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Learn how to style each hat for a phenomenal ‘fit
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A hat is the perfect way to top off any outfit! Read on for a list of 25 types of hats for guys. We’ll explain what each hat looks like, provide an illustration, tell you what it’s made of, and more. Plus, we’ve got expert styling tips from professional stylists on choosing the best hat for you and putting together an outfit that complements both your vibe and your hat.

1

Baseball Cap

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  1. The baseball hat is one of the most popular hat options for men. Baseball hats originated in the mid-1800s as a soft cap with a stiff brim. Once the Detroit Tigers put their logo on the hat in 1901, the baseball hat really took off as a marketing tool.[1]
    • Trucker hats have a foam front and mesh back.
    • Snapback hats have an adjustable plastic closure.
    • Fitted and Flexfit hats don’t have a closure on the back and come in different sizes.
    • How to style: This versatile hat is the perfect accessory for any casual ‘fit! Pair a baseball cap that reps your favorite team with jeans and a tee, choose a monochromatic fitted hat to go with trousers and a button-up, or rock a snapback with sweats and a hoodie.
    • Expert tip: Choose a hat that complements your face shape. Personal Stylist Neepa Sikdar says baseball hats look especially great on oval and round faces.[2]

    Meet the wikiHow Experts

    Neepa Sikdar is a Personal Stylist and the Founder of Accessible Style. With 18 years of fashion experience, Neepa has worked with brands such as Nordstrom and J. Crew and has been featured in publications such as Business Insider.

    Rachel Michael is a Personal Stylist and the Owner of Rachel Michael Styling. With more than six years of experience, she specializes in helping others understand and develop their unique style.

    Melissa Young is a Freelance Fashion Stylist with over 10 years of professional experience. Melissa's objective is to elevate people's confidence and comfort through the power of fashion.

    Jordan Stolch is an Image Strategist, Style Advisor, and the Founder of MiKADO, a concierge personal styling firm. With over a decade of experience, Jordan specializes in helping people build a powerful image.

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3

Bucket Hat

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  1. The bucket hat fits closely to the head and has a brim to keep your eyes out of the sun. These hats have been around since the 1960s, but reached the height of popularity in the 90s and made a comeback in the 2020s! There are tons of styles and materials, from cotton to denim and nylon or polyester.[4]
    • How to style: Pair a bucket hat with casual outfits, like a sweatsuit and sneakers. Personal Stylist Rachel Michael says, “I think it could look cool if you wear a bucket hat with a really nice cool graphic tee with wide or straight-leg jeans.”[5]
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4

Cowboy Hat

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  1. The cowboy hat has a large brim and a pinched crown. Also called a Western hat, this is an iconic representation of the American cowboy. Made from felt or straw, the cowboy hat is available in tons of styles, colors, and sizes.[6]
    • How to style: You can wear a cowboy hat for both casual and formal occasions. Rock a straw hat in summer with jeans and a white tee, or top off a suit with a black felt cowboy hat.
    • Expert tip: Cowboy hats are perfect for men with square faces, according to Sikdar.[7]
5

Wide Flat Brim Hat

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  1. The wide flat-brim hat has, no surprise, a stiff, wide, flat brim. It’s sort of a cross between a fedora and a cowboy hat. [8] Usually made from felt, these hats are incredibly popular right now.
    • How to style: Rock a wide flat-brim hat with a peacoat and scarf for a sharp outfit, or keep things casual with jeans, a tee, and a cool watch.
    • Expert tip: Sikdar says to “make sure the color scheme [of the hat] works well for your coloring and…complements your outfit and doesn't detract from it.”[9]
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6

Straw Hat

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  1. The straw hat has an extra-wide brim for protection from the sun. Also known as lifeguard hats, straw hats come in different styles. They’re popular among spectators of sports like horse racing and cricket.[10]
    • How to style: Dress to match the occasion! If you’re wearing a straw hat to an outdoor event, pair it with khakis and a white button-down. If you’re wearing one to the beach, go for swim trunks, a tee, and flip-flops.
9

Gambler Hat

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  1. The gambler hat has a cylindrical crown and a broad brim. They’re often made from wool, felt, or straw, and can be worn with a ribbon around the base. A combination of the cowboy hat and fedora, this hat is often associated with the Old West.
    • How to style: The gambler hat is often paired with a button-down shirt. Leave the top few buttons open for a sultry look, or add a vest for a more sophisticated style.
    • Expert tip: Freelance Fashion Stylist Melissa Young says to keep your outfit simple. “When you have a hat on, you don't have to do a lot at all...the hat’s going to do the talking for you,” she explains.[13]
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11

Newsboy Cap

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  1. A newsboy cap has a full, paneled construction with a button on top and a small brim. Also called the paperboy cap, it’s no surprise that these were named after the paper delivery boys who wore them in the early 1900s. Often made from tweed, these are a bit fuller than a flat cap.[15]
    • How to style: The newsboy cap looks great with a suit, but you can also pair it with jeans, a tee, and a blazer.
    • Expert tip: Sikdar recommends a newsboy cap for men with round or oval faces.[16] Plus, Image Consultant & Style Advisor Jordan Stolch says a newsboy cap or fedora “pulls that whole look together. You're going to look super, super stylish if you can rock something like that and feel really confident doing it.”[17]
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  1. A top hat is tall and cylindrical. These hats were extremely popular in the 1800s. Some, like the “opera hat,” were collapsible and could fit under a theatre seat. They’re made from rigid felt. [19]
    • How to style: Top hats were traditionally worn with white tie or morning dress, and aren’t often seen nowadays. However, feel free to don one for a formal occasion or even a costume party!
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14

Bowler Hat

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  1. The derby or bowler hat is rounded in shape. Popular in America (and called the derby) as well as Europe (referred to as the bowler), this hat was often worn with a lounge suit in the 1880s and 1910s. Made of hard felt, Charlie Chaplin famously wore a derby hat, as did Butch Cassidy and Billy the Kid of the American West.[20]
    • How to style: Wear a bowler hat with slim-fitting pants and a sweater, or pair it with a suit for formal occasions.
15

Boater Hat

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  1. The boater hat became popular after WWII. These hats, also called skimmers, are stiff and made from straw, and were the top choice to wear with a suit in the summer.[21] They’re also an iconic representation of the barbershop quartet.
    • How to style: Pair a boater hat with a summer suit. Wrap a grosgrain ribbon that complements your outfit around the bottom of your boater hat’s crown.
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  1. The fedora has a shorter crown and a wide, soft brim. The crown has a teardrop-shaped indentation and is narrowed at the front. The fedora, made from felt, reached the height of popularity in the 1930s and 40s. Harrison Ford wears a fedora in the Indiana Jones movies.[23]
    • How to style: Wear a fedora with a suit for formal events, or create a laid-back vibe with jeans, a fitted tee, a scarf, and a leather jacket.
    • Expert tip: Sikdar says that fedoras are especially great for men with round and square faces.
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18

Trilby Hat

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  1. The trilby is a lightweight, sturdy hat. With a narrow brim, a crease down the center, and indentations on the side, the trilby was worn primarily during the 1950s and 60s. Dan Akroyd and John Belushi wore trilbies in The Blues Brothers movie.[24] The trilby hat was made of wool, tweed, straw, or rabbit hair and can be adorned with a feather or ribbon.[25]
    • How to style: A trilby looks great with a tee and a vest, and is also a wonderful accessory for a suit.
21

Safari Hat

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  1. The boonie, or safari hat, is durable with a wide brim. These hats were designed to protect you from the sun and other elements, and are made from polyester, cotton, or a blend of the two. Some even contain mesh vents and/or chin straps.[28]
    • How to style: The safari hat is a great choice for adventuring, from fishing to hiking and more. Pair it with sun-protective or waterproof fabrics that match the needs of your excursion, from shorts and a tee to a long-sleeved top and pants. Don’t forget your sunscreen!
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25

Peruvian Hat

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  1. A Peruvian hat is made for winter and covers the ears. It typically has earflaps with strings that hang down from them, which can be tied under the chin. Peruvian, or chullo, hats are made from sheep, llama, or alpaca wool and come in a variety of colors and patterns.[31] [[
    • How to style: Wear a Peruvian hat in the winter with your favorite warm pants and jacket. Or, go for a more traditional ‘fit by pairing it with a Peruvian poncho.
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  1. https://manofmany.com/style/types-of-mens-hats
  2. https://www.thefashionisto.com/men/types-of-hats/
  3. https://www.thefashionisto.com/men/types-of-hats/
  4. Melissa Young. Freelance Fashion Stylist. Expert Interview
  5. https://www.thefashionisto.com/men/types-of-hats/
  6. https://www.thefashionisto.com/men/types-of-hats/
  7. Neepa Sikdar. Personal Stylist. Expert Interview
  8. Jordan Stolch. Image Consultant & Style Advisor. Expert Interview
  9. https://www.thefashionisto.com/men/types-of-hats/
  10. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  11. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  12. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  13. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  14. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  15. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  16. https://www.parisiangentleman.com/blog/types-of-mens-hats-can-you-name-these-8-hats
  17. https://www.detroithistorical.org/learn/online-research/blog/know-your-hats-quick-history-mens-hats-1790-present
  18. https://www.parisiangentleman.com/blog/types-of-mens-hats-can-you-name-these-8-hats
  19. https://www.thefashionisto.com/men/types-of-hats/
  20. https://www.thefashionisto.com/men/types-of-hats/
  21. https://www.hatsinthebelfry.com/blogs/news/what-is-a-cloche-hat?srsltid=AfmBOopf7NX1EpbdKp7uVR5hBzXFgiRrEM9-XdgKJKtUTTWBtxfoF_nq
  22. https://www.aracari.com/blog/luxury-travel-peru/the-iconic-andean-chullo-hats/
  23. Tami Claytor. Etiquette Coach. Expert Interview
  24. Ashley Moon, MA. Professional Organizer. Expert Interview

About This Article

Sophia Bell
Co-authored by:
wikiHow Staff Writer
This article was co-authored by wikiHow staff writer, Sophia Bell. Sophia Bell is a Content Manager on the wikiHow team. Before joining wikiHow, Sophia worked as a technical editor and was published in six International Energy Agency (IEA) Wind Annual Reports. Now, she writes, edits, and reviews articles for the wikiHow Content Team, working to make the content as helpful as possible for readers worldwide. Sophia holds a BA in English from Colorado State University.
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Updated: December 17, 2025
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Categories: Fashion Styles
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