riverboat gambler hat for sale

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Collection: gambler hats, quincy waterproof wool gambler hat.

(103) 103 total reviews

Arizona Wool Gambler Hat

(27) 27 total reviews

Let customers speak for us

Folks living in the Pacific Northwest know a thing or two about the wet, specifically how not to be wet. Typically the first I do when buying any new outter wear is seam seal, not this hat. This bucket feels like I’ve been wearing it for years and looks like it. I’m really quite surprised based on the price just how fine of a hat it is. Size was right, color is perfect. Get it, use it.

Used mine on a 255 miles hike from Lucca to Rome in Italy in June/July. Most days with temperatures between 30-39 degrees Celsius (86-102 degrees Fahrenheit). The hat had a great fit, and my head never got unpleasantly hot during the hiking (and it kept the sweat out of my eyes also :-) ). I used the sun shield (neck shield) in the afternoon when the sun got low on the horizon, which was a bonus (no sunburn). I highly recommend this hat for hiking in warmer climates.

I purchased the Bac Pac in 2018. I think these were still being put together by Bill at the time? Did I buy a classic without knowing it? Would love to hear from the Conner peeps about that. It's top notch, fits like a glove, and stretches out quickly/easily if you follow their instructions on their Youtube channel. I travel a lot, so a smashable hat is key. Great work guys!

Excellent fit and style.

Never had a better hat! Great for hiking/kayaking, keeping the sun off. Brim not too big or too small. Good airflow and handy chin strap. Comfy. Durable. However, no longer seem to have my size (Conner ya broke my heart). Also no idea why they don't make this style in different colors. I'd buy 'em all.

I love it and I’m going to get my third one soon

It was time for a new soakable golf hat. The old Conner hat still works but after wearing it - a lot - for years to play golf, my wife thought it was looking a little haggard. So I ordered a new one. New on the left, old on the right. Once again it fits and looks great! Playing today so it is sitting on my bag ready to go on its first of many rounds to come. I’m keeping the old hat which is quite serviceable for yard work. Very happy.

Love the look. Perfect fit. Can’t wait to wear it when the weather gets colder.

Purchased my Tarpon Springs at a gift shop in Wyoming in summer, 2015. It immediately became my go-to chapeau for walking, hiking, and sitting on a sunny back deck. Looks just as it did when I first put it on all those years ago. Still fits, too. A great investment in looks, comfort, and utility. Love my Tarpon Springs. Thank you, Connor Hats.

I live in England and received my BC bush hat as a Christmas gift well over 30 years ago and it is still going strong! I still wear it all the time, it has been all over the world with me and in July 2024 finally made its back to Oz. It is comfortable to wear, great at keeping the sun off my face and is timeless in its simplicity and style. I love my BC hat will be leaving instructions to be buried in it!

Great hat, the perfect weight (light) and bill

Haven’t worn it yet but it looks good and fits perfectly

Bought it for walking and hiking. Light and very well made. I wear somewhere between medium and large so I bought the large and the two spacers made it perfect for. Extremely happy with my purchase. Brim is perfect!

Totally worth the price!

It's the most comfortable in my collection of wool and leather hats and a perfect fit for a medium.No sizing necessary. Note that it is very lightweight but sturdy, shapeable, And snug in the wind!

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About Men's Gambler Hats

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Gambler Cowboy Hat

Shop men’s gambler hats made of top-quality wool felt, seagrass, and straw to make sure you’re ready for anything. It’s time to go on an adventure you’ll never forget. At Hats.com, it’s our mission to provide you with a premier collection of men’s hats to enhance your style. If you’re looking for something that evokes the wild freedom of the untamed West, a gambler hat could be the perfect choice for you. With their distinct oval-shaped crown and brim, they’re very similar to a regular cowboy hat but often include extra embellishments and details.

Striking Statement Pieces

A gambler hat offers you a distinctive fashion choice. It imbues you with a confidence and boldness that defines your style. These men’s gambler hats aren’t for those who play it safe! We carry gambler cowboy hats that are carefully crafted and designed for the summer, spring, and winter hat seasons so you can look your best no matter the time or place. With leading brands like Country Gentlemen, Bailey Outdoors, and Renegade Hats , you can find a high-quality statement piece that fits your aesthetic.

Unleash Your Inner Renegade

The gambler is a rugged and stylish hat that only gets more sophisticated with the passing years. With this timeless style, you’ll personify the same risk-taking, forward-thinking essence the hat’s name suggests. Check out our selection of high-quality men’s gambler hats to discover unique styles and specialty designs.

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Frequently Asked Questions

1. why are gamblers so popular among men.

Many men love the gambler cowboy hat because its versatile and classic look suits both formal and casual occasions. The most popular gambler cap colors include gray, beige, tan, and black. Black is an especially in-demand hue among men seeking to showcase a sophisticated and mysterious look, while beige and tan trendy hats stand out for being light-hearted and casual. Gray is a balanced and neutral hue that works well with cool and warm tones.

2. Why are some gamblers made with seagrass?

Seagrass is eco-friendly and natural, making it an excellent hat material choice for sustainable hat lovers. Seagrass is also stain-resistant, durable, breathable, and lightweight, making seagrass gamblers ideal for keeping men comfortable and cool in the summer.

3. How old are gambler hats?

Gambler hats have been around since the 1800s, when riverboat gamblers attempting to copy wealthy landowners’ fashion popularized them. Farmers and other gentlemen also wore these hats since they appreciated the hats’ versatile and classic look. You can spot gambler hats in Maverick, a 1957-1962 television series starring James Garner, and Gone with the Wind, a 1939 movie starring Clark Gable.

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Gambler Hats

From the casino to the streets, enjoy versatile style with our gambler hats. Each gambler hat offers a unique blend of traditional looks and modern design.

Florence | Mens Wide Brim Straw Sun Hat

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Madrid | Mens Wide Brim Straw Gambler Hat

Madrid | Womens Wide Brim Straw Gambler Hat

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The American Hat Makers Difference

In search of the perfect gambler hat online? Look no further than American Hat Makers, where our unwavering commitment to quality shines through. Our expertly curated collection features gambler hats crafted from premium materials like fine leather and exquisite straw. Available in a variety of styles, sizes, and colors, each hat is a testament to our artisans' top-notch craftsmanship. Whether you're attending an upscale event or enjoying a casual outing, our gambler hats offer the ideal blend of style and quality, ensuring you find the perfect fit for any occasion.

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HANDMADE SINCE 1972

Since 1972, we've specialized in crafting handmade gambler hats using only premium materials and meticulous craftsmanship. Unlike ordinary retailers offering subpar products, our gambler hats are built to stand the test of time. Whether you're headed to a formal affair or an outdoor adventure, our exceptional design and construction ensure you'll find the ideal gambler hat for any event.

AMERICAN MADE TO LAST

At American Hat Makers, we understand that a quality gamblers hat can elevate any outfit. That's why each of our hats is meticulously handcrafted in California using only the finest materials available. Built to last, our gamblers hat offers not just style but also unmatched durability. To give you added peace of mind, each hat comes with a lifetime guarantee against material and workmanship defects.

Our Hats Have Been Seen On

Find the Perfect Gambler Hat

Shop the Best Gambler Hats for Sale Online

Finding the right gamblers hat can be like sifting through a deck of endless options. With a multitude of designs and styles available online, making the perfect choice might feel like a high-stakes gamble. There's the potential pitfall of selecting a hat that either doesn't meet your expectations or sits unused.

At American Hat Makers, we've streamlined the process of finding the ultimate gamblers hat. Our wide range of gamblers hats feature unparalleled craftsmanship, and our seasoned team is always available to help you find your winning fit.

Turn Heads with Hats that Empower

Gambler Hats for Women: An Expression of Your Unique Style

Who says gambler hats are just for men? Our collection of gambler hats for women is a tribute to the fearless and fashionable. From the fine weave of gambler straw hats to the luxurious feel of wool, each hat promises unparalleled quality.

The gambler hat style isn't just a look; it's an attitude, an extension of your unique personality. So if you're a woman looking to make an impression, you've found the right place. Embrace your inner trendsetter with gambler hats women will love.

For the Man Who Commands Respect

Indulge in the Diverse Range of Men's Gambler Hats

When it comes to men's gambler hats, our collection offers something for everyone. Choose from a men's gambler hat in wool or straw, each designed with precision and an eye for detail. Whether you're a riverboat aficionado or a western cowboy at heart, our men gambler hat selections have you covered.

And when you're looking for gambler hats for sale, remember—our quality is unmatched. So why settle for less when you can have the best? Find the perfect gambler cowboy hat styles that resonate with your personality.

Shop Gambler Hats

Rugged Aesthetic, Timeless Appeal

Experience the Intricacies of Gambler Style Cowboy Hats

Step into the wild frontier with our diverse selection of gambler style cowboy hats. Each hat in our collection offers a distinct style—whether you prefer a flat brim gambler hat or a wide brim option.

No other accessory captures the spirit of the west like a gambler cowboy hat. From the riverboat to the rodeo, these hats are as versatile as they are stylish. It's not just a hat; it's a part of American folklore, so wear it with pride.

Sophistication Meets Rustic Allure

Discover the Classic Touch of Gambler Panama Hats

If you're looking for a hat that embodies class while staying true to its roots, our gambler Panama hats are the perfect fit. These hats blend modern sensibilities with a touch of old-world charm, creating a timeless look.

Make a lasting impression, whether you're at an upscale event or taking a leisurely stroll. The gambler's hat is more than an accessory; it's a statement. Evoke an air of effortless elegance and captivate those around you with your choice in headwear.

Natural Elegance, Boundless Comfort

Find Your Ideal Gambler Straw Hats for Every Occasion

If comfort is your top priority without sacrificing style, our gambler straw hats are the ideal choice. These hats offer breathable ease, making them perfect for sunny outings or relaxed weekends.

Our gambler straw hats for men and gambler hats for women offer the versatility you crave. When it comes to straw, quality is paramount, and we make no compromises. Uncover a world of authentic style and find the gambler straw hats that speak to your spirit.

The Ultimate Fusion of Tradition and Trend

Elevate Your Style with Our Unforgettable Gambler Hats

Discover what it means to don a true gambler hat, an accessory that embodies both tradition and flair. Our Western gambler hats aren't just about making a statement; they're about exuding confidence every step you take. Whether you opt for a wool gambler hat or a flat-brim style, you're embracing an icon of American culture.

Searching for gambler hats for sale? Look no further. Every gambler style cowboy hat in our collection is designed with meticulous craftsmanship. So go ahead, stake your claim in the world with a hat that's as unique and daring as you are.

Gambler Hat FAQs

A gambler hat is a classic hat style with a rounded crown and a wide, flat brim. It's known for its old-west aesthetic and is popular for both fashion and function.

Unlike other hat styles like fedoras or baseball caps, gambler hats are distinguished by their wide, flat brim and a rounded crown. They are often made of materials like straw, felt, or wool.

We offer a variety of men's gambler hats, ranging from wool and felt options for colder weather to straw styles perfect for summer.

Yes, our collection includes various sizes, ensuring a comfortable fit for everyone.

Yes, we have a unique selection of gambler hats designed specifically for women, offering both style and functionality.

Absolutely! Some of our women's gambler hats feature a wider brim for additional sun protection and style.

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Capas Gambler

• Description

The Capas Gambler Hat is a cross-over western hat. This is the classic river boat gambler hat known for the pencil rolled brim. If you're looking to take a river boat up the Mighty Mississippi, this is your hat.

Telescoping crown, Large pencil rolled brim.

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FREE SHIPPING ON ALL US ORDERS OVER $79 OR MORE

FREE 30 DAY EXCHANGES (USA ONLY)

CALL US ANYTIME 904 794 2008 (USA ONLY)

Item added to your cart

Collection: gambler hats, quincy waterproof wool gambler hat.

(103) 103 total reviews

Arizona Wool Gambler Hat

(27) 27 total reviews

Let customers speak for us

Folks living in the Pacific Northwest know a thing or two about the wet, specifically how not to be wet. Typically the first I do when buying any new outter wear is seam seal, not this hat. This bucket feels like I’ve been wearing it for years and looks like it. I’m really quite surprised based on the price just how fine of a hat it is. Size was right, color is perfect. Get it, use it.

Used mine on a 255 miles hike from Lucca to Rome in Italy in June/July. Most days with temperatures between 30-39 degrees Celsius (86-102 degrees Fahrenheit). The hat had a great fit, and my head never got unpleasantly hot during the hiking (and it kept the sweat out of my eyes also :-) ). I used the sun shield (neck shield) in the afternoon when the sun got low on the horizon, which was a bonus (no sunburn). I highly recommend this hat for hiking in warmer climates.

I purchased the Bac Pac in 2018. I think these were still being put together by Bill at the time? Did I buy a classic without knowing it? Would love to hear from the Conner peeps about that. It's top notch, fits like a glove, and stretches out quickly/easily if you follow their instructions on their Youtube channel. I travel a lot, so a smashable hat is key. Great work guys!

Excellent fit and style.

Never had a better hat! Great for hiking/kayaking, keeping the sun off. Brim not too big or too small. Good airflow and handy chin strap. Comfy. Durable. However, no longer seem to have my size (Conner ya broke my heart). Also no idea why they don't make this style in different colors. I'd buy 'em all.

I love it and I’m going to get my third one soon

It was time for a new soakable golf hat. The old Conner hat still works but after wearing it - a lot - for years to play golf, my wife thought it was looking a little haggard. So I ordered a new one. New on the left, old on the right. Once again it fits and looks great! Playing today so it is sitting on my bag ready to go on its first of many rounds to come. I’m keeping the old hat which is quite serviceable for yard work. Very happy.

Love the look. Perfect fit. Can’t wait to wear it when the weather gets colder.

Purchased my Tarpon Springs at a gift shop in Wyoming in summer, 2015. It immediately became my go-to chapeau for walking, hiking, and sitting on a sunny back deck. Looks just as it did when I first put it on all those years ago. Still fits, too. A great investment in looks, comfort, and utility. Love my Tarpon Springs. Thank you, Connor Hats.

I live in England and received my BC bush hat as a Christmas gift well over 30 years ago and it is still going strong! I still wear it all the time, it has been all over the world with me and in July 2024 finally made its back to Oz. It is comfortable to wear, great at keeping the sun off my face and is timeless in its simplicity and style. I love my BC hat will be leaving instructions to be buried in it!

Great hat, the perfect weight (light) and bill

Haven’t worn it yet but it looks good and fits perfectly

Bought it for walking and hiking. Light and very well made. I wear somewhere between medium and large so I bought the large and the two spacers made it perfect for. Extremely happy with my purchase. Brim is perfect!

Totally worth the price!

It's the most comfortable in my collection of wool and leather hats and a perfect fit for a medium.No sizing necessary. Note that it is very lightweight but sturdy, shapeable, And snug in the wind!

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• Riverboat Gambler Rhett Butler Hat Asst Colors MHT179

Men's Hat - Riverboat Gambler / Rhett Butler Hat

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Riverboat Twisted Seagrass Gambler

Additional information.

Twisted seagrass gambler with 3” brim, vinyl band with pin detail. One size elastic sweatband. COLOR: Natural. SIZES: One size fits most

PACKED: One dozen

Riverboat Gambler Hat / Rhett Butler / Wool Felt

Creative Costuming

Excellent quality low crowned Wool Felt with Satin Band. 

Brim: 3" Height: 4.5"

Sizes: S, M, L, XL, 2XL Color: Black, Gray, Tan, Brown, White Straw

The hat gives you the wide brim of a cowboy hat with the fun look that fits in the city. If you’ve ever wanted to channel your inner riverboat gambler, this hat will let you do it. The brim has a cool pencil curl and the silk pug band give this hat a really fun look. It has a telescope crown and is made of 100 percent wool felt. The hat has a leather sweatband for those warm days on the riverboat. It even gives off a slight “Rhett Butler” feel if you are leaning toward that type of look. Stark black hat lets you give off an air of mystery and intrigue that will keep people guessing no matter what outfit you pair it with.

Broadway Quality Made in USA by HXC Hatcrafters

HC461 / RH227 / MGA14 / HC661

If you don't find what you're looking for, give us a call (603) 882-5640

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Picture yourself outside on a scorching summer day, a glass of whiskey in one hand and a set of cards in the other. You tilt up the brim of your gambler hat to get a closer look at the cards on the table. You know you’re going to win… and that you’re going to win in style .

That’s how cool and confident you’ll feel when you wear one of the gambler hats available here at DapperFam.

What is a Gambler Hat?

A gambler hat is a traditional dress hat that has roots in the west. It closely resembles a pork pie hat , but unlike the pork pie, it has a medium brim and a crease in the middle that’s also called a telescope crease . Its brim is a bit upturned and its crown is similar to a fedora’s with its “pinched” top. Gambler hats are also adorned with a solid-toned ribbon that wraps around the entire crown.

Gambler hats are believed to have derived their name from the gamblers who frequented the riverboat casinos on the Mississippi rivers. History has it that the gamblers wanted to look like wealthy landowners, so they copied the fashion sense of plantation owners. At that time, the wealthy often wore flat-crowned “planter’s hats” or “plantation hats”, a type of straw hat with a wide brim .

It was the go-to headwear for wealthy men that liked smoking cigars or playing cards out on the deck. The gambler hat was also widely popular among the working class as it provided its wearers with proper ventilation – particularly those who worked outdoors.

The original gambler hats were made of sisal straw , but today’s brands now design gambler hats made out of wool or wool blends. Gambler hats also have open-weaved varieties, and can now be worn as summer hats. In other words, it has become one of the most versatile hats of all time.

Gambler Hat vs. Cowboy Hat: What’s the Difference?

It’s not uncommon to confuse one for the other. Both hats have upturned sides and are worn outdoors, but they’re distinct in their own ways, as well. To be absolutely sure that you buy a gambler hat and not a cowboy hat, let’s take a look at each hat’s characteristics.

A gambler hat has a rounded crown that’s creased at the edges. Because of its top part, it is often mistaken for a pork pie hat, but its brim is a bit wider . Gambler hats are often handcrafted from straw as they’re meant to be breathable and worn outdoors.

A cowboy hat is also ideal for outdoor wear, but aside from being worn by cowboys and not by wealthy landowners, what mainly sets it apart is its brim . Unlike the gambler hat, a cowboy hat’s brim is way wider and upturned on only two sides. In addition, the cowboy hat comes with multiple dents or creases in the middle. They can even come with a crease called the Gambler Crease !

Why Should You Wear a Gambler Hat?

Gambler hats aren’t only for gamblers – they’re for anyone who wants to add a bit of “swagger” to their ensemble.

With its low crown and not-too-wide brim, the gambler hat remains a popular choice among gentlemen around the globe. It instantly adds a classy flair to your outfit, whether you’re in casual, formal, or semi-formal wear. Be fashionable in a gambler hat that’s designed to make you look good, regardless of what you’re wearing.

Want to go for a rockstar look? Embrace your inner Steven Tyler and wear a gambler hat with a button-down shirt (the top two or three buttons unbuttoned, of course) and throw on all of the necklaces that you own. You could also slip it on your head for a refined flair that’ll take you back to the 19th century.

You can also wear it as a summer hat . For instance, if you’re going to a yacht party, a gambler hat made from straw can add a touch of elegance to your getup. It’s breathable, lightweight, and best of all, it’s so stylish, everyone will want to buy a gambler hat!

How to Style Your Gambler Hat

As we said, gambler hats come with a ribbon that wraps around the crown like a boater hat . However, a gambler hat’s ribbons are more subtle and tend to come in solid colors like blue, black, and brown.

Want a gambler you can wear to go gambling? You’ll look like a pro at poker when you wear the Gambler by Bruno Capelo . Made of wool, this dress hat features a dotted feather for a fanciful flair. Wear it with a velvet suit to look extra sleek, people will think you’re an expert at blackjack, baccarat, and the like.

Wear the Vented Straw Fedora by Dobbs with a crisp, white suit to formal or semi-formal events such as weddings and Easter brunches. Crafted from straw, it’s the perfect hat for warm afternoons.

Buy Men’s Gambler Hats at DapperFam

If you’ve always wanted to experience what it was like to smoke a cigar on a warm afternoon, with the view of your vast farmland in front of you, buy a gambler hat from DapperFam. A gambler hat not only protects your face from the sun but also makes you look more refined. You’ll look like the wealthy man that gamblers and outlaws wanted to be!

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Belfry Gamber - Handmade for Belfry

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Hat Sizing Guide: Determine Your Hat Size

You’ve found the perfect hat style, now it’s time to make sure it fits like a glove. Hats in the Belfry’s handy hat sizing guide makes shopping for hats online simple with women’s hat sizing, men’s hat sizing and tips for measuring your head with our custom measuring tool. This guide will walk you through the general size guidelines, types of men’s and women’s hats sizes, measurement suggestions and tips for measuring your head when sizing for hats that are sold in numerical and alpha sizes. Before you place your hat order, be sure to bone up on hat fitting.

Measuring Your Head

Determine hat size by using a flexible tape measure, or a string and ruler. You may also measure your head by printing out our handy   custom measuring tool . Measure from the back of your head bringing the ends together at the center of your forehead right above your eyebrows. Use the hat size chart below to determine your size, rounding to the nearest eighth of an inch as necessary. It is important that you measure your head, even if you’ve found a great fit with a certain size in the past, as hat sizes do vary brand by brand. Remember, fitting your head isn’t an exact science or a guarantee of hat fit. View our convenient hat sizing guide for men and women for more information.

*We do not sell children's sizes

Fitting your head isn't an exact science or a guarantee of fit.

Still have questions? Call us at 1-888-999-HATS or send us an   e-mail . We're more than happy to help and answer any of your sizing concerns!

Women’s Hat Sizes

In general, women’s hats are sized in one size fits most sizes or OSFM. This means that the style is manufactured in a single size with the adaptability to suit various head sizes ranging from 21.5 inches to 22.25 inches in circumference.

With that being said, actual hat sizes vary from designer to designer, so some hats will fit a smaller or bigger head depending on the style. Thankfully, most of these styles will have an adjustable inner drawstring or band to keep the hat in place and offer flexibility in fit if it runs a little large. 

Men’s Hat Sizes

Men’s hats and caps are generally sized in types: numerical sizing and alpha sizing (small through extra large). In some cases, you may find men’s hats listed as OSFM, or one size fits most. These OSFM hats will generally fit heads with a circumference of 21.5 inches to 23 inches or a medium/large.

When you’re shopping for hats sized in alpha or numerical sizing, the first thing you’ll want to do is carefully measure your head following our measuring guide below. Once you’ve determined the circumference of your head, use our hat size chart to determine which size to order. 

Returns & Exchanges from Hats in the Belfry

If you’ve mistakenly ordered the wrong size hat or discovered post-order that you’d prefer something else, reference our simple   return policy . You can return or exchange any one of our hats if you let us know within 30 days of delivery. When we receive the return slip and the hat, we’ll typically process your return in 14 business days or less.

Additional Helpful Information:

How To Clean A Hat

How To Reshape A Felt Hat

Style Guide: Caps Styles & How To Wear Them

Trilby vs. Fedora: What's The Difference  

How To Wear A Pork Pie Hat

How To Wear A Cloche Hat With Style

The Belfry Gamber is a western style gambler that offers town-and-country sophistication, along with solid good looks. Made of soft wool felt, the Gamber is durable, flexible and retains its shape; a perfect choice for worry-free travel. A thin leather hat band complements the simple design of this classic hat and gives it a modern edge. The interior has a moisture-wicking German inner band for a comfortable fit. Made in the USA, the Gamber is a true example of great American craftsmanship.

• Free Domestic Shipping When You Spend $95 or More*

Domestic Shipping Rates Economy Ground shipping vendor is selected by Hats in the Belfry.  Bulk/Oversized orders  may incur additional shipping charges and not qualify for free shipping promotions.International orders do not qualify for free shipping promotions.

Expedited Shipping Expedited shipping is for the continental U.S. only. Expedited orders must be placed before 11am EST M-Th to guarantee same day shipping. There is no weekend or holiday delivery.

Related Produucts

It is important to keep hats away from direct sunlight as this can fade the color and damage the material. This is true for both wool and straw material.

Make sure to store the hat in a cool, dry place to avoid mildew and moisture damage.

READ MORE - General Care

READ MORE - Cleaning Straw

Steam is your best bet for reshaping a  fedora hat  at home. Just like ironing presses wrinkles out of clothes, steaming coaxes crinkles and dents out of hats.

Click here to READ MORE

Customer Reviews

Hat is very comfortable and looks as I wanted it to. Thank you.

Easy checkout process and fast delivery. Great product!

The hat fits me perfectly

This is a fine hat. Hard to find a well made, reasonable priced gambler's hat.

I want to see more! Hi.

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