Best Gambler Hats for Men

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 on just about anything. Although there’re choices for women, gambler hats for men make a larger bulk of products in stores.

To make a decent choice among, you’d 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 Golf Airway Vented Gambler Straw Hat

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


This gambler straw hat 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 hat’s crown
  • Leather hat band
  • Sixty-day hassle-free exchange


  • Porous weave may not suit some wearers
  • 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 choices. 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.


  • Wholly made from wool
  • Wired brim
  • Ideal for wide head sizes
  • Made with imported materials
  • Washable by hand


  • Doesn’t have more colors
  • Expensive based on size choices

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

3. Dorfman Pacific Co. Men’s Rush Gambler

Straw gambler hat from Dorman Pacific is second to none when it comes to quality and wearing ease. Here’s more on why this hat should be on your shopping list.


It comes with a wide brim for greater comfort and better protection from the sun. This gambler cowboy hat 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 hat your choice.     


  • Affordable
  • 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 gamblers that need naturally-made products. It also comes at a great price sure to attract loads of customers.

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.


  • Several size options available
  • Seagrass straw construction
  • Sun-blocking fabric
  • 25” brim
  • Gambler crown


  • Getting a correct fit could be challenging for some buyers
  • Packaging may bend up the hat’s brim

Need a hat with a wide brim? Make this hat your choice with no delay. 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 hats, there’s sure to be something for every gambling enthusiast in this choice.


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 a hat you can’t afford to overlook.


  • Several sizes available
  • Organic raffia build
  • Cool-max covering
  • Features UV protection
  • 25” wide brim


  • Expensive
  • Size chart may not be accurate

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

6. Palmoro The Original Golf Gambler Moreno Palm Straw Sun Hat

When you’re looking for the best gambler hats, you can’t overlook choices from Palmoro. This release also comes with a top collection of features to make sure you standout 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, this cap 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 this hat offers. With its 12 – 15 rows for every inch across, this hat has been an excellent choice for wearers since 1854.


  • Sun protection
  • High-quality straw build
  • Elastic closure
  • Steam shaping
  • Top quality design


  • Expensive
  • Banding may be inferior in some choices

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

7. Arizona Gambler by Conner Hats

The best gambler hats should have ample protection for your head with less hassle. And don’t forget these hats have to make you feel more stylish.


This cap is made from high-quality, 100% Australian wool. This material supports excellent detailing and a smooth feel when worn.

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


  • Australian wool
  • Wide, 3” brim
  • UPF 50+ sun protection
  • Cotton inner pocket
  • Available in four sizes


  • Expensive
  • Doesn’t come in more colors

When you get this hat, it comes with extra protection from the 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 gambler hat has got to give your wardrobe a massive upgrade.


This hat comes with a large brim straw design that provides maximum protection from the sun. It also comes with a tear-drop shaped top crown that makes greater air flow more comfortable.

Also, this hat comes with three (3) small air vents placed on both sides of the helmet. The black band featured across this gambler hat promotes its excellent design.

And if you’re looking for a hat made with natural coloring, this is the best choice for you. 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
  • Ideal for men


  • Doesn’t come in more than one color

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

9. Western Express Faux Felt Gambler Cowboy Hat

If you’ve been looking for the a gambler 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 three 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 this hat’s brim, adding excellent style to your wardrobe selection. It also comes made in imported materials, making it a true top-quality choice.


  • Affordable
  • Several sizes available
  • Available in three (3) colors
  • Three (3) eyelets feature on both ends
  • Elastic band


  • Not crushable
  • Size chart may not represent true head sizes

This hat 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 Sun 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, this hat comes with an excellent protective area to protect your face from the sun. Also, it comes with a durable straw construction, making it ideal for hat lovers that don’t like weighty fixtures on their heads.

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


  • Straw build
  • Elastic strap
  • 5” brim
  • Sun protection
  • 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 an affordable price that’s truly amazing.

11. Tommy Bahama Men’s Palm Fiber Gambler Hat

When it comes to getting great palm fibers, a Tommy Bahama is an excellent choice. This gambler hat adds more style to your wardrobe and is as cool as gamblers hats can be.


This gambler hat comes with a Taupe coloring and some of the finest designs you’d ever get from a gambler hat. It’s made with 100% fibers and has a button closure design.

It also comes with a Cool-Max sweatband capable of making you feel more comfortable even after putting it on for several hours.

With a full straw design and exceptional weaving, you’ve got to try out this cap right now.


  • Wide brim
  • Button closure
  • Sweatband included
  • 100% straw


  • Scalp poking could be noticed in some units
  • No padding to provide UV protection

Getting this gambler hat ensures you’d have more style and fitting to whatever attire you choose. It’s great for gambler hat lovers that need a budget choice.


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

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