The most recommended books on sailboats

Gaige’s writing is terrific, insightful, fresh, and fast-paced. As I read about the fictional couple and their conflicts at sea, I was struck by the similarities to our real-life sailing experience. In a fabulous first scene, the wife hides in a closet, unable to deal with reality. She reluctantly goes on a voyage with her husband and their lives change, much as ours did. I never hid in a closet, but before the voyage, I was someone who if I didn’t like reality, ignored it. At sea, that’s not possible. 

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.

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. 

High atop a cliff overlooking the sea sits the battered remains of a sailboat. But how did it get there? An old man insists that the waves had tossed it all the way up during a storm a very long time ago, although this clearly seems to be impossible. Or is it? In this magical tale of adventure, a young boy had aimed to prove that he was the most brilliant sailor his villagers had ever seen, so he set out to prove it. What happened when he was blown to a brand-new land, and did he survive? I have always enjoyed Chris’s artwork and you may have overlooked this particular book, so pick it up and check it out.

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.

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.

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!

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. 

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.

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. 

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… show more.

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.