Jump to ratings and reviews
Rate this book

Shipwrecked: A True Civil War Story of Mutinies, Jailbreaks, Blockade-Running, and the Slave Trade

Rate this book
Historian Jonathan W. White tells the riveting story of Appleton Oaksmith, a swashbuckling sea captain whose life intersected with some of the most important moments, movements, and individuals of the mid-19th century, from the California Gold Rush, filibustering schemes in Nicaragua, Cuban liberation, and the Civil War and Reconstruction. Most importantly, the book depicts the extraordinary lengths the Lincoln Administration went to destroy the illegal trans-Atlantic slave trade. Using Oaksmith’s case as a lens, White takes readers into the murky underworld of New York City, where federal marshals plied the docks in lower Manhattan in search of evidence of slave trading. Once they suspected Oaksmith, federal authorities had him arrested and convicted, but in 1862 he escaped from jail and became a Confederate blockade-runner in Havana. The Lincoln Administration tried to have him kidnapped in violation of international law, but the attempt was foiled. Always claiming innocence, Oaksmith spent the next decade in exile until he received a presidential pardon from U.S. Grant, at which point he moved to North Carolina and became an anti-Klan politician. Through a remarkable, fast-paced story, this book will give readers a new perspective on slavery and shifting political alliances during the turbulent Civil War Era.

336 pages, Hardcover

First published August 1, 2023

Loading interface...
Loading interface...

About the author

Jonathan W. White

23 books10 followers

Ratings & Reviews

What do you think?
Rate this book

Friends & Following

Create a free account to discover what your friends think of this book!

Community Reviews

5 stars
6 (10%)
4 stars
22 (39%)
3 stars
19 (33%)
2 stars
6 (10%)
1 star
3 (5%)
Displaying 1 - 12 of 12 reviews
Profile Image for Brendan (History Nerds United).
597 reviews269 followers
July 24, 2024
It is difficult to write a review when the author is proven to be talented as a writer and specifically with the time period he or she is writing. To be more specific, Jonathan White is a very good writer, but his subject, Appleton Oaksmith, was a pathetic figure whose life does not come off well in a full length book.

"Shipwrecked" follows the life of Oaksmith before, during, and after the Civil War. Oaksmith was the target of a mutiny, did break out of jail, and became a Civil War blockade runner. The major problem is the more exciting aspects of his life are sparsely documented. The mutiny and blockade running take up very little small sections of the overall narrative. His arrest for outfitting a slave trader and the subsequent trial take up an enormous amount of room, however. This is not a good thing as the narrative drags with the back and forth between various levels of the government. It mainly feels like you are reading correspondence.

It pains me to write about the dragging of the court case because there are parts of the book which I loved. Specifically, the chapter devoted to the first man executed for participating in the slave trade is thrilling and nuanced. Earlier portions of the book which focus on Oaksmith's mother, Elizabeth Oakes Smith, a celebrated poet in her own right, are fascinating.

The final issue is that Oaksmith was a terrible person. He was clearly intending to be a slave trader and his seemingly enlightened thoughts are often probably political machinations as opposed to real attempts at growth. His treatment of his first wife, with help from his mother, was shockingly cruel on multiple levels. Ultimately, I felt I was reading about a bad person who even during his own time was seen as a detestable figure. While a book about a terrible person can certainly be interesting to read, it feels like Oaksmith was not worth White's time and skill.

(This book was provided as an advance copy by Netgalley and Rowman & Littlefield.)
Profile Image for David Kent.
Author 6 books139 followers
October 6, 2023
An interesting look at an intriguing but little-known figure in American history.
Profile Image for DJ.
17 reviews
March 2, 2024
Adventurer? Scoundrel? Hard to tell. Sadness abounds in a life of struggle.
Profile Image for Linda Anderson.
887 reviews10 followers
March 25, 2024
Read for a book club. I loved the history and Civil War time period this was set in. I did not like Appleton Oaksmith, who I found to be devoid of a moral core and always looking to better himself financially without regard to the big picture of things. I mostly admired his mother, and sort of understood her blind defense of her son. I thought the author did a wonderful job of researching the immoral, illegal slave trading taking place during this time. The supplemental information about Southern sympathizers and their reasoning in the North around the time of the Civil War was enlightening. At times, there were some tangential topics that the reader did not need. Some of the poetry inclusions got a bit redundant/long in my opinion. There were many details. I do look forward to hearing the author speak to our group. I wanted some chapter summaries on where the book was going and where we were in the story.
110 reviews
August 15, 2024
I’m not sure how much of this story is believable. Certainly the names, dates, and legal proceedings are officially recorded in all the appropriate legal places but I can’t be convinced Appleton was guilty or innocent. It seems there were too many instances where the word “allegedly” or a letter “didn’t survive” or some other kind of definitive evidence was lost. In my opinion, this led to possibly erroneous conclusions about his conduct. Because I had doubts about the so-called evidence for Lincoln and his administration to believe this man guilty of being involved in the slave trade, I also had doubts about Appleton’s (and his family) claims that he was always innocent. There are instances of backstabbing and lies told by many of these people in this story that I really don’t know what to believe. It’s all so confusing.

The book’s title led me to believe there would have been far more actual descriptions of shipwrecks on the high seas and not simply a paragraph or sentence to describe such an event. Most of this story takes place on land on various continents with maybe a few sentences describing some of the voyages. For me, this was a disappointing waste of my time.
This entire review has been hidden because of spoilers.
3 reviews1 follower
July 15, 2023
Shipwrecked is engrossing throughout and exciting at times. It is primarily a biography of Appleton Oaksmith and secondarily of his mother Elizabeth Oakes Smith (they both have Wikipedia pages). Yet it is much more, as its subtitle indicates. It conveys aspects of life in 19th-century America that we do not often read about, with the Civil War serving mainly as backdrop.

Appleton Oaksmith was a ship's captain and is a complex character, on whom we don't quite get a handle. For example, during the Civil War he became a Confederate blockade-runner, delivering goods in and out of the Confederacy. Yet after the war, he became a state legislator who was "ardently anti-Klan and in favor of protecting the rights of ex-slaves." What was his true attitude toward Black people? Who knows?



The main event of his life and of this book is the time that he fits out a ship purportedly as a whaling vessel and is arrested because the ship appears to be a slaver, intended to illegally transport people from Africa to the United States as slaves. He is put on trial and is convicted on the basis of circumstantial evidence. Then the jailbreak of the subtitle occurs. Was Oaksmith guilty? We will never know.



Shipwrecked has apparent tangents, such as the story of Nathaniel Gordon, who was hanged for slave trading after Lincoln refused to pardon him. But, as we read, we learn that these apparent tangents tie in with Oaksmith's story. Shipwrecked is to be recommended as enjoyable and as something different.

181 reviews3 followers
January 7, 2024
I'm not a big one in civil war history, but this book was very captivating. History is important lest we forget and repeat the wrong things.
1 review
January 30, 2024
This book Reads like a college research paper. A bunch of facts strung together in an attempt to tell a story. I did learn a lot about Oaksmith but I did not enjoy the book.
583 reviews13 followers
June 25, 2023
A strange tale that leaves the reader confused as to whether or not the individual was guilty of what he was accused of. The story tells of a family and the trials they faced before, during, and after the civil war. The story presents a lot of information and allows the reader to draw their own conclusions. Overall a good and interesting read.

Thank you to #NetGalley for the ARC in exchange for my honest opinion.
Profile Image for Ed.
535 reviews2 followers
February 18, 2024
Interesting story of a gentleman turn ship broker who ran up against the Slave Trade Laws.
Profile Image for Kristen.
53 reviews1 follower
August 9, 2023
This is a lengthy tale about the life of Appleton Oakesmith, a shady character of the nineteenth century. The biography includes fascinating stories of his mother and father and includes information about his life and adventures in Panama, California, and Africa, as well as his sea faring days in the slave trade and blockade running in the Civil War and subsequent exile in Cuba hiding from Union authorities.

The reader is presented with the facts of Appleton’s life without any prejudice from the author. While I believe that Appleton was an amoral opportunist, his life was never dull. I enjoyed learning about this little known figure from the 1800s.
Displaying 1 - 12 of 12 reviews

Can't find what you're looking for?

Get help and learn more about the design.