The Story Behind the Guayabera

A brief history of the Guayabera - and why it still belongs in every wardrobe

Khaki green Guayabera Shirt with cigars in pocket hung up against white boards

Few garments carry as much geography, politics, and elegance in a single piece of fabric as the Guayabera. It is, at once, a working shirt, a dress shirt, a diplomatic uniform, and a summer staple — and it has been all of these things for over three centuries.


A shirt born in the Caribbean

The Guayabera's exact origins are contested with the passion you'd expect of something so beloved. Cuba and Mexico both stake a claim, with most associating the shirt with the country. The most sung Cuban account traces it to the Yayabo River valley in central Cuba around the 1700s, where a tailor's wife supposedly sewed large front pockets onto her husband's shirts to carry guayabas - guavas - picked from their farm. The shirt spread among sugarcane workers, plantation owners, and eventually the entire island. 

Mexico counters with the Yucatán Peninsula, where a near-identical garment called the camisa yucateca developed independently among tradespeople and landowners who needed a light, breathable alternative to the formal European dress shirts of the colonial era. The truth is probably that both traditions evolved in parallel, shaped by similar climates and similar needs.

Two images of close ups of navy and white linen Guayabera shirt

From cane fields to heads of state

What makes the Guayabera remarkable is its social mobility. By the mid-20th century it had transcended from agricultural workers to the highest levels of government. In Cuba, it became so embedded in professional life that it was formally accepted as an alternative to a jacket and tie. Fidel Castro wore one. So did Jimmy Carter when he visited Cuba. In 1999, the Guayabera was officially declared the national costume of Cuba.

Across Latin America, the story repeated itself. In Mexico, it became the preferred shirt of politicians giving speeches in the tropical heat of the Yucatán. In Puerto Rico and the Dominican Republic, it's simply what you wear to a wedding or a dinner party. The United States absorbed it through Miami, where Cuban exiles made it a fixture of the city's identity.


John Wayne and Gary Cooper in white Guayabera shirts

Left, Cuba's President Raul Castro, with Vice President Jose Ramon Machado Ventura in white Guayabera Shirts

Left, Cuba's President Raul Castro, with Vice President Jose Ramon Machado Ventura right (AP Photo/Javier Galeano)

American author Ernest Hemingway left, with Gary Cooper in Cuba 1956 wearing white Guayabera Shirts

American author Ernest Hemingway left, with Gary Cooper in Cuba 1956 (Photograph by Inge Morath/Magnum Photos)

President Ronald Reagan and designer Ramón Puig at the Cuban American National Foundation rally in Miami, May 20, 1983 wearing white Guayabera Shirts

President Ronald Reagan and designer Ramón Puig at the Cuban American National Foundation rally in Miami, May 20, 1983. (Official White House Photo/Ronald Reagan Presidential Library).⁠

 

Anatomy of the Budd Guayabera shirt

Budd’s Guayabera was designed in collaboration with cigar aficionados, Kirby Allison and Eddie Sahakian of Davidoff of London fame. It follows traditional design accents  and includes two vertical rows of alforzas - fine hand-pleats that run from collar to hem on the front of the shirt and down the centre back, four front pockets (two chest, two hip), and a straight hem with vents. It is designed to be worn untucked. It has long sleeves with a button cuff and is finished with mother of pearl buttons.

In order to make the Guayabera fully practical, we followed the advice of Kirby and Eddie, adding a sewn channel to the left breast pocket in order to hold cigars snugly in place and reinforcing the lower pockets with hidden internal pockets so as to allow for a phone, lighter and cutter to be carried without ruining the line of the shirt.

Diagram of the guayabera shirt with descriptions of detail


When and how to wear it

Today the Guayabera plays a very versatile role within a wardrobe and in warmer months can be worn just about anywhere. Knowing when and how to deploy it is really a matter of context, climate, and fabric. It’s a great piece for wearing casually at weekends and on holiday, but also works as a louche smart-casual option for social occasions. Wear it to a summer wedding or party, dressing it up with evening trousers should the event dictate formality or with tailored cotton/linen day trousers and a leather shoe for a smart but breezy day-time event, and finally paired with shorts and sneakers or espadrilles for a relaxed out of office vibe. There are no rules with a Guayabera shirt – you are neither over or underdressed and therein lies much of its charm! 

Three men wearing different coloured linen shirts in cigar storeKirby Allison wearing linen green Guayabera shirt stood against vintage car in HavanaDavidoff cigar store with three men in linen shirts stood outsideBudd Shirtmakers white Guayabera shirt laid flat close up

 

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