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The Tilley hat · Toronto, Ontario

The hat an elephant ate three times

In 1980 a Toronto art dealer wanted a sailing hat that would stay on, float and not shrink. Nobody sold one, so he had one made. It is still guaranteed for life, with conditions.

Black and white photo of two people seen from behind on a busy street, each wearing a wide-brimmed Tilley hat, with a third person between them whose jacket reads Silence.
Two Tilleys on a street in Toronto, where the hat comes from.Maksim Sokolov / CC BY-SA 4.0
Invented
1980, in Toronto
By
Alex Tilley, 1938 to 2025
Made of
Cotton duck, brass and foam
Guarantee
For life, with conditions
Price
From $99

A man who kept losing his hat

Alex Tilley was born in Mount Albert, Ontario, in 1938, and took some time to find his line of work. Bell Canada let him go after a month in sales. A bank kept him for nine. A tutoring business in Montreal grew, then failed. He started an MBA at York University and failed that as well, a fact he liked to share with interviewers.

By the 1970s he was renting paintings to Toronto offices out of a van he called the artmobile, and sailing on Lake Ontario whenever he could. The sailing was the problem. Hats blew off. The ones that stayed on shrank, or sank.

In 1980 he decided to have a proper one made. He found a milliner, a seamstress and a sailmaker, and took the prototypes on a voyage off Belize with his wife and two daughters.

What came back was a hat of preshrunk cotton duck with British brass grommets, a cord for the chin, another for the back of the head, a pocket hidden in the crown and a layer of foam so that it floats. He called it the T1.

Sailboats on Lake Ontario in front of the Toronto skyline and the CN Tower, under a cloudy sky.
Lake Ontario, off Toronto. Somewhere down there are the hats that came before.Peyman Shojaei / Unsplash

An elephant named Sampson

He sold it by mail from the basement of his house in Don Mills, with small advertisements in sailing magazines, newspapers and The New Yorker. When the orders outgrew the basement they moved into a neighbour’s. His brother John ran the West Coast from North Vancouver. At boat shows the booth had an aquarium with a hat floating in it.

Each hat came with a four-page owner’s manual. The washing instructions told you to be rough with it.

Then there was the elephant. An animal trainer wrote to say that an elephant named Sampson had eaten his Tilley. The company put it in an advertisement. “Time would pass,” it said, “and the hat would too.” The trainer washed it and wore it again. Sampson went on to eat it twice more.

Customers took over from there. Canadian soldiers were issued the hat in the Gulf War. Sir Edmund Hillary wore one. Pierre Trudeau had one. Tilley travelled to more than fifty countries and claimed to have seen his hats in every port, Antarctica excepted.

The trainer washed it and wore it again. Sampson went on to eat it twice more.

An African elephant with small tusks facing the camera in green bush.
An elephant. Not Sampson, who has a record.Marlin Clark / Unsplash

Guaranteed for life, with conditions

The original promise was simple. If the hat wore out, he replaced it. If you lost it within two years, you got a new one for half price.

The guarantee still says for life, and it now comes with small print. It covers normal wear and tear, poor workmanship and faulty material. It does not cover fading, shrinking, stains, frayed cords or tarnished grommets. You have to register the hat within 60 days of buying it, and a replacement carries a handling fee. The half-price deal for lost hats is no longer on the guarantee page.

The company has changed hands too. Tilley put it up for sale in 2015, at 77, by placing advertisements in the newspapers, which is how he did everything. The Canadian arm of a British investment firm bought it. In 2020 Joe Mimran, who founded Joe Fresh, and his partner Frank Rocchetti took majority control.

They added colours, corduroy and a shop on Ossington Avenue, and sales roughly doubled. As of 2023 many hats were still made at the plant in Toronto, with others coming from China, Portugal, Italy and Japan. The Canadian site keeps a Made in Canada collection, which held thirteen hats when we looked. The LTM6 Airflo, the mesh-topped best seller, was not among them.

An olive Tilley Airflo hat with a mesh band round the crown, brass grommets and a chin cord, on a white background.
An Airflo. The mesh is for hot days.Dana Beveridge / CC BY 2.0
Looking up into an olive Tilley hat, showing the white Tilley label, the mesh lining and the brown cords tucked into the crown.
Inside a hikers’ model bought in 2014. Size seven and seven eighths.Bruno413 / CC0

A better hat

Alex Tilley died on October 28, 2025, in Muskoka, Ontario. He was 87. He had asked to be remembered as a good man who made a better hat.

His house there had a sunroom with a cedar-shake roof built in the shape of one, with vents where the grommets go.

The hat itself has barely changed. It still has the pocket and the two cords. It still comes in proper hat sizes, which means measuring your head, an activity most people last performed for a school play.

Whether it is worth a hundred dollars depends on how you feel about hats. As hats go it is plain, wide and unbothered by fashion, and it tends to outlast the holiday it was bought for by a few decades.

It floats. That was the whole idea.

What it costs

The 2026 price list

From Tilley’s Canadian shop, in Canadian dollars.

Cotton and hemp

  • T3 Wanderer$99

    Cotton duck, medium brim. The shape most people picture. Made in Canada.

  • T1 bucket hat$109

    The 1980 original, more or less. Made in Canada.

  • T5 Adventure, in hemp$109

    Made in Canada.

  • LTM5 Winterized$149

    The same idea, lined for the cold. Made in Canada.

Airflo, with the mesh

  • LTM6 Airflo sun hat$99

    Recycled nylon, broad brim. The best seller.

  • T4MO-1 Airflo hikers’ hat$120

A replacement under the guarantee carries a handling fee.

Prices checked on October 2, 2026. Sales come and go.

If you buy one

Which one
The cotton duck hats are closest to the 1980 original. The Airflo is lighter and has a mesh band for hot days.
Size
They come in hat sizes, not small, medium and large. Measure your head and use their chart. It is meant to sit loosely. The cords do the holding.
Register it
The guarantee needs the hat registered within 60 days, with proof of where you bought it.
Washing
Check the label inside first. Never bleach it. Bleach voids the guarantee.
Where
Tilley’s own site, its shop on Ossington Avenue in Toronto, or one of about 3,000 retailers in Canada, the United States, Britain and Australia.

Photographs by Maksim Sokolov (CC BY-SA 4.0), Bruno413 (CC0) and Dana Beveridge (CC BY 2.0), via Wikimedia Commons, and by Peyman Shojaei and Marlin Clark, via Unsplash. The logo is Tilley’s. Sources include Tilley, The Globe and Mail, Canada’s History and Canadian Boating.

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