The best books that capture 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.


I wrote...

When the Dream Becomes a Nightmare

By Harold Bergman,

Book cover of When the Dream Becomes a Nightmare

What is my book about?

An overly confident, naïve, young Bernie Roper has the romantic dream of sailing Around the World aboard his romanticized “Silk purse” Bluenose version of a “Sow’s ear” Newfoundland fishing schooner. His untested crew encounters the overwhelming reality of calamity after calamity.

They pay a terrible price when their dreams turn into nightmares. Bernie is lucky to escape with his life, while others pay the penultimate and ultimate price. He finally realizes it has been mainly luck which allows him to succeed forcing him to face his personal shortcomings. 

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The books I picked & why

Book cover of Sailing Alone Around the World

Harold Bergman Why did I love this book?

I like this book because it was the first book I read as a child about sailing around the world. It filled me with a sense of adventure that ignited in me a desire to do the same while also filling me with a sense of dread.

Unfortunately, I focused more on the romance of the story than on the reality. 

By Joshua Slocum,

Why should I read it?

1 author picked Sailing Alone Around the World as one of their favorite books, and they share why you should read it.

What is this book about?

A classic tale of the world's first solo circumnavigation. Must read for all wanderers, sailors, and lovers of adventure.


Book cover of Yachtsman's Guide to the Bahamas

Harold Bergman Why did I 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 Why did I 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 The Old Man and the Sea

Harold Bergman Why did I 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 Seamanship in the Age of Sail: An Account of Shiphandling of the Sailing Man-O-War, 1600-1860

Harold Bergman Why did I 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…


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Sea Change

By Darlene Marshall,

Book cover of Sea Change

Darlene Marshall Author Of Sea Change

New book alert!

Why am I passionate about this?

Author Romance Reader Regency Romance Fan History Buff SF & Fantasy Fan

Darlene's 3 favorite reads in 2023

What is my book about?

David Fletcher needs a surgeon, stat! But when he captures a British merchantman in the Caribbean, what he gets is Charley Alcott, an apprentice physician barely old enough to shave. Needs must, and Captain Fletcher takes the prisoner back aboard his ship with orders to do his best or he’ll be walking the plank.

Charley Alcott’s medical skills are being put to the test in a life-or-death situation, Charley’s life as well as the patient’s. Even if she can save the American privateer's brother there will still be hell to pay—and maybe a plank to walk—when Captain Fletcher learns Charley…

Sea Change

By Darlene Marshall,

What is this book about?

High Seas, #1

David Fletcher needs a surgeon, stat! But when he captures a British merchantman in the Caribbean what he gets is Charley Alcott, an apprentice physician barely old enough to shave. Needs must, and Captain Fletcher takes the prisoner back aboard his ship with orders to do his best, or he'll be walking the plank.

Charley Alcott's medical skills are being put to the test in a life-or-death situation, Charley's life as well as the patient's. Even if she can save the pirate's brother there will still be hell to pay--and maybe a plank to walk--when Captain Fletcher…


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Interested in sailing, Cuba, and the Pacific Ocean?

11,000+ authors have recommended their favorite books and what they love about them. Browse their picks for the best books about sailing, Cuba, and the Pacific Ocean.

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