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Symmes rode a BMW R80 G/S he called La Cucaracha out of New York and down the route Ernesto Guevara had taken on a borrowed Norton in 1952, carrying both Guevara's diaries and those of his travelling companion Alberto Granado so he could check one against the other. He ran out of fuel in an Argentine desert, came off the bike in the Andes, talked a Peruvian guerrilla out of taking him hostage, slept on the ground beside a mass grave, and ended up in Cuba drinking with Granado himself as Che's remains were finally returned from Bolivia. Chasing Che (2000) is that trip, and it is as much about what the T-shirt did to the man as about the road. His second book went further in. The Boys from Dolores (2007) starts with one class photograph from a Jesuit boarding school in Santiago de Cuba and tracks down dozens of the boys in it, all schoolmates of Fidel and Raúl Castro, across seventy years of revolution, exile and Miami. He writes for Harper's, Outside, New York and Condé Nast Traveler, and describes his beat as insurgencies, environmental collapse and the fault lines underneath both. Two books, no third announced. The ten below cover the road, the revolution and the case against romanticising either.
By Lisanne Swart · 10 authors · Travel and reportage · Latin America · Two books · Updated September 2026
Quick answer
If you love Patrick Symmes, the closest match is Ryszard Kapuściński, who spent decades filing from coups and revolutions and wrote them as literature — with the caveat, now well documented, that he embellished. For the road book, read Rory Stewart or Paul Theroux. For the history underneath Chasing Che, read Jon Lee Anderson's biography of Guevara, and then Guevara's own Motorcycle Diaries. And read Reinaldo Arenas last, because no travelogue about Cuba should be the final word on it.
10 authors like Patrick Symmes
Where to start if you loved Patrick Symmes
If you want the closest match, read Ryszard Kapuściński.
The Emperor. A collapsing court, told entirely by the servants who ran it.
If you want the road, read Rory Stewart.
The Places in Between. Across Afghanistan on foot, in winter, in 2002.
If you want the history under Chasing Che, read Jon Lee Anderson.
Che Guevara: A Revolutionary Life. Eight hundred pages, and the executions included.
If you want the original diaries, read Che Guevara.
The Motorcycle Diaries. A broken Norton, 1952, and a student who was not yet anybody.
If you want the argument against all of it, read Reinaldo Arenas.
Before Night Falls. The revolution, by a man it imprisoned.
If you want more non-fiction of this kind
My shelf has the rest.
Frequently asked questions about authors like Patrick Symmes
Who should I read if I love Patrick Symmes?
Ryszard Kapuściński is the closest in ambition, a reporter who wrote revolutions as literature, though his embellishments are now documented. Rory Stewart and Paul Theroux are the two great overland travel writers to read next, and Bruce Chatwin is the stylistic ancestor, with the same caveat about invention. For Cuba specifically, Jon Lee Anderson wrote the definitive life of Guevara and Alma Guillermoprieto has lived and reported the island from inside. Ted Conover shares Symmes's immersion habit and Tim Cahill his magazine voice. Read Che Guevara's own diaries, and read Reinaldo Arenas last.
Which Patrick Symmes book should I start with?
Chasing Che (2000), which is the more enjoyable of the two and needs no prior knowledge: he rides Guevara's 1952 route on a BMW R80 G/S and finds out what half a century has done to the legend. The Boys from Dolores (2007) is the more ambitious book, a collective biography of Fidel Castro's schoolmates traced from a single class photograph across seventy years, and it rewards reading second, when you already care about Cuba.
Is Patrick Symmes writing a new book?
Nothing has been announced as of September 2026. He has published two books, in 2000 and 2007, and has continued to work as a magazine journalist, describing his subjects as insurgencies, global environmental problems, travel and the geopolitical fault lines beneath them, for Harper's, Outside, New York and Condé Nast Traveler.
Do I need to read The Motorcycle Diaries before Chasing Che?
It helps but it is not required, because Symmes quotes and argues with it throughout. If you do read it first, read it for the ordinary details rather than the politics: two broke students, a motorcycle that keeps failing, and a great deal of talking their way into meals. Symmes carried both Guevara's diaries and those of Alberto Granado, his travelling companion, and one of the pleasures of Chasing Che is watching him catch the two men describing the same day differently.
What is The Boys from Dolores about?
The Colegio de Dolores was a Jesuit boarding school in Santiago de Cuba where the sons of the eastern Cuban elite were educated, including Fidel and Raúl Castro in the 1930s and 1940s. Symmes began with one period photograph of a class and set out to find what became of the boys in it. Some helped Fidel take power, some later took up arms against him, most ended up in exile in Florida. It is a group biography of the generation that made and then lost Cuba.
Is Chasing Che sympathetic to Che Guevara?
Not especially, and that is what makes it worth reading. Symmes is genuinely interested in the young man on the motorcycle and consistently sceptical about what the icon became, including the merchandising and the way Latin American politics kept producing both liberators and torturers out of the same idealism. If you want the fuller account of what Guevara did after 1952, Jon Lee Anderson's biography is the standard work and does not spare him.
What motorcycle did Patrick Symmes ride?
A BMW R80 G/S, which he named La Cucaracha, ridden from New York down through Argentina, Chile, Peru and Bolivia and on to Cuba. Guevara and Granado, by contrast, travelled on a 1939 Norton 500 they called La Poderosa, which broke down permanently early in their journey and left them hitching and walking for most of it — a detail worth knowing before you picture the famous trip as a motorcycle trip.
What should I read about Cuba after these two books?
Alma Guillermoprieto's Dancing with Cuba for the revolution as experienced by someone who arrived to teach in 1970, and Reinaldo Arenas's Before Night Falls for what it did to a writer it imprisoned. Jon Lee Anderson's Guevara biography covers the political history in full. Between the four books you have the island from the outside, the inside, the top and the bottom.
Sources
- Chasing Che — Patrick Symmes, official site
- The Boys from Dolores — Penguin Random House
- Chasing Che — publisher description and route
- The Boys from Dolores — Goodreads, with publisher synopsis
- Patrick Symmes — Wikipedia
List last reviewed 9 September 2026.
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“I cover insurgencies, global environmental problems, travel, and the geopolitical fault lines.”
— Patrick Symmes, patricksymmes.com.
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