularly the Golden Age of Piracy (diverse subjects, I know!) I enjoyed the first Pirates of the Caribbean movie, wanted to read something similar – fun, fantasy, and for adults, but couldn’t find anything... so wrote my own.

Helen's book list on history, mystery, and nautical adventure

Helen Hollick Why did Helen love this book?

Pirates. Who can resist the romanticized, swashbuckling Golden Age of piracy? (I know I can’t – my own created fictional character is a pirate!) Perhaps the most famous pirates of all are Anne Bonny, Mary Read, and Calico Jack Rackham. James L. Nelson’s novel about their scurrilous lives is based on the few historical records that exist, and he weaves a highly credible tale about their dastardly seafaring deeds – and how they came to be pirates in the first place. The author himself has a talent for writing exciting adventures and his knowledge of sailing a tall ship is unsurpassed – he actually worked aboard a replica tall ship, so he knows his stuff from stem to stern. This is an adult read with adult content of sex and violence, but then, these characters were pirates...

By James L. Nelson,

Why should I read it?

1 author picked The Only Life That Mattered as one of their favorite books, and they share why you should read it.

What is this book about?

Fed up with an outlaw existence, Calico Jack Rackam swears off the pirate life, until he meets Anne Bonny, a woman who would as soon stab a man as give him a good tumble-that is, unless he's a pirate. Soon Jack finds himself out on the high seas, with Anne by his side and his men spoiling for action.