100 books like Sailing Alone Around the World

By Joshua Slocum,

Here are 100 books that Sailing Alone Around the World fans have personally recommended if you like Sailing Alone Around the World. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Old Man and the Sea

Harold Bergman Author Of When the Dream Becomes a Nightmare

From my list on the romance and reality of ocean sailing.

Why am I passionate about this?

Similar to many other men and women, when I was younger and more naïve, I had the romantic dream of sailing around the world, exploring and experiencing new times in exotic places. Like many others who turned that dream into reality, I quickly learned the new and exotic moments were far out-shadowed by the life-threatening, dream-ending, nightmare realities of ocean sailing. Fortunately, I ended the voyage before I killed myself. I wanted to share my dream and nightmare experiences with those who dream.

Harold's book list on the romance and reality of ocean sailing

Harold Bergman Why did Harold love this book?

I liked this book because it taught me several lessons. One was to be careful of what you wish for. The second was that if your goal is that important to you, do not let anything stop you from attaining it. The third was to maybe take a second look at your goal and reassess whether it is really that important to you.

By Ernest Hemingway,

Why should I read it?

11 authors picked The Old Man and the Sea as one of their favorite books, and they share why you should read it.

What is this book about?

This powerful and dignified story about a Cuban fisherman's struggle with a great fish has the universal appeal of a struggle between man and the elements, the hunter with the hunted. It earned Hemingway the Nobel prize and has been made into an acclaimed film. Age 13+


Book cover of Yachtsman's Guide to the Bahamas

Harold Bergman Author Of When the Dream Becomes a Nightmare

From my list on the romance and reality of ocean sailing.

Why am I passionate about this?

Similar to many other men and women, when I was younger and more naïve, I had the romantic dream of sailing around the world, exploring and experiencing new times in exotic places. Like many others who turned that dream into reality, I quickly learned the new and exotic moments were far out-shadowed by the life-threatening, dream-ending, nightmare realities of ocean sailing. Fortunately, I ended the voyage before I killed myself. I wanted to share my dream and nightmare experiences with those who dream.

Harold's book list on the romance and reality of ocean sailing

Harold Bergman Why did Harold love this book?

When I cruised the Bahamas in 1968/69, there was no other book of its kind available. At the time, there was no such thing as GPS, digital, computers and all the other navigational aids to help small boaters today. It was foolhardy to cruise the Bahamas at night and even during the day without local knowledge.

This book provided much-needed navigational directions, headings, and descriptive aids for entrances through coral reefs and harbors, the location of navigational aids, and basic information about each major island.

By Thomas Daly,

Why should I read it?

1 author picked Yachtsman's Guide to the Bahamas as one of their favorite books, and they share why you should read it.


Book cover of Desperate Voyage

Harold Bergman Author Of When the Dream Becomes a Nightmare

From my list on the romance and reality of ocean sailing.

Why am I passionate about this?

Similar to many other men and women, when I was younger and more naïve, I had the romantic dream of sailing around the world, exploring and experiencing new times in exotic places. Like many others who turned that dream into reality, I quickly learned the new and exotic moments were far out-shadowed by the life-threatening, dream-ending, nightmare realities of ocean sailing. Fortunately, I ended the voyage before I killed myself. I wanted to share my dream and nightmare experiences with those who dream.

Harold's book list on the romance and reality of ocean sailing

Harold Bergman Why did Harold love this book?

I found this book a very exciting read about sailing alone on the ocean with little or no knowledge about sailing or the ocean. All problems he encountered were of his own making, and survival was largely due to good luck rather than good management.

Little did I realize he painted a more romanticized version of his misadventures.

By John Caldwell,

Why should I read it?

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

What is this book about?

In May 1946 John Caldwell set out to sail from Panama to Sydney to reunite with his wife who he hadn't seen for more than a year. Eager to reach his destination and unable to secure any other form of transport, he had to resort to singlehanded seamanship.

After an ignominious scene in the harbor, where a tangled anchor led him to take an early dip, he spent ten days learning the rudiments of navigation and sailing from a book, before embarking on the 9,000 mile journey aboard the 20-foot Pagan. Ahead lay a mission that was to reveal in…


Book cover of Seamanship in the Age of Sail: An Account of Shiphandling of the Sailing Man-O-War, 1600-1860

Harold Bergman Author Of When the Dream Becomes a Nightmare

From my list on the romance and reality of ocean sailing.

Why am I passionate about this?

Similar to many other men and women, when I was younger and more naïve, I had the romantic dream of sailing around the world, exploring and experiencing new times in exotic places. Like many others who turned that dream into reality, I quickly learned the new and exotic moments were far out-shadowed by the life-threatening, dream-ending, nightmare realities of ocean sailing. Fortunately, I ended the voyage before I killed myself. I wanted to share my dream and nightmare experiences with those who dream.

Harold's book list on the romance and reality of ocean sailing

Harold Bergman Why did Harold love this book?

Dr. Harland was a close friend of mine who spent years researching, writing, and editing this book. It is the most comprehensive and detailed book I have ever read on the subject of seamanship in the days of sail.

The book's bibliography includes goals written in several languages and interviews with some of the most famous names in contemporary naval history.

By John Harland,

Why should I read it?

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

What is this book about?

Numerous successful reprints of contemporary works on rigging and seamanship indicate the breadth of interest in the lost art of handling square-rigged ships. Modelmakers, marine painters and enthusiasts need to know not only how the ships were rigged but how much sail was set in each condition of wind and sea, how the various manoeuvres were carried out, and the intricacies of operations like reefing sails or 'catting' an anchor. Contemporary treatises such as Brady's Kedge Anchor in the USA or Darcy Lever's Sheet Anchor in Britain tell only half the story, for they were training manuals intended to be…


Book cover of One Girl One Dream

Liesbet Collaert Author Of Plunge: One Woman's Pursuit of a Life Less Ordinary

From my list on sailing memoirs written by women.

Why am I passionate about this?

I’ve always enjoyed reading memoirs that pull me in, take me on a unique journey, and entertain me with real-life drama. Nonfiction can be better than fiction, when the experiences and a compelling voice are present. I have been a writer and a nomad since 2003 and, during my thirties, sailed throughout the Caribbean and South Pacific for eight years with a partner and two dogs. When publishing my own account of this journey, I merged the present tense with enticing elements of fiction writing, like flashbacks, foreshadowing, and cliffhangers. Using correct grammar and eliminating typos are important to me as well, which is why I am a picky reader.

Liesbet's book list on sailing memoirs written by women

Liesbet Collaert Why did Liesbet love this book?

While I enjoyed reading One Girl One Dream and have unconventional ideas like the author, I’m torn about a child sailing the world instead of going to school.

Laura sailed single-handedly around the world when she was 14, finishing at 16. This fascinating achievement made her the youngest circumnavigator in the world. 

The first chapter is a page turner; the subsequent ones are written like a diary. I am usually not a fan of this style, but because her story remains an exciting and courageous feat from beginning to end, it kept me wanting to learn more. It was also fun to read Dutch words and traditions, because I grew up in Belgium. 

I wouldn’t call Laura’s memoir a high-quality narrative or good writing, but it held my attention and that means something for this picky reader.

By Laura Dekker,

Why should I read it?

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

What is this book about?

The amazing autobiographical account of the youngest ever solo circumnavigation of the Earth. First time in English! If you want to see the other side of the world, you can do two things: turn the world upside down, or travel there yourself. In 2012, at the age of just 16, Laura Dekker became the youngest sailor ever to single-handedly circumnavigate the globe. In realising her long-held dream, she had not only braved the wild oceans and long weeks of solitude at sea, but also the doubts and sometimes hostile resistance of officials. In this remarkable account of her incredible journey…


Book cover of Swell: A Sailing Surfer's Voyage of Awakening

Kaia Alexander Author Of Written in the Ashes

From my list on badass adventurous women seeking love and belonging.

Why am I passionate about this?

As a queer/bi girl labeled as a tomboy from early on, I ached for a sense of belonging in my life that I only found in books. The adventurous women and girls that I looked for in the pages of books that were like friends to me spanned from Anne of Green Gables to Harriet the Spy. As I got older, I realized that important and awesome adventurous women had been left out of my history books, and only now are we starting to find out who they were, and how many women like myself were erased, and are now being redeemed through these wonderful stories.

Kaia's book list on badass adventurous women seeking love and belonging

Kaia Alexander Why did Kaia love this book?

Captain Liz Clark is who I would have wanted to be when I grew up, had I found her story in my teens.

There were almost no strong female role models that I could point to as a girl who inspired me, and illuminated a path of an adventurous woman. Captain Liz Clark built her own sailboat and decided to take on the entire Pacific Ocean on her adventures to find love, connection, and a relationship to nature and her own pure heart.

I clutched this book to my heart and took it with me everywhere for a month. Then I wrote Captain Liz to option it, so we can make a TV show about her life, because we need her story on screen!

By Liz Clark, Daniella Manini (illustrator),

Why should I read it?

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

What is this book about?

Chasing a dream is never easy, but if you go far enough, it will set you free.

Captain Liz Clark spent her youth dreaming of traveling the world by sailboat and surfing remote waves. When she was 22, she met a mentor who helped turn her desire into reality. Embarking on an adventure that most only fantasize about, she set sail from Santa Barbara, California, as captain of her 40-foot sailboat, Swell, headed south in search of surf, self, and the wonder and learning that lies beyond the unbroken horizon.

In true stories overflowing with wild waves and constant challenges,…


Book cover of We, the Drowned

Gregg Dunnett Author Of Little Ghosts: My sister's name was Layla. I know who killed her. She told me.

From my list on blurring the line between fantasy and reality.

Why am I passionate about this?

I’m not an expert on very much. Certainly not the biggest questions of all, such as are we really here, and if not, what’s this all about? But I’ve always enjoyed books that touch upon these questions and find a way to connect them to our everyday reality (I find them easier than actual philosophy). If I am well placed to curate this list, that’s why. I hope it reminds you how we all grapple with these same universal questions. How we all share our doubts and face the same fears. How we’re all whittled away by the same relentless flow of time. 

Gregg's book list on blurring the line between fantasy and reality

Gregg Dunnett Why did Gregg love this book?

When I read this it felt like a seagoing version of One Hundred Years of Solitude, and it was touch and go which to include in this list. But if you’re like me, and love the sea, there’s no real choice.

In this epic novel we’re shown how the Danish port town of Marstal – and people who call it home – evolve over the course of a century. The novel brilliantly captures the pull that the sea has over the town’s inhabitants, and their struggle to keep what makes them human when faced with its power and scale.

There’s a fantastical element too, just a touch here and there, which somehow matches how most of us experience the unexplainable.  

By Carsten Jensen, Charlotte Barslund (translator), Emma Ryder (translator)

Why should I read it?

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

What is this book about?

In 1848 a motley crew of Danish sailors sets sail from the small island town of Marstal to fight the Germans. Not all of them return - and those who do will never be the same. Among them is the daredevil Laurids Madsen, who promptly escapes again into the anonymity of the high seas.

Spanning four generations, two world wars and a hundred years, We, The Drowned is an epic tale of adventure, ruthlessness and passion.


Book cover of Mischief in Patagonia

Nicholas Coghlan Author Of Winter in Fireland: A Patagonian Sailing Adventure

From my list on sailing in Patagonia.

Why am I passionate about this?

My first experience of sailing was in an open dinghy in the North Sea in winter; the second was capsizing in the path of a hovercraft at Cowes. I was put off for years. But once Jenny and I moved to spectacular British Columbia, we were inspired to try again. In 1985 we left on what would become a 4-year circumnavigation of the world; more recently and over several years we made our way back under sail from Cape Town to BC, spending a year in Patagonian waters. My other (paying) career has been as a diplomat, which is everything long-distance-sailing is not: people, rules, compromises, convention. Over the years, things have more-or-less balanced out.

Nicholas' book list on sailing in Patagonia

Nicholas Coghlan Why did Nicholas love this book?

Bill Tilman was a war hero and an accomplished Himalayan climber – reaching 27,000 feet on Everest without oxygen in 1938 – who turned in later life to sailing as a means of accessing obscure mountain ranges. In 1956 he sailed his Bristol Channel pilot cutter (Mischief) from England to the Chilean channels and made the first successful crossing of the Patagonian ice cap. Tilman was likely not easy to get on with – he tolerates no women on board, and on this particular cruise we never learn the first name of his deputy – but his writing is erudite and amusingly self-deprecating. This narrative concludes with the dry comment: “Ships are all right – it's the men in them.” Tilman sailed to the very end. He disappeared at sea in 1977, in his eightieth year, en route to climb a remote island peak in Antarctica. Would that…

By H. W. Tilman,

Why should I read it?

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

What is this book about?

'So I began thinking again of those two white blanks on the map, of penguins and humming birds, of the pampas and of gauchos, in short, of Patagonia, a place where, one was told, the natives’ heads steam when they eat marmalade.'

So responded H. W. ‘Bill’ Tilman to his own realisation that the Himalaya were too high for a mountaineer now well into his fifties. He would trade extremes of altitude for the romance of the sea with, at his journey’s end, mountains and glaciers at a smaller scale; and the less explored they were, the better he would…


Book cover of The Riddle of the Sands

Carol Newman Cronin Author Of Ferry to Cooperation Island

From my list on taking place on the coast.

Why am I passionate about this?

As a sailor and 2004 Olympian I am happiest on salt water, so that’s where most of my characters live their best lives. I write coastal fiction; stories with a happy ending that could only take place on or near the water. Boat rides are a bonus! As both a reader and an author, my tastes span across several traditional genres: from young adult time travel to literary fiction, with stops along the way for a light touch of romance. This list reflects that range. If you want to learn more about all the books (and boats) I enjoy, please subscribe to my Thursday blog, Where Books Meet Boats. Meanwhile, enjoy these five fantastic examples of coastal fiction!

Carol's book list on taking place on the coast

Carol Newman Cronin Why did Carol love this book?

The first time I read this book I was sailing through the Frisian Islands, where it takes place—though unlike its two main characters, I didn’t have to worry about German patrols or being arrested as a spy. A classic thriller, the remote and shifting islands of the area help to drive the plot. It could, quite simply, take place nowhere else. Great sailing scenes as well!

By Erskine Childers,

Why should I read it?

1 author picked The Riddle of the Sands as one of their favorite books, and they share why you should read it. This book is for kids age 14, 15, 16, and 17.

What is this book about?

In spite of good prospects in the Foreign Office, sardonic civil servant, Carruthers, is finding it hard to endure the emptiness and boredom of his life in London. He accepts an invitation to join a friend on a sailing holiday in the Baltic, where they discover a German plot to invade England.


Book cover of First You Have to Row a Little Boat: Reflections on Life & Living

Christopher Rosow Author Of Vital Deception

From my list on heroes that we can relate to.

Why am I passionate about this?

I remember devouring Tom Clancy’s Hunt for Red October. I loved the premise, the technology, the maritime aspect, and most of all, how Jack Ryan, a normal guy, managed to buck conventional wisdom and groupthink. Then, as the genre developed, it became more and more about the so-called “super spy.” While I enjoy the characters—the list is long: Jack Ryan Junior, Mitch Rapp, Scot Harvath, Hayley Chill… I can’t relate. I mean, they go on five-mile runs before breakfast, never break a sweat, and remain perfectly composed. That’s not me. That might not be you, either. Ben Porter is my answer to the unachievable perfection in the current crop of heroes.

Christopher's book list on heroes that we can relate to

Christopher Rosow Why did Christopher love this book?

Richard Bode’s pocket-sized memoir was given to me by a college friend, shortly after our graduation (as I write this, that was about three decades ago, and I still have this little book on my shelf within reach). It’s got water and sailing (both of which I love), but more importantly, it’s also chock-full of life lessons—without being preachy or overbearing. In the end, you realize that you can plot your own course, adapt to the shifts of wind and waves (Bode’s metaphor for life), and become your own hero.

By Richard Bode,

Why should I read it?

1 author picked First You Have to Row a Little Boat as one of their favorite books, and they share why you should read it.

What is this book about?

FIRST YOU HAVE TO ROW A LITTLE BOAT first hit shelves in the mid 1990s and has been inspiring readers ever since. Written by a grown man looking back on his childhood, it reflects on what learning to sail taught him about life: making choices, adapting to change, and becoming his own person. The book is filled with the spiritual wisdom and thought-provoking discoveries that marked such books as Walden, The Prophet, and Zen and the Art of Motorcycle Maintenance. For nearly twenty years, it has enchanted and endeared sailors and non-sailors alike, but foremost, anyone who seeks large truths…


5 book lists we think you will like!

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