The most recommended books on sailboats

Who picked these books? Meet our 11 experts.

11 authors created a book list connected to sailboats, and here are their favorite sailboat books.
Shepherd is reader supported. When you buy books, we may earn an affiliate commission.

What type of sailboat book?

Loading...

Book cover of Adrift: Seventy-six Days Lost at Sea

Tyler LeBlanc Author Of Acadian Driftwood: One Family and the Great Expulsion

From my list on making you never want to step foot on a boat again.

Why am I passionate about this?

I grew up on the tip of a peninsula jutting out into the raging Atlantic ocean. Both of my grandfathers spent their lives at sea. The power, and fear, that the ocean inspires has been a constant in my life, and most recently while working on Acadian Driftwood. Spending years working on a story so closely tied to tragedy, and the sea, I’ve consumed a lot of nautical disaster stories. While not everything on the list is a disaster (Nansen got his ship stuck in the ice on purpose) each story will make you rethink whether you ever want to head out to sea.  

Tyler's book list on making you never want to step foot on a boat again

Tyler LeBlanc Why did Tyler love this book?

The waves were high, and the wind gusting, but it was nothing Steven Callahan’s little 21-foot sailboat hadn’t seen before. He had sailed her across the Atlantic once before and was aiming for the Caribbean when he bedded down for the night. He awoke to a cabin full of raging seawater and had only minutes to escape before the boat he had designed and built went to the bottom. He had an inflatable raft, a small amount of food and water, and a soaking-wet sleeping bag. Not much else. This raw first-person account of surviving alone in the middle of the ocean on a life raft reads like the transcript of the nightmare every sailor who heads out to sea has the night before leaving port. 

By Steven Callahan,

Why should I read it?

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

What is this book about?

Before The Perfect Storm, before In the Heart of the Sea, Steven Callahan’s dramatic tale of survival at sea was on the New York Times bestseller list for more than thirty-six weeks. In some ways the model for the new wave of adventure books, Adrift is an undeniable seafaring classic, a riveting firsthand account by the only man known to have survived more than a month alone at sea, fighting for his life in an inflatable raft after his small sloop capsized only six days out. “Utterly absorbing” (Newsweek), Adrift is a must-have for any adventure library.


Book cover of Dove

Zoltan Istvan Author Of The Transhumanist Wager

From my list on to launch your best artistic self.

Why am I passionate about this?

I am Zoltan Istvan, often considered one of the world’s most visible transhumanists. I began my career at National Geographic, but then turned towards leading the radical science movement forward that is now called transhumanism. We want to upgrade the human being with radical technology and overcome biological death. But all great movements need journies, and leaders of them need personal journies to be inspired by. These 5 books were the ones that inspired me the most!

Zoltan's book list on to launch your best artistic self

Zoltan Istvan Why did Zoltan love this book?

Dove chronicles the story of a 16-year-old who sets off around the world on a tiny sailboat. For 5 years, while also covered by National Geographic, Robin tells his story of fighting storms, discovering new lands, and finding love. It’s an ultimate coming-of-age manifesto, full of inspiration and guts.

By Robin L. Graham,

Why should I read it?

1 author picked Dove 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?

In 1965, 16-year-old Robin Lee Graham began a solo around-the-world voyage from San Pedro, California, in a 24-foot sloop. Five years and 33,000 miles later, he returned to home port with a wife and daughter and enough extraordinary experiences to fill this bestselling book, Dove.


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 The Gate House

Geoff Loftus Author Of Murderous Spirit

From my list on thrillers to read on a rainy Saturday afternoon.

Why am I passionate about this?

As a thriller writer, I have a simple goal: I want to entertain. I'm not the kind of writer whose name is coupled with the Pulitzer Prize or the National Book Award. I write the kind of stories people read to divert themselves on a rainy afternoon or on the beach or on airplanes. My hope is that I can divert and delight my readers. Help them forget the real world for a while. Give them an enjoyable reading break. If people have fun while reading my thrillers, I've done my job.

Geoff's book list on thrillers to read on a rainy Saturday afternoon

Geoff Loftus Why did Geoff love this book?

The Gate House is a sequel to DeMille’s successful novel The Gold Coast, which I really enjoyed. Who wouldn’t like a tale of seduction, betrayal, and violence set about a Mafia don moving into a wealthy WASP enclave on Long Island’s North Shore.

I found The Gate House to be even better. The narrating hero of The Gold Coast returns ten years later. He’s older, wiser, but no less sly, cynical, and funny. His ex-wife is also back, and despite his thinking that she is more than a little crazy (and maybe a bit homicidal), he’s still attracted to her. To top things off, the Mafia don’s son, now himself the don, is looking for vengeance. The Gate House is full of sex, humor, and ultimately, violence. 

By Nelson DeMille,

Why should I read it?

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

What is this book about?

When John Sutter's aristocratic wife killed her mafia don lover, John left America and set out in his sailboat on a three-year journey around the world, eventually settling in London. Now, ten years later, he has come home to the Gold Coast, the stretch of land on the North Shore of Long Island that once held the greatest concentration of wealth and power in America, to attend the imminent funeral of an old family servant. Taking up temporary residence in the gatehouse of Stanhope Hall, John finds himself living only a quarter of a mile from Susan, who has also…


Book cover of Lila: An Inquiry Into Morals

Alan McManus Author Of Alchemy at the Chalkface: Pirsig, Pedagogy and the Metaphysics of Quality

From my list on philosophical fiction.

Why am I passionate about this?

Scotland has a proud tradition of philosophical enquiry and I studied closely the work of most of these authors and benefited from almost all of them for my own Ph.D. work. Pirsig uses the old Scots word “gumption” for know-how and initiative and, in his honour, I use his related term “gumptionology” as my handle on social media. I also write my own mystery books series set in Scotland (the Bruno Benedetti mysteries) and they are often inspired by musing on philosophical and metaphysical matters but even my books on ethics contain some philosophical fiction. Our shared stories are fundamental to our humanity—and to our philosophy!

Alan's book list on philosophical fiction

Alan McManus Why did Alan love this book?

I recommend the sequel to Pirsig’s more famous bestseller because I’ve never owned a motorcycle (and I find bicycle maintenance hard enough), but now I own a sailboat—where his second story is set—so when he describes hearing people walking on the cabin roof, or checking the knots on the mooring ropes, I know exactly what he means because I’ve experienced this. Some of his fans felt this sequel was a betrayal of the magical mysticism of undefined Quality he described in the first book. For me, although problematic, it was a necessary clarification and one I not only used for my academic work on a range of controversies from abortion to transgender but also in my life-coaching practice: to inspire holistic transformation on all levels of wellbeing. 

By Robert M. Pirsig,

Why should I read it?

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

What is this book about?

Phaedrus - a character familiar to readers of 'Zen and the Art of Motorcycle Maintenance' - is sailing down the Hudson River when he meets Lila Blewitt, an unapologetically sexual, psychologically unstable woman whom a mutual friend warns him against. But Phaedrus is drawn to her physically, and interested in her intellectually, finding her a culture of one in whom he discerns an unexpected Quality. Sailing with him to Manhattan, where her mental state deteriorates further, Lila promps Phaedrus to explore conflicts of values, such as those between Native Americans and Europeans, or between the insane and the normal.


Book cover of The Voyage of the Cormorant: A Memoir of the Changeable Sea

Patrick Dean Author Of A Window to Heaven: The Daring First Ascent of Denali: America's Wildest Peak

From my list on first-person narratives about the outdoors.

Why am I passionate about this?

As an avid trail-runner and mountain-biker who’s done a ton of outdoorsy things, from sailboat racing on the Chesapeake Bay to rockclimbing to backpacking in the Pacific Northwest, I’m convinced that nothing gets you closer to someone’s experience than a well-told first-person account. The best personal narratives make you feel the cold, glow with the exhilaration, and burn with ambition to go, to do, to see for yourself — and can even make you look at the world, and yourself, in a new way. These books, different as they are, have all done those things for me.

Patrick's book list on first-person narratives about the outdoors

Patrick Dean Why did Patrick love this book?

Building your own sailboat from scratch, then sailing it from California down to Baja, camping, and surfing along the way: how can that not be a cool story? Christian Beamish manages the perfect blend of introspection and backstory with descriptions of sea, sky, land, and the people he meets along the way.

By Christian Beamish, Ken Perkins (illustrator),

Why should I read it?

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

What is this book about?

Christian Beamish, a former editor at The Surfer's Journal, envisioned a low-tech, self-reliant exploration for surf along the coast of North America, using primarily clothes and instruments available to his ancestors, and the 18-foot boat he would build by hand in his garage. How the vision met reality and how the two came to shape each other places The Voyage of the Cormorant in the great American tradition of tales of life at sea, and what it has to teach us.


Book cover of Adrift

Dan E. Feltham Author Of Under the Southern Cross

From my list on stories of the sea.

Why am I passionate about this?

I learned to swim at age two; the oceans became my lifetime playpen, and sailboats my adult toys. I began to sail at age 14 and put away my soggy deck shoes at the age of 70. Now at age 88, I write about those adventures—stories of wartime Vietnam, aerial exploration in North Africa, the Persian Gulf, ports of Mexico, and racing or cruising sailboats to Hawaii, Fiji, Tahiti, New Zealand, Bermuda, Mexico, Panama, the Caribbean and stops along the way. Life-long friends, romance, islands, and every kind of ocean weather fill my memories. Climb aboard my pages at my website and sail through a portion of my life.

Dan's book list on stories of the sea

Dan E. Feltham Why did Dan love this book?

A true story of love, loss, and survival at sea. The author’s book cover pretty much tells the true story. There you see two lovers, their heads bowed, and below their profiles the wreckage of a dismasted sailboat, a solitary female figure searching the now calm but empty horizon—the aftermath of pounding rain, gigantic seas, and 140-knot winds. One critic wrote, "this book is life-affirming, a saga of human survival, a tale of loss and victory, proof of the resilience of the human spirit." I totally agree. Be ready to shed a tear or two and maybe read all night. Hollywood made a movie of this book, so it must be a good read.

For the uninitiated sailor, the definition of terms at the back matter is excellent, and learn what happens to a 44’ sailboat in a hurricane. It ain’t pretty, but it is inspiring.

By Tami Oldham Ashcraft,

Why should I read it?

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

What is this book about?

THE HEART-STOPPING MEMOIR, NOW A MAJOR MOTION PICTURE STARRING SHAILENE WOODLEY AND SAM CLAFLIN, AND DIRECTED BY BALTASAR KORMAKUR (EVEREST)

A compelling, at times devastating, ultimately inspiring account of how much can go wrong on the ocean and how, miraculously, one woman conquered her own fears.

'An inspirational and empowering read' Shailene Woodley

Young and in love, their lives ahead of them, Tami Oldham and her fiance Richard Sharp set sail from Tahiti under brilliant blue skies, with Tami's hometown of San Diego as their ultimate destination. But the two free spirits and avid sailors couldn't anticipate that less than…


Book cover of Tightwads on the Loose: A Seven Year Pacific Odyssey

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?

Tightwads on the Loose is another honest and well-written account of a couple’s ups and downs, in this case while cruising in the Pacific for seven years; only one year less than my husband and I traveled on our sailboat.

This enticing story also has a lot of parallels with my life: the couple’s age, their sense of adventure, their frugal means, their full-time commitment to their boat for many years, their need to make money, and some of the geographical and cultural experiences. Recognizing experiences and personality traits while reading this book made me enjoy it better.

Luckily, Wendy and her partner did not have to endure numerous dramatic life-altering events. Tightwads on the Loose is an easy-to-read sailing memoir that I highly recommend. 

By Wendy Hinman,

Why should I read it?

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

What is this book about?

Everyone dreams of tropical escape. But what happens when you escape for too long? Imagine spending 24 hours a day with your spouse in 31 not-so-square feet . . . for years; crossing the Pacific Ocean on two gallons of fuel; and tossing spaghetti marinara around your living room, then cleaning it up while bouncing like ice in a martini shaker. Tightwads on the Loose tells the story of Wendy and Garth, lured to sea by the promise of adventure. They buy a 31-foot boat that fits their budget better than it fits Garth's large frame and set sail for…


Book cover of The Strange Voyage of Donald Crowhurst

Doug Oudin Author Of Five Weeks to Jamaica

From my list on ocean adventures and life at sea.

Why am I passionate about this?

I'm a man of the sea. From my early days as a boy growing up on the coast of southern California, I became a fisherman at age 5, when my dad took me fishing at the pier in Redondo Beach. In my teens, I bought my first boat that I used in and around King Harbor for fishing. After owning other small boats, I moved to Catalina Island where I worked for 32 years as Harbormaster, earning my 100-ton Masters License and broadening my ocean experiences. Eventually I wanted to share my stories and experiences through writing. My first book, Between Two Harbors, Reflections of a Catalina Island Harbormaster, tells my Catalina story.

Doug's book list on ocean adventures and life at sea

Doug Oudin Why did Doug love this book?

When a man sets sail on an extended ocean voyage, there is usually purpose, determination, and a goal to reach. Donald Crowhurst likely held these objectives when he embarked upon his round-the-world sailing adventure…but somewhere along the way, he lost sight of those goals, and seemingly with the basic truth of reality. Crowhurst’s story is a  sometimes dark and disturbing account of what the voyage was all about, and what may have actually taken place on this strange and bizarre odyssey. As a man who has felt the pangs, insecurities, and unknowns when on the ocean, miles from land, scared, and facing the challenges that both nature and humanity tossed our way, I can somewhat understand how a man at sea can become so lost, so confused, and so vulnerable.

The Strange Voyage of Donald Crowhurst helped me to understand some of the odd feelings and thoughts that I have…

By Nicholas Tomalin, Ron Hall,

Why should I read it?

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

What is this book about?

'A masterpiece.' New Yorker

'Wholly riveting, brilliantly researched.' Evening Standard

'A meticulous investigation into the seeds of disaster... fascinating, uncomfortable reading.' Sunday Times

In 1968, Donald Crowhurst was trying to market a nautical navigation device he had developed, and saw the Sunday Times Golden Globe round the world sailing race as the perfect opportunity to showcase his product.
Few people knew that he wasn't an experienced deep-water sailor. His progress was so slow that he decided to short-cut the journey, while falsifying his location through radio messages from his supposed course.

Everyone following the race thought that he was winning,…


Book cover of Things Beloved: Two Short Novels

Christina Lynch Author Of Sally Brady's Italian Adventure

From Christina's 3 favorite reads in 2023.

Why am I passionate about this?

Author Sower of levity Italophile Time traveler Horsegirl Optimist

Christina's 3 favorite reads in 2023

Christina Lynch Why did Christina love this book?

I met the author at a writers’ workshop and ordered the book out of solidarity, and then was happily blown away by the tight, smart prose, especially in the second of the two novellas, which is about a boy who finds a sailboat half buried in the sand and restores it.

I found the story spare and intensely moving. This book is like a secret treasure—a real find.

By Glenn Morrow,

Why should I read it?

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