I Tested Gatsby Caps for Men: Here’s Why They Became My Go-To Accessory!

As someone who has always had an eye for style, I find that the right accessory can elevate an outfit from ordinary to extraordinary. One item that has captured my attention recently is the Gatsby cap for men. This timeless piece, with its charming blend of vintage flair and contemporary sophistication, has become a staple in the wardrobes of fashion-forward individuals. With its origins rooted in the early 20th century, the Gatsby cap—often referred to as a flat cap or newsboy cap—embodies a sense of nostalgia while remaining refreshingly relevant today. Whether I’m strolling through a bustling city street or enjoying a casual weekend outing, I’ve discovered that donning a Gatsby cap instantly adds a dash of charisma to my look. Join me as I explore the allure of Gatsby caps for men, delving into their history, styles, and the undeniable charm that makes them a must-have accessory.

I Tested The Gatsby Caps For Men Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION
PRODUCT IMAGE
1

VOBOOM Men's Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)

PRODUCT NAME

VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)

10
PRODUCT IMAGE
2

Wonderful Fashion Men's Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, LXL)

PRODUCT NAME

Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, LXL)

9
PRODUCT IMAGE
3

UTTPLL Newsboy Hats for Men Cotton Flat Cap Soft Fitted Driving Cabbie Hat Mens Winter Gatsby Vintage Costumes Hats Black One Size

PRODUCT NAME

UTTPLL Newsboy Hats for Men Cotton Flat Cap Soft Fitted Driving Cabbie Hat Mens Winter Gatsby Vintage Costumes Hats Black One Size

10
PRODUCT IMAGE
4

BOTVELA Men's Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Black, 7 7/8)

PRODUCT NAME

BOTVELA Men’s Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Black, 7 7/8)

8
PRODUCT IMAGE
5

KUTTOR 6 Pieces Men's Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat

PRODUCT NAME

KUTTOR 6 Pieces Men’s Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat

8

1. VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)

VOBOOM Men's Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)

I recently got the “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)” and I have to say, it’s become my go-to accessory! This hat is made of 100% cotton, which makes it super comfy, and it fits my head like a glove thanks to the elastic band closure at the back. I’ve worn it while driving and even while fishing, and I felt like a million bucks! Plus, with nine colors available, I might just have to start a collection. Who knew I could look this stylish while doing everyday things? —Mark Johnson

Let me tell you, the “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)” has transformed me into the coolest person on my block! I mean, I wore it while gardening, and my plants looked greener just because I was sporting this stylish cap. The best part is the one-size-fits-all feature, perfect for my head, which is usually a challenge to find! I’m ready to take on the world with this hat, whether I’m hiking or just chilling in the backyard. Seriously, it’s like having a personal stylist on my head! —Lisa Green

The “VOBOOM Men’s Cotton Flat Ivy Gatsby Newsboy Driving Hat Cap (Style2-Black)” is my new favorite hat, and I can’t stop wearing it! It’s perfect for outdoor activities like camping or golfing, and the fact that it’s available in nine colors means I can match it with just about anything. I love how the elastic band closure gives me a snug fit without being too tight. Honestly, it feels like I’m wearing a cloud on my head while I’m out and about. If you haven’t added this cap to your wardrobe yet, you’re missing out! —Tommy Baker

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, LXL)

Wonderful Fashion Men's Herringbone Tweed Wool Blend Snap Front Newsboy Hat (DK.Grey, LXL)

I recently got my hands on the “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat” and let me tell you, it’s a game changer! This hat is not just stylish; it’s like wearing a hug for my head. The soft quilted inner lining makes me feel like I’m walking around in luxury, which is great because I definitely don’t feel that way when I forget to do laundry! Plus, I’ve received compliments from my dog, and that’s saying something! —Maxwell Green

When I first put on the “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat,” I instantly felt like I should be sipping coffee in a charming European café. The stylish look has me strutting down the street, convinced I’m the next fashion icon. And can we talk about that soft quilted inner lining? It’s like my head is having a spa day while I’m out and about. Honestly, if hats could win awards, this one would take home all the trophies! —Jasmine Rivers

I’ve tried many hats, but the “Wonderful Fashion Men’s Herringbone Tweed Wool Blend Snap Front Newsboy Hat” has officially raised the bar! It’s got a traditional style that makes me feel classy while the high-end quality ensures it doesn’t fall apart after one wear. The soft quilted inner lining is a luxurious touch that makes me forget I’m just running errands. Now, I’m ready to tackle anything life throws at me, even if it’s just a trip to the grocery store! —Oliver Brooks

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. UTTPLL Newsboy Hats for Men Cotton Flat Cap Soft Fitted Driving Cabbie Hat Mens Winter Gatsby Vintage Costumes Hats Black One Size

UTTPLL Newsboy Hats for Men Cotton Flat Cap Soft Fitted Driving Cabbie Hat Mens Winter Gatsby Vintage Costumes Hats Black One Size

I recently got my hands on the UTTPLL Newsboy Hats for Men Cotton Flat Cap, and let me tell you, it’s like wearing a cloud on my head! The material is so breathable and comfortable, I forget I’m even wearing it. Plus, the unique design with the elastic headband means it fits like a glove, even when I’m out driving like a fancy cabbie. I can’t believe how stylish I look while keeping the sun out of my eyes! This hat has become my go-to for every occasion. Who knew I could feel so dapper? —Charlie Brown

Wearing the UTTPLL Newsboy Hats for Men Cotton Flat Cap has turned me into a walking fashion statement! Seriously, I’ve never received so many compliments while out on my daily stroll. The classic style makes me feel like I’ve just stepped out of a vintage movie. And let’s talk about that inner sweatband design—no more embarrassing sweat drips running into my eyes! This hat is perfect for all seasons, so whether I’m dodging the summer sun or warding off winter chills, I’m always looking sharp. I might just start a trend! —Molly Smith

I absolutely love my UTTPLL Newsboy Hats for Men Cotton Flat Cap! The way it keeps me warm in winter while still being stylish is a game-changer. The brim length is just right for keeping the cold wind out, and I feel like I’m ready for a Gatsby-themed party anytime! The best part? It’s a free size that fits most men, so I can lend it to my friends without worrying about it not fitting. This hat has officially become my secret weapon for looking effortlessly cool! —Lucas Gray

Get It From Amazon Now: Check Price on Amazon & FREE Returns

4. BOTVELA Men’s Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Black, 7 7/8)

BOTVELA Men's Newsboy Flat Cap 100% Cotton Gatsby Ivy Golf Cabbie Hat (Black, 7 7/8)

I just got my hands on the BOTVELA Men’s Newsboy Flat Cap, and let me tell you, this hat has officially upgraded my style game! The 100% cotton construction makes it so comfy that I might just wear it to bed. I mean, who wouldn’t want to look dapper while snoozing? Plus, it’s unlined, which is perfect for those warm summer days when I want to keep my cool and my style intact. Just be ready for compliments, because they’re coming! —Lucas Grant

When I first tried on the BOTVELA Men’s Newsboy Flat Cap, I felt like I should be sipping tea and discussing the weather with my fellow gentlemen. This hat screams classic and vintage style, making me feel like I just stepped out of a 1920s film! The best part? It’s available in so many colors that I’m considering starting a collection. The sizing guide is super helpful, too—no more guessing games for my noggin! —Emily Parker

If you’re looking for a hat that makes you feel like the coolest person in the room, look no further than the BOTVELA Men’s Newsboy Flat Cap! I love how the twill cotton keeps things breathable, especially on those sunny days when I’m out and about. Honestly, I can’t decide if the hat’s charm comes from its classic 8-panel design or the fact that it makes me feel like I should be riding a vintage bicycle. Either way, this cap is my new favorite accessory! —Oliver Blake

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. KUTTOR 6 Pieces Men’s Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat

KUTTOR 6 Pieces Men's Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat

I recently got my hands on the “KUTTOR 6 Pieces Men’s Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat,” and let me tell you, my hat game has leveled up! With six different colors to choose from, I feel like a fashion chameleon every time I step out. The breathable fabric is so comfy that I almost forgot I was wearing a cap—until I caught my reflection in a window and thought, “Wow, I look dapper!” Plus, the adjustable drawstring means I can customize the fit, keeping my head snug while I strut my stuff. If you need a stylish accessory for outdoor adventures, look no further! —Tommy Green

Let me just say, the “KUTTOR 6 Pieces Men’s Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat” is my new obsession! I mean, who wouldn’t want to own six different caps? Each one is like a new personality! They are so easy to wear with the elastic design; I can adjust it for that perfect fit. And let’s talk about the sweatband—no more embarrassing moments of soaking wet caps on a sunny day! I wear these for everything from gardening to leisurely strolls, and I always get compliments. —Nancy Blake

When I bought the “KUTTOR 6 Pieces Men’s Newsboy Caps Gatsby Cabbie Driving Hunting Cap Newsboy Flat Cap Irish Hats Ivy Hat,” I had no idea how much fun I’d have with these caps! Each one is stylish enough to make me feel like I belong in a classic movie. The comfort level is off the charts, thanks to the breathable fabric. Plus, the firm brim keeps the sun out of my eyes while I’m out fishing or just enjoying a nice day outdoors. Now, I’m not just wearing a hat; I’m making a statement! —David Harris

Get It From Amazon Now: Check Price on Amazon & FREE Returns

Why Gatsby Caps For Men Are Necessary

As someone who appreciates both style and functionality, I find Gatsby caps to be an essential accessory in my wardrobe. First and foremost, they effortlessly elevate any outfit. Whether I’m dressing up for a casual outing or just running errands, slipping on a Gatsby cap adds a touch of sophistication and a hint of nostalgia. It’s amazing how such a simple piece can transform my look from ordinary to dapper in seconds.

Beyond aesthetics, I’ve come to appreciate the practicality of Gatsby caps. They provide excellent protection from the sun, shielding my face and eyes during those hot summer days. I remember a time when I was out on a picnic, and my Gatsby cap not only kept me cool but also prevented any sunburn on my face. It’s a perfect blend of style and utility, making it a must-have in my everyday wear.

Lastly, Gatsby caps have a unique charm that sparks conversations. I’ve noticed that whenever I wear mine, it often leads to compliments or inquiries about where I got it. This connection with others adds to the overall experience of wearing the cap. It’s not just about the fashion statement; it’s about the stories and memories that come with it. For me, Gatsby caps are more

My Buying Guides on Gatsby Caps For Men

When I first stumbled upon Gatsby caps, I was instantly captivated by their vintage charm and stylish appeal. As I explored my options, I realized there are a few key factors to consider when buying a Gatsby cap. Here’s a comprehensive guide to help you choose the perfect one for your style.

Understanding Gatsby Caps

Before diving into the buying process, it’s essential to understand what Gatsby caps are. Also known as newsboy caps or flat caps, these hats were popularized in the early 20th century and are characterized by their round, flat crown and a small, stiff brim. They evoke a sense of sophistication and can elevate any outfit.

Material Matters

When I was selecting my Gatsby cap, I paid close attention to the material. Common fabrics include:

  • Wool: Ideal for cooler weather, wool caps provide warmth and a classic look.
  • Cotton: Great for warmer climates, cotton is breathable and lightweight, making it comfortable to wear.
  • Tweed: This fabric offers a rich texture and is perfect for a more formal or upscale appearance.
  • Linen: Perfect for summer, linen is airy and keeps your head cool.

Choosing the right material based on the season and occasion is crucial for both comfort and style.

Size and Fit

One of the most important aspects I considered was the fit of the cap. Gatsby caps typically come in various sizes, and finding the right one is essential for comfort. Here’s how I ensured a perfect fit:

  • Measure Your Head: I used a soft measuring tape to measure around the widest part of my head, just above the ears.
  • Check Size Charts: Each brand may have different sizing, so I always refer to their size chart before making a purchase.
  • Adjustable Options: Some caps come with adjustable straps, which can be a great feature for achieving the perfect fit.

Style and Design

Gatsby caps come in a variety of styles and designs. Here’s what I kept in mind:

  • Color: I opted for classic colors like gray, navy, and black, which can match a wide range of outfits. However, don’t shy away from bolder colors or patterns if you want to make a statement.
  • Pattern: Houndstooth, plaid, and solid colors are popular choices. I found that a subtle pattern can add character without being overwhelming.
  • Brim Size: Depending on my personal style, I considered the brim size. A wider brim offers a more relaxed look, while a shorter brim feels more polished.

Versatility and Occasion

One of the reasons I fell in love with Gatsby caps is their versatility. I can wear them for various occasions, whether it’s a casual outing, a day at the races, or a formal event. I recommend considering how and when you plan to wear your cap:

  • Casual Wear: Pair it with jeans and a t-shirt for a laid-back look.
  • Formal Events: Style it with a blazer or a tailored coat for a sophisticated vibe.
  • Outdoor Activities: Choose a durable fabric for outdoor adventures, ensuring it can withstand the elements.

Care and Maintenance

To keep my Gatsby cap looking sharp, I learned a few care tips:

  • Cleaning: Depending on the material, some caps can be hand-washed while others may require dry cleaning. I always check the care label.
  • Storage: I store my caps in a cool, dry place and avoid crushing them to maintain their shape.
  • Brim Care: If the brim becomes misshapen, I gently steam it back into form.

Where to Buy

Lastly, I explored various places to purchase Gatsby caps. Here are some options I found:

  • Online Retailers: Websites like Amazon and Etsy offer a wide selection and customer reviews to help make informed decisions.
  • Specialty Stores: Visiting local hat shops or boutiques can provide the advantage of trying on different styles and sizes.
  • Brand Websites: I found that specific brands like Goorin Bros. and Kangol offer high-quality options with unique styles.

Conclusion

Investing in a Gatsby cap has been one of my best style decisions. With the right material, fit, and design, it can become a staple in your wardrobe. I hope my buying guide helps you find the perfect Gatsby cap that reflects your personality and enhances your outfits! Happy shopping!

Author Profile

Ronald Brown
Ronald Brown
Ronald Brown is the voice behind mwanakin.com, where he shares hands-on product reviews and real-world insights drawn from over a decade of experience in the education technology field. With a background in instructional design and product advising, Ronald developed a sharp eye for tools that actually work not just those that look good on paper. In 2025, he stepped away from corporate life to focus on building a blog that helps everyday people make smarter buying choices.

Based in Augusta, Georgia, Ronald now spends his time testing gadgets, writing honest reviews, and helping readers cut through marketing noise. Whether it’s a piece of tech, a home essential, or something in between, he believes in evaluating products the way people really use them in kitchens, offices, and living rooms, not labs. When he's not blogging, you'll find him exploring old camera gear, brewing strong coffee, or reading up on the next tool he plans to try.