Best Gambler Hat – Top Picks For Men With Style

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Last Updated: September 7, 2021

Gambler hats add a lot more than style to your wardrobe. A gambler hat makes an instant statement whenever you sport one on. With a simple but classy design, they can be worn with just about anything. Although there are options for women, gambler hats for men make a larger bulk of products in stores.

To make a decent choice, you would have to take a deeper look than what it provides in its physical features. Here’s a top collection of quality gambler hats sure to make a statement wherever you go.

1. Ultrafino Monte Carlo Gambler Straw Hat

With an Ultrafino gambler straw hat, it’s certain you’ll get maximum comfort while making a statement with your headwear.

It comes with an excellent straw build. It is pressed and extra durable, making it comfortable and lightweight for wearers.

To provide excellent protection from the sun, this gamblers hat comes with a UV sun protection fabric fitted to keep your head less sweaty.

  • Straw construction
  • UV protection
  • Vented weave on the crown
  • Leather band
  • Off-white design prone to stains

This straw hat comes with exceptional features sure to make you feel comfortable while providing excellent cover for your head.


2. Twister Men’s Crushable Gambler Hat

Twister hats come with a range of cool features that stand out among western gambler hat brands. Here’s a closer look at what else this gambler cowboy hat has for you.

Made from 100% wool, it is a top choice for black lovers. And the wool used in making it comes with a high crushable potential. You’d be able to pack up this gambler style hat with no issues.

It also comes with a wired brim and is wide enough to contain large-sized heads.

  • Made from wool
  • Wired brim
  • Ideal for wide head sizes
  • Washable by hand
  • Doesn’t have more colors
  • Expensive

If what you need is the best head cover that will add a lot of style to your wardrobe, this one is definitely for you.


3. Dorfman Pacific Men’s Rush Gambler

Straw gambler hat from Dorman Pacific is second to none when it comes to quality and wearing ease. It comes with a wide brim for greater comfort and better protection from the sun. It also features a sun heat protection from its 3” brim and sweatband.

You’re sure to get the ventilation you’ve always wanted when you make this product your choice.     

  • Wide brim
  • Rush straw build
  • Sun protection
  • Varying head sizes
  • Not crushable
  • Fitting could be an issue for smaller heads

It’s a great choice for men that need naturally-made products. At such a great price, this hat should be on your shopping list.


4. Stetson Gambler Seagrass Outdoorsman Hat

When you need a comfortable hat with an excellent weave, this is the finest choice you can get. This mens gambler hat comes with enough protection against the sun with a wide brim and overhead protection. Also, it comes with excellent Seagrass construction that’s durable and very flexible.

  • Seagrass straw construction
  • Sun-blocking fabric
  • 25” brim
  • Gambler crown
  • Getting a correct fit could be challenging
  • Packaging may bend up the brim

Need a hat with a wide brim? Make this one your choice with no hesitation. It comes with an amazing set of features that’s sure to maximize your head’s protection from the sun.


5. Scala Men’s Raffia Gambler Hat

With an excellent construction from Scala, there’s sure to be something for every gambling enthusiast in this hat.

Designed with raffia and durable strap bands, this unit is as good as gambler hats go. Raffia straw is durable and is extra-lightweight.

Unlike other choices that are mixtures of raffia and other sub-standard material, this comes with a whole raffia build.

It also comes with UV protection to ensure your head stays protected from the sun. This is one you can’t afford to overlook.

  • Organic raffia build
  • Cool-max covering
  • Features UV protection
  • 25” wide brim
  • Quite expensive

It’s a great gambler’s hat to provide excellent protection against the sun and add more style to your wardrobe.


6. Palmoro Original Golf Gambler Palm Straw Hat

When you’re looking for the best gambler hats, you can’t overlook products from Palmoro. This release also comes with a top collection of features to make sure you stand out with less hassle.

Made from 95% Moreno palm straw and 5% synthetic materials, this Palmoro remains top-of-the-line among gambler hats.

Made in Mexico, it comes with an elastic closure that ensures you look stylish at any time. It also comes in a steam-formed shaping design that makes it easier to form a snug fit on your head.

You can be sure of total sun protection it offers. With its 12 – 15 rows for every inch across, this hat has been an excellent choice for wearers since 1854.

  • High-quality straw build
  • Elastic closure
  • Steam shaping
  • Top quality design
  • Expensive
  • Band could be better quality

It’s a great choice if you’re looking to get a hat made with traditional methods that offers maximum head protection.


7. Conner Hats Star Rider Waterproof Hat

The best gambler hats should have ample protection for your head with less hassle. And don’t forget they have to make you feel more stylish. It is made from high-quality, 100% Australian wool. This material supports excellent detailing and a smooth feel when worn.

Also, it comes with a wide 3” brim to maximize your protection from the sun. It is also super crushable, making it extra-comfy to pack up for a journey.

  • Australian wool
  • Wide, 3” brim
  • UPF 50+ sun protection
  • 4.5″ Crown Height
  • Available in 3 sizes
  • Expensive

When you get this hat, it comes with extra protection from sun and maximum detailing to boost your style on any attire you choose to sport with it.


8. Jeanne Simmons Men’s Palm Braid Gambler Hat

This one has got to give your wardrobe a massive upgrade. It comes with a large brim straw design that provides maximum sun protection. It also comes with a tear-drop shaped top crown that makes greater air flow more comfortable.

Also, this hat comes with three small air vents placed on both sides of the helmet. The black band featured across promotes its excellent design.

And if you’re looking for a hat made with natural coloring, this is the best option. It comes with a default DK natural hue, making it ideal to add more style to your chosen attire.

  • 5” crown
  • 5” brim
  • Sweatband included
  • Straw material construction
  • Doesn’t come in more than one color

Buying this product will unimaginably boost your sense of style. It also comes with quality design that is durable.


9. Western Express Gambler Cowboy Hat

If you’ve been looking for a hat to boost your style and protect your head, make this choice from Western Express your ideal pick.

This hat comes with a cowboy style design and is faux felt to be of the finest quality. It also comes in different sizes, making it easy for wearers with varying head sizes to considerably boost their style.

An elastic band features around the inner rim of it’s brim, adding excellent style to your wardrobe selection. It also comes made with imported materials, making it a true top-quality choice.

  • Several sizes available
  • Available in three colors
  • Three eyelets on both ends
  • Elastic band
  • Not crushable
  • Size chart may not represent true head sizes

It could be an excellent choice for wearers that need a rigid fixture above their heads providing sun protection at an affordable price.


10. Sun & Fun Classic Straw Flat Top Gambler Hat

This gambler hat promises a classic look with features sure to significantly maximize your wardrobe. Here’s a detailed look at why this collection is ideal for your headwear needs.

With a wide 3.5” brim, it comes with an excellent sun protective area for your face. Also, it comes with a durable straw construction, making it ideal for hat lovers that don’t like weighty fixtures on their heads.

Wearers will also have a strap that makes adjustability more comfortable.

  • Straw build
  • Elastic strap
  • 5” brim
  • Free size reduction foam
  • Strap and band aren’t too durable
  • Could wear out after a few months

It’s a great choice to unwind, relax, and get some gambling going. It also comes at a budget friendly price.


When it comes to the best gambler hats in stores right now, this collection ranks top to make selection easier so you can stand out wherever you go.