Fans pick 100 books like Guantánamo

By Jana K. Lipman,

Here are 100 books that Guantánamo fans have personally recommended if you like Guantánamo. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

When you buy books, we may earn a commission that helps keep our lights on (or join the rebellion as a member).

Book cover of Cuba in the American Imagination: Metaphor and the Imperial Ethos

Van Gosse Author Of Where the Boys Are: Cuba, Cold War and the Making of a New Left

From my list on Cuba and the United States.

Why am I passionate about this?

Van Gosse, Professor of History at Franklin & Marshall College, is the author of Where the Boys Are: Cuba, Cold War America, and the Making of a New Left, published in 1993 and still in print, a classic account of how "Yankees" engaged with the Cuban Revolution in its early years. Since then he has published widely on solidarity with Latin America and the New Left; for the past ten years he has also taught a popular course, "Cuba and the United States: The Closest of Strangers."

Van's book list on Cuba and the United States

Van Gosse Why did Van love this book?

Perez is a commanding figure in this scholarship, deeply learned. I like teaching this concise book of his, full of powerful illustrations (cartoons over many decades), because it really gets at how North Americans have projected their racialized and sexualized fantasies and obsessions onto this island, unable to perceive Cubans as real people, let alone historical actors.

By Louis A. Pérez,

Why should I read it?

1 author picked Cuba in the American Imagination as one of their favorite books, and they share why you should read it.

What is this book about?

This title presents the images of beneficence, acts of aggression.For more than two hundred often turbulent years, Americans have imagined and described Cuba and its relationship to the United States by conjuring up a variety of striking images - Cuba as a woman, a neighbor, a ripe fruit, a child learning to ride a bicycle. One of the foremost historians of Cuba, Louis A. Perez Jr. offers a revealing history of these metaphorical and depictive motifs and uncovers the powerful motives behind such characterizations of the island.Perez analyzes the dominant images and their political effectiveness as they have persisted and…


Book cover of Pleasure Island: Tourism and Temptation in Cuba

Van Gosse Author Of Where the Boys Are: Cuba, Cold War and the Making of a New Left

From my list on Cuba and the United States.

Why am I passionate about this?

Van Gosse, Professor of History at Franklin & Marshall College, is the author of Where the Boys Are: Cuba, Cold War America, and the Making of a New Left, published in 1993 and still in print, a classic account of how "Yankees" engaged with the Cuban Revolution in its early years. Since then he has published widely on solidarity with Latin America and the New Left; for the past ten years he has also taught a popular course, "Cuba and the United States: The Closest of Strangers."

Van's book list on Cuba and the United States

Van Gosse Why did Van love this book?

The Machado Era (1924-1933) and the build-up of U.S. tourism are key to Cuba’s later history, but I have always found that period hard to teach. Schwartz does an admirable job of documenting the close connections between business circles in both countries, and the process by which Cuba became a playground for wealthy Americans in the ‘Teens and Twenties, fueling both deep corruption and a powerful anti-imperialism.

By Rosalie Schwartz,

Why should I read it?

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

What is this book about?

Pleasure Island explores the tourism industry in Cuba between 1920 and 1960, as international travel ceased to be primarily a privilege of the wealthy, incorporating the world's growing middle class. Rosalie Schwartz examines tourists' changing ideas of leisure and recreation, as well as the response of a colonial-era Spanish city turned fleshpot and endless cabaret. The tourism industry mushroomed in and around Havana after 1920, as hundreds of thousands of North Americans transformed the city in collaboration with a local business and political elite. The Depression, exacerbated by a bloody revolution in 1933, plunged the tourism industry into a downward…


Book cover of Back Channel to Cuba: The Hidden History of Negotiations between Washington and Havana

Van Gosse Author Of Where the Boys Are: Cuba, Cold War and the Making of a New Left

From my list on Cuba and the United States.

Why am I passionate about this?

Van Gosse, Professor of History at Franklin & Marshall College, is the author of Where the Boys Are: Cuba, Cold War America, and the Making of a New Left, published in 1993 and still in print, a classic account of how "Yankees" engaged with the Cuban Revolution in its early years. Since then he has published widely on solidarity with Latin America and the New Left; for the past ten years he has also taught a popular course, "Cuba and the United States: The Closest of Strangers."

Van's book list on Cuba and the United States

Van Gosse Why did Van love this book?

Utterly engrossing, this behind-the-scenes narrative over many decades demonstrates that the Cuban diplomats were almost always willing to move towards normalizing relations, but were repeatedly stymied by non-negotiable demands from the U.S. side. Besides that, it’s full of piquant details, involving the many non-official actors and secret meetings in New York, on the island, or in other countries. Diplomatic history rarely gets this exciting!

By William M. LeoGrande, Peter Kornbluh,

Why should I read it?

1 author picked Back Channel to Cuba as one of their favorite books, and they share why you should read it.

What is this book about?

Challenging the conventional wisdom of perpetual hostility between the United States and Cuba--beyond invasions, covert operations, assassination plots using poison pens and exploding seashells, and a grinding economic embargo--this fascinating book chronicles a surprising, untold history of bilateral efforts toward rapprochement and reconciliation. Since 1959, conflict and aggression have dominated the story of U.S.-Cuban relations. Now, William M. LeoGrande and Peter Kornbluh present a new and increasingly more relevant account. From John F. Kennedy's offering of an olive branch to Fidel Castro after the missile crisis, to Henry Kissinger's top secret quest for normalization, to Barack Obama's promise of a…


If you love Guantánamo...

Ad

Book cover of Who Is a Worthy Mother?: An Intimate History of Adoption

Who Is a Worthy Mother? By Rebecca Wellington,

I grew up thinking that being adopted didn’t matter. I was wrong. This book is my journey uncovering the significance and true history of adoption practices in America. Now, in the wake of the U.S. Supreme Court’s overturning of Roe v. Wade, the renewed debate over women’s reproductive rights places…

Book cover of Conflicting Missions: Havana, Washington, and Africa, 1959-1976

Van Gosse Author Of Where the Boys Are: Cuba, Cold War and the Making of a New Left

From my list on Cuba and the United States.

Why am I passionate about this?

Van Gosse, Professor of History at Franklin & Marshall College, is the author of Where the Boys Are: Cuba, Cold War America, and the Making of a New Left, published in 1993 and still in print, a classic account of how "Yankees" engaged with the Cuban Revolution in its early years. Since then he has published widely on solidarity with Latin America and the New Left; for the past ten years he has also taught a popular course, "Cuba and the United States: The Closest of Strangers."

Van's book list on Cuba and the United States

Van Gosse Why did Van love this book?

A watershed work in the new history of “the global Cold War” in the Third World, where Cuba’s revolutionary government acted with remarkable audacity to offer material, human, and military support to African revolutionaries (with the Soviet Union often a minor player). Gleijeses performed archival feats in Cuba, Africa, and the U.S. to bring together this many-sided portrait of skullduggery, intimate solidarity, and Cuban revolutionary agency.  

By Piero Gleijeses,

Why should I read it?

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

What is this book about?

Based on unprecedented research in Cuban, American and European archives, this is an account of Cuban policy in Africa from 1959 to 1976 and of its escalating clash with US policy towards the continent. Piero Gleijeses aims to shed new light on US foreign policy and CIA covert operations, revolutionize the view of Cuba's international role and provide the first look from the inside at Cuba's foreign policy during the Cold War.


Book cover of Where the Boys Are: Cuba, Cold War and the Making of a New Left

Eric Zolov Author Of The Walls of Santiago: Social Revolution and Political Aesthetics in Contemporary Chile

From my list on Latin American culture and politics in the 1960s-70s.

Why am I passionate about this?

I’ve always been fascinated by the political aesthetics and political ferment of the 1960s. As someone born in the 1960s but not of the 1960’s generation, this has allowed for a certain “critical distance” in the ways I approach this period. I'm especially fascinated by the global circulation of cultural protest forms from the 1960s, what the historian Jeremy Suri called a “language of dissent.” The term Global Sixties is now used to explore this evident simultaneity of “like responses across disparate contexts,” such as finding jipis in Chile. In our book, The Walls of Santiago, we locate various examples of what we term the “afterlives” of Global Sixties protest signage. 

Eric's book list on Latin American culture and politics in the 1960s-70s

Eric Zolov Why did Eric love this book?

Among the books on this list, Gosse’s Where the Boys Are is truly a classic. I first encountered this book a few years after I finished my dissertation and found it to be one of the most original works I had ever read. I still find that to be true. Gosse (with whom I was later a colleague at Franklin & Marshall College) weaves together cultural, intellectual, political, and diplomatic history to show how the Cuban revolution inspired youth in late 1950s America and subsequently helped launch a “New Left” in the United States. Gosse reminds us of how popular Fidel Castro was across the United States in the brief period before he became Enemy #1. But his methodological approach, combining novels, films, and diplomatic records, is truly a model for later interdisciplinary scholarship as well.

By Van Gosse,

Why should I read it?

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

What is this book about?

The ignominious failure of the Bay of Pigs invasion in 1961 marked the culmination of a curious episode at the height of the Cold War. At the end of the fifties, restless and rebellious youth, avant-garde North American intellectuals, old leftists, and even older liberals found inspiration in the images and achievements of Fidel Castro's revolutionary guerrillas. Fidelismo swept across the US, as young North Americans sought to join the 26th of July Movement in the Sierra Maestra. Drawing equally on cultural and political materials, from James Dean and Desi Arnaz to C. Wright Mills and Studies on the Left,…


Book cover of The Revolution from Within: Cuba, 1959–1980

Rachel Hynson Author Of Laboring for the State: Women, Family, and Work in Revolutionary Cuba, 1959–1971

From my list on defying the narrative of early revolutionary Cuba.

Why am I passionate about this?

As the eldest daughter raised in an Evangelical home in rural Pennsylvania, I was immersed in normative, Anglo notions of gender and the family. I built on this embodied experience to cultivate expertise in discourse about the family and labor in early revolutionary Cuba. Perhaps surprisingly, the celebration of patriarchy, monogamy, and heterosexuality that bracketed my youth was also an important element of Cuban revolutionary discourse of the 1960s—albeit within a very different context. I received my PhD in Latin American and Caribbean History from the University of North Carolina, Chapel Hill and was an Andrew W. Mellon Postdoctoral Fellow at Dartmouth College. I am now an independent scholar.

Rachel's book list on defying the narrative of early revolutionary Cuba

Rachel Hynson Why did Rachel love this book?

This elegant, edited volume—with contributions from historians across North America, Cuba, and the UK—takes a Cuba-centric approach to the Revolution. The contributors confront and challenge triumphalist narratives about the period and refuse to situate 1959 as a definitive moment of rupture. The chapters explore a range of subjects, including material culture, dance, the Mariel boatlift, and the archive itself to reveal how a variety of actors have perceived and responded to state power. No less impressive is the Introduction, which offers a nuanced exploration of the historiography of the Revolution over the past six decades.

By Michael J. Bustamante (editor), Jennifer L. Lambe (editor),

Why should I read it?

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

What is this book about?

What does the Cuban Revolution look like "from within?" This volume proposes that scholars and observers of Cuba have too long looked elsewhere-from the United States to the Soviet Union-to write the island's post-1959 history. Drawing on previously unexamined archives, the contributors explore the dynamics of sociopolitical inclusion and exclusion during the Revolution's first two decades. They foreground the experiences of Cubans of all walks of life, from ordinary citizens and bureaucrats to artists and political leaders, in their interactions with and contributions to the emerging revolutionary state. In essays on agrarian reform, the environment, dance, fashion, and more, contributors…


If you love Jana K. Lipman...

Ad

Book cover of We Had Fun and Nobody Died: Adventures of a Milwaukee Music Promoter

We Had Fun and Nobody Died By Amy T. Waldman, Peter Jest,

This irreverent biography provides a rare window into the music industry from a promoter’s perspective. From a young age, Peter Jest was determined to make a career in live music, and despite naysayers and obstacles, he did just that, bringing national acts to his college campus atUW-Milwaukee, booking thousands of…

Book cover of Countdown to 13 Days and Beyond: U.S. Marine Aerial Reconnaissance Operations Against Castor’s Cuba 1960-1990

Francis Gary Powers Jr.

From my list on the Cuban Missile Crisis and aerial reconnaissance.

Why am I passionate about this?

Both my parents worked for the CIA in the 1950s and 1960s. On May 1, 1960 my father was shot down over the Soviet Union while on a CIA U-2 spy flight and spent nearly 2 years in a Soviet prison before being exchanged for Soviet KGB Spy Colonel Rudolph Abel in 1962 as recently depicted in Steven Spielberg’s Cold War thriller, Bridge of Spies. As a result of growing up in this family I have always been interested in espionage and the Cold War. In 1996, I founded The Cold War Museum to honor Cold War veterans, preserve Cold War history, and educate future generations about this time period.

Francis' book list on the Cuban Missile Crisis and aerial reconnaissance

Francis Gary Powers Jr. Why did Francis love this book?

I first met Colonel Whitten in October 2012 when he attended the Cuban Missile Crisis 50th Anniversary conference that I organized for The Cold War Museum and George Mason University. His book is a nonfiction narrative about the Marine Composite Reconnaissance Squadron 2 (VMCJ-2) that flew low-level photographic reconnaissance flights over Cuba before, during, and after the Crisis in their F8U-1P (RF-8A) Crusaders. As a result of these missions, the VMCJ-2 squadron was awarded a Navy Unit Commendation for the period September 1, 1960 – December 1, 1962. According to USMC Brigadier General William A. Bloomer (ret) who wrote the forward, this book not only gives an account of the Marine Corps role in the Crisis but also, “recounts Castro’s rise to power, the Bay of Pigs fiasco, and his build up in military capabilities courtesy of the Soviet Union.”

Book cover of Abyss: The Cuban Missile Crisis 1962

Vic Flintham Author Of Close Call: RAF Close Air Support in the Mediterranean Volume II Sicily to Victory in Italy 1943-1945

From my list on modern military aviation.

Why am I passionate about this?

Born in London at the height of the Blitz I am a retired NHS Director with a lifelong interest in military aviation. My first journal article, on the Suez Campaign, was published in 1965 since when I have written some 90 articles and eight books and have contributed chapters to several more. Most of my books are triggered by a challenge and I always try to cover ground hitherto ignored so that my books become a unique reference. Works in progress include a history of the RAF involvement in Greece from 1940 to 1950 and the work of the RAF between the wars. I live in Sherborne, Dorset, England.

Vic's book list on modern military aviation

Vic Flintham Why did Vic love this book?

Max Hastings is a journalist and author of several dozen books mainly on warfare. Being well-connected he is able to draw on a wide circle of friends and acquaintances to contribute their experiences, research, and ideas to his own analysis of one of the most potentially dangerous events in post-war history.

His books draw on a very wide range of sources and are invariably highly readable but also reliable. Much has been written about the Cuban Missile Crisis and Abyss pulls facts together in a digestible way with references throughout and a useful but far from complete bibliography.

What is remarkable is that the work was undertaken within the constraints of the Covid-19 pandemic that effectively closed off archives and libraries for up to two years.

By Max Hastings,

Why should I read it?

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

What is this book about?

A Times History Book of the Year 2022 From the #1 bestselling historian Max Hastings 'the heart-stopping story of the missile crisis' Daily Telegraph

The 1962 Cuban Missile Crisis was the most perilous event in history, when mankind faced a looming nuclear collision between the United States and Soviet Union. During those weeks, the world gazed into the abyss of potential annihilation.

Max Hastings's graphic new history tells the story from the viewpoints of national leaders, Russian officers, Cuban peasants, American pilots and British disarmers. Max Hastings deploys his accustomed blend of eye-witness interviews, archive documents and diaries, White House…


Book cover of Revolution within the Revolution: Women and Gender Politics in Cuba, 1952-1962

Rachel Hynson Author Of Laboring for the State: Women, Family, and Work in Revolutionary Cuba, 1959–1971

From my list on defying the narrative of early revolutionary Cuba.

Why am I passionate about this?

As the eldest daughter raised in an Evangelical home in rural Pennsylvania, I was immersed in normative, Anglo notions of gender and the family. I built on this embodied experience to cultivate expertise in discourse about the family and labor in early revolutionary Cuba. Perhaps surprisingly, the celebration of patriarchy, monogamy, and heterosexuality that bracketed my youth was also an important element of Cuban revolutionary discourse of the 1960s—albeit within a very different context. I received my PhD in Latin American and Caribbean History from the University of North Carolina, Chapel Hill and was an Andrew W. Mellon Postdoctoral Fellow at Dartmouth College. I am now an independent scholar.

Rachel's book list on defying the narrative of early revolutionary Cuba

Rachel Hynson Why did Rachel love this book?

Chase illuminates for readers the central role played by women in the Revolution, from the urban insurrection and political activism of the 1950s to mobilization for women’s rights in the early 1960s. This book rejects assertations made by leaders, such as Fidel Castro, that men initiated women into activism and that the Revolution rescued women from oppression. The book instead emphasizes how women organized to make public demands and even sometimes convinced reticent leadership to accede to their proposals. Most exciting to me is the final chapter on dueling efforts to fortify the family, as Chase demonstrates how revolutionary supporters and opponents each rested “their political authority in claims that they best protected the family” (p. 14).

By Michelle Chase,

Why should I read it?

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

What is this book about?

A handful of celebrated photographs show armed, fatigues-clad female Cuban insurgents alongside their companeros in Cuba's remote mountains during the revolutionary struggle. However, the story of women's part in the struggle's success only now receives comprehensive consideration in Michelle Chase's history of women and gender politics in revolutionary Cuba. Restoring to history women's participation in the all-important urban insurrection, and resisting Fidel Castro's triumphant claim that women's emancipation was handed to them as a ""revolution within the revolution,"" Chase's work demonstrates that women's activism and leadership was critical at every stage of the revolutionary process.

Tracing changes in political attitudes…


If you love Guantánamo...

Ad

Book cover of Marriage and Fatherhood in the Nazi SS

Marriage and Fatherhood in the Nazi SS By Amy Carney,

When I was writing this book, several of my friends jokingly called it the Nazi baby book, with one insisting it would make a great title. Nazi Babies – admittedly, that is a catchy title, but that’s not exactly what my book is about. SS babies would be slightly more…

Book cover of DEFCON-2: Standing on the Brink of Nuclear War During the Cuban Missile Crisis

Francis Gary Powers Jr.

From my list on the Cuban Missile Crisis and aerial reconnaissance.

Why am I passionate about this?

Both my parents worked for the CIA in the 1950s and 1960s. On May 1, 1960 my father was shot down over the Soviet Union while on a CIA U-2 spy flight and spent nearly 2 years in a Soviet prison before being exchanged for Soviet KGB Spy Colonel Rudolph Abel in 1962 as recently depicted in Steven Spielberg’s Cold War thriller, Bridge of Spies. As a result of growing up in this family I have always been interested in espionage and the Cold War. In 1996, I founded The Cold War Museum to honor Cold War veterans, preserve Cold War history, and educate future generations about this time period.

Francis' book list on the Cuban Missile Crisis and aerial reconnaissance

Francis Gary Powers Jr. Why did Francis love this book?

Norman Polmar and I have been colleagues and friends for over 20 years. Not only have we served together on several Cold War history panels including the DIA’s 60th-anniversary conference on the Cuban Missile Crisis in 2022, but we also co-authored the Epilog for my father’s book, Operation Overflight, when it was republished in 2004. Polmar’s book is an in-depth study of the personalities that orchestrated the Cuban Missile Crisis. Even the title, DEFCON-2, emphasizes exactly how close we came to launching an all-out nuclear war with the Soviet Union in October 1962.

By Norman Polmar, John D. Gresham,

Why should I read it?

1 author picked DEFCON-2 as one of their favorite books, and they share why you should read it.

What is this book about?

The closest we've ever come to the end of the world

"DEFCON-2 is the best single volume on the Cuban Missile Crisis published and is an important contribution to the history of the Cold War. Beyond the military and political facts of the crisis, Polmar and Gresham sketch the personalities that created and coped with the crisis. They also show us how close we came to the edge without becoming sensationalistic."—Larry Bond, bestselling author of Dangerous Ground

Spy-satellite and aerial-reconnaissance photos reveal that one of the United States's bitterest enemies may be acquiring weapons of mass destruction and the means…


Book cover of Cuba in the American Imagination: Metaphor and the Imperial Ethos
Book cover of Pleasure Island: Tourism and Temptation in Cuba
Book cover of Back Channel to Cuba: The Hidden History of Negotiations between Washington and Havana

Share your top 3 reads of 2024!

And get a beautiful page showing off your 3 favorite reads.

1,588

readers submitted
so far, will you?

5 book lists we think you will like!

Interested in Cuba, the Cold War, and the Cuban Revolution?

Cuba 90 books
The Cold War 264 books