What books I’d bring on the trip of a lifetime?
It’s a charming question, though it carries the faint smell of that old parlor game: You’re stranded on a desert island. What ten books do you bring?
Someone always answers The Complete Shakespeare. I admire the optimism. Apparently, while the rest of us are trying to figure out how to open coconuts without losing a finger, this person plans to stage Hamlet with a cast of hermit crabs.
My approach is different. If I’m going to be away from civilization for a while—whether that means an island, a remote cabin, or an airport lounge during a weather delay—I want books that keep the machinery of the soul running.
Hope. Humor. Style. Appetite. A few sparks of beauty.
And maybe one or two that remind me the world is larger than whatever beach I’ve landed on.
First, something to keep the lights on internally.
I’d bring Viktor Frankl’s Man’s Search for Meaning. Frankl’s book is one of those rare works that quietly rearranges the furniture in your mind. If a man can find purpose under the worst circumstances imaginable, then surely I can manage a little isolation and a questionable fruit diet.
It’s not exactly a pina-colada-on-the-beach kind of book, but it does wonders for perspective.
Next, humor. Mandatory equipment.
Here I’m packing P. G. Wodehouse, preferably a thick collection of Jeeves and Wooster stories. Bertie Wooster stumbling through upper-class disasters while Jeeves calmly restores order is one of civilization’s great achievements. If morale dips, Jeeves will fix things—even if the only thing he can fix is my mood.
Alongside Wodehouse I’d throw in Groucho Marx, because every library should contain at least one book written by a man who understood that a raised eyebrow is a philosophical position.
And perhaps George Carlin, for those moments when the coconut trees begin to resemble politicians.
Of course, since I write crime fiction, I’d also want Raymond Chandler along for the ride. Ideally the Modern Library edition with the Philip Marlowe novels gathered in one place like suspects in a lineup.
Chandler reminds you that sentences should have style. His prose doesn’t walk onto the page—it strolls in wearing a fedora and leaves with your wallet.
Also, Marlowe is good company. Cynical, yes, but guided by a battered moral compass. If you’re stuck somewhere bleak, that’s the sort of companion you want leaning against the palm tree.
Then comes poetry.
When you’re traveling—or stranded—poetry is perfect because it doesn’t demand long stretches of attention. You can read a page and sit with it for hours. I’d bring Pablo Neruda, perhaps a bit of Arthur Rimbaud, and definitely Rainer Maria Rilke’s Letters to a Young Poet.
Rilke is the literary equivalent of a wise friend who pours you a glass of wine and says, Relax. The confusion is part of the process.
Which is comforting advice if you’re trying to start a fire with two damp sticks and a paperback.
Now we arrive at a category that many desert-island lists neglect: food.
Even if the island cuisine is mostly coconut-forward, I’d bring M. F. K. Fisher. Fisher didn’t just write about meals; she wrote about hunger, pleasure, loneliness, love—everything that sits down at the table with us.
A good food writer can make you taste butter in a place where butter never existed.
For a slightly darker but important reminder of the wider world, I might tuck in Eduardo Galeano’s Open Veins of Latin America. It’s not cheerful reading, but it does remind you that history is complicated and the planet is bigger—and stranger—than whatever patch of sand you’re currently occupying.
Finally, I’d add a surprise guest: a book of letters from an artist or musician.
Filmmakers can be good company too. Someone like Howard Suber, who writes about storytelling and the visual medium with the calm authority of someone who has spent a lifetime studying the craft of light and celluloid across cultures. Which, if you’re stranded somewhere remote, suddenly becomes research.
The creative life, after all, is a long conversation with uncertainty.
And if you’re alone long enough, uncertainty starts talking back.
And since I’m apparently packing a slightly eccentric suitcase, I might add one more unexpected companion: Sy Montgomery’s The Soul of an Octopus. Not as a cookbook—because after reading Montgomery, eating an octopus would feel wrong. They are soulful and intelligent creatures. Maybe our alien overlords.
Besides, if you’re living on an island long enough, it’s comforting to imagine that somewhere just offshore there’s a creature with eight arms, three hearts, and possibly better conversation than most people you’ve met.
So no, I wouldn’t bring The Complete Shakespeare.
Instead I’d bring books that nourish different parts of being human: courage, laughter, beauty, appetite, curiosity, and a little hard-boiled wisdom for when the weather turns bad.
You’ll want companions who can keep you happy—and occasionally laughing out loud.
Preferably loud enough to scare the hermit crabs.











