Author Guide ·

Books Written by Patrick Symmes

Symmes’s two books both circle the same subject from different distances: the Cuban Revolution and the myths it left behind. Chasing Che retraces the pre-revolutionary journey that turned a young Argentine medical student into an icon; The Boys from Dolores tracks down the surviving classmates who watched a fifteen-year-old bully named Fidel become something else entirely. A longtime contributing editor at Harper’s and Outside, Symmes brings the same instinct to both books: find the people still alive who were actually there, and let their fragmented, contradictory memories do the work official histories can’t.

By Lisanne Swart · 2 books · Travel & History · Updated September 2026


Quick facts

Born
July 12, 1964, New Haven, Connecticut
Lives
New York City
Specialty
Cuba and Latin America
Roles
Contributing editor, Harper’s and Outside
Books published
2
Latest book
The Boys from Dolores (2007)
01

Travel · HistoryOn my shelf

Chasing Che: A Motorcycle Journey in Search of the Guevara Legend

Patrick Symmes · 2000

Symmes retraces Che Guevara’s transformational 1952 motorcycle journey through South America on his own BMW, following the same route from Argentina through Chile, Peru, and Bolivia to Cuba, seeking out the people and places that shaped the young medical student before he became a revolutionary icon.

Chasing Che works as both travel adventure and serious inquiry into how a myth forms: Symmes talks to Guevara’s surviving travel companion Alberto Granado and others who knew him, while his own misadventures on the road provide a wry, grounded counterpoint to the romanticized legend most readers arrive with.

02

History · Cuba

The Boys from Dolores: Fidel Castro’s Schoolmates from Revolution to Exile

Patrick Symmes · 2007

Symmes tracks down dozens of Fidel Castro’s former classmates from the elite Jesuit-run Colegio de Dolores in Santiago, Cuba, using their scattered lives — some in exile, some who fought alongside Castro, some who later opposed him — to tell the story of Cuba’s revolution and the generation it consumed.

Named to the New York Times’ Ten Best Books list, this is Symmes’s more ambitious and serious book, built from years of tracking down aging alumni across Miami, Havana, and beyond. It offers a portrait of Castro and the Cuban Revolution unavailable from official histories on either side.

Frequently asked questions about Patrick Symmes’s books

How many books has Patrick Symmes written?
Patrick Symmes has written two books: Chasing Che (2000), retracing Che Guevara’s 1952 motorcycle journey, and The Boys from Dolores (2007), about Fidel Castro’s schoolmates at his Jesuit boarding school, named to the New York Times’ Ten Best Books list.
What is the best Patrick Symmes book to start with?
Chasing Che. It’s his debut and best-known book, and its structure — a real journey retracing a famous one — makes it the more approachable entry point before the denser historical research of The Boys from Dolores.
Are Patrick Symmes’s two books connected?
Both focus on Cuba and its revolutionary history, but from different angles: Chasing Che follows Che Guevara’s pre-revolutionary journey through South America, while The Boys from Dolores examines Fidel Castro’s own formative years through the lives of his former classmates.
What does Patrick Symmes do besides write books?
Symmes is a contributing editor at Harper’s and Outside magazines, and has reported as a foreign correspondent from Latin America, Nepal, Colombia, and beyond, with his essays on Cambodia and Colombia selected for Best American Travel Writing anthologies.

From the bookshelf

“History's losers.”

— Patrick Symmes, on Cuban exiles

For more travel writing that chases the person behind a political myth, browse the full shelf.

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