The gambler hat is a form of cowboy hat associated with gamblers and people who like to take risks – a mix of the wild-west and outback. You might imagine yourself playing poker on a paddle ship floating casino on the Mississippi. Or maybe just flaunting that edgy rockstar pirate gypsy look wherever your gambler hat takes you!
Here are some answers to questions we often get about the rock star of the cowboy hats.
What actually is a gambler hat?
Gambler hats are wide-brimmed hats with a distinct oval crown – as opposed to the indented crown of the fedora hat. They’re basically a cooler version of the cowboy hat.
They are named after the gamblers, especially card sharps (who used to cheat by manipulating the cards) who used to ply their trades on floating casinos. These floating casinos were less regulated than those on dry land and allowed the gamblers to stay on the move and away from the police. These gamblers became known by the style of hat they preferred and the name stuck.
The modern gambler hat tends to denote someone who is not afraid to be a little different. After all, who wants to look like everyone else?
Gamblers are associated with a laid-back, alternative style so just slip one on your head and remember to swagger! They can be used to spice up more formal outfits, but they are perfect for the pirate, rockstar and gypsy look and we have a wide range of options to suit your personality.
But who wears one?

Our Vera Black gambler hats have been worn by a number of celebrities. Here’s Eva Green wearing her bespoke gambler hat, along with a wide range of our jewellery.
Other celebrity customers include actresses Nadia Parkes and Stephanie Tripp and we even sell a hat – the Redfern Rambler – we designed especially for blues/rock guitarist Troy Redfern.
But it’s not all about what the celebrities look like. We find our gamblers are popular amongst people with very ‘normal’ jobs, who just like to add an extra edge to their outfit on the weekend!
Our Vera Black gambler hats have been worn by a number of celebrities. Here’s Eva Green wearing her bespoke gambler hat, along with a wide range of our jewellery.
Other celebrity customers include actresses Nadia Parkes and Stephanie Tripp and we even sell a hat – the Redfern Rambler – we designed especially for blues/rock guitarist Troy Redfern.
You can read our Ambassador Interview with Troy Redfern here.
But it’s not all about what the celebrities look like. We find our gamblers are popular amongst people with very ‘normal’ jobs, who just like to add an extra edge to their outfit on the weekend!
Our range of gamblers
You can check out our full range of gambler hats here, but see below for a selection of our gamblers.
Tequila gambler – There are two types of people when it comes to tequila. Those who admit to loving tequila and liars!
Dreamweaver Gypsy gambler – Create the ultimate gypsy look every time you slip this hat on.
Ruby Tuesday gambler – For the hat that turns everyone’s head
The Black Stallion gambler – A limited edition beauty of a hat inspired by Andalusia
Can I buy a unique bespoke gambler hat?
You have to be a bit unique to wear a gambler hat and our hats are hand-made so each one is slightly different. However, if you want to be truly different we can make a bespoke gambler hat just for you. Take a look through our range of gamblers and let us know what you would like to alter. We also sell a range of one-off gamblers in our shop, but once they’re gone – they’re gone. Probably up the river in an online casino…
Can I wear a hat this cool to a wedding?
To be honest you can wear any of our hats to a wedding as our unique style makes them fit in with both formal and relaxed social occasions. Let’s face it, you can wear your hat to the stag/hen do and the wedding service. You can trust it to keep the “What happens in Vegas, stays in Vegas” code – or even the pirate code (mind you, we hear that the pirate code is more of a guideline these days). You can ‘scrub up well’ for the wedding service and slouch menacingly in the evening. There’s more information about rockin’ the gambler hat bohemian wedding vibe here.
How do I get the right size hat for me?
Just measure the circumference of your head by putting a measuring tape around your head, just above your ears. All the hat sizes in our shop show the range of circumferences, but if you are at the edge of a range we suggest you buy a larger hat. We supply small adjusters to help get the perfect fit.
Don’t have a measuring tape? Measure with a piece of string and then measure the piece of string with a ruler!
Any more questions?
If you have any more bad-ass questions about gamblers or any of our hats just send us as message via our contact box. We truly live our passion so we love to discuss our products and give advice.