When it comes to men’s fashion, we always seem to forget one important accessory…hats! Yes, they are not reserved only for the ladies, and if you really want to look fashionable and wow everybody, it’s time to get your hat game on!
Now, as a man, I know that most of you are scared when it comes to combining a hat, especially with a business outfit, but let me give you a little secret. It’s easier than you think.
You only need a few hats that can be combined with multiple outfits. With that said, choosing the right hat depends on the occasion.
If you are thinking about going to a football match, a baseball cap would do just fine but don’t even think about wearing a baseball hat at a horse racing event. It just looks weird.
Can you imagine, you are sitting at the Breeders’ Cup grandstand after you’ve placed a bet on TwinSpires, all dressed up in a suit or a blazer and you put on a baseball hat? It’s just not right.
So, which are the top hats for men, and how can you combine them with the perfect outfit?
The Fedora
This is probably one of the most popular hats for men that has been around for centuries. This fashion style dates back as early as 1891 and most of you are probably reminded of Italian mobsters in the United States after seeing this hat.
But now is much more than just a relic of the past. In fact, it is the perfect hat to wear in a classy outfit, especially when you go on high-end events like horse racing.
The best thing about Fedora hats is that they can be rocked in a casual and sophisticated vibe. For a more casual outfit, you can combine the Fedora with a Cuban collar shirt and tailored trousers. If you want to go more formal, you can also wear a fedora hat with a well-tailored blazer or even a suit.
The Flat Cap
Peaky Blinders fans, get ready! We have a treat for you.
The humble flat cap is often overlooked, but most of you are probably inspired by Tommy Shelby and thinking about getting one.
While it once had a reputation as old-fashioned, it’s seen a resurgence in modern fashion. This cap works great for both casual and smart-casual outfits, making it a wardrobe must-have.
How to Style It
Flat caps are the most versatile, so the trick is to keep things balanced. Pair it with a wool coat in the colder months, or with a smart-casual button-down shirt and jeans for a day out. Just make sure the hat fits well—not too loose, not too tight, or you’ll end up looking like you borrowed it from Grandpa.
The Panama Hat
Thinking of a tropical getaway or just want to bring some vacation vibes to your everyday look? Enter the Panama hat. It’s lightweight, breathable, and perfect for warmer weather, but also packs a punch in terms of style.
Pairing Suggestions
For a relaxed look, you can’t go wrong with a simple white linen shirt and chinos. If you’re dressing it up, a smart summer suit (but avoid all-white unless you’re aiming for the full Miami Vice effect) will ensure you’re looking sharp.
The Bucket Hat
The bucket hat is back! Thanks to the resurgence of ’90s fashion, this once “retro” piece is now a favorite among fashion-forward guys. It’s casual, versatile, and perfect for festivals or lazy weekends.
How to Wear It
Stick to casual clothing—think summer essentials like a basic tee and shorts. Keep the colors muted or neutral to avoid clashing with the hat’s standout shape.
The Baseball Cap
A baseball cap is the go-to headwear for laid-back days. Whether you’re heading to the gym or running errands, it adds a cool, sporty vibe to any casual outfit.
How to Rock It
Pair your cap with your favorite jeans, a hoodie, and sneakers for a casual day out. But don’t be afraid to mix it up! Some people even pair baseball caps with blazers for a smart-casual street look—just make sure your cap is sleek and clean.
The Beanie
As soon as the temperature drops, out comes the beanie! It’s not just a practical cold-weather accessory, though—it can also add a rugged edge to your outfit.
For a sleek, minimal look, pair a neutral-toned beanie with a peacoat and dark jeans. If you’re aiming for a more laid-back look, throw on a hoodie or flannel shirt with your beanie. Just avoid the oversized, slouchy beanies—they can make your head look twice as big as it is!
FAQs on Styling Hats
Should your hat match your clothes?
Good question! Ideally, yes. You don’t need to be a color-matching ninja, but your hat should complement the overall vibe of your outfit. For example, if you’re rocking a summer suit, a Panama hat is perfect. But if you’re going casual, a baseball cap or bucket hat will work better.
Can I wear hats with formal outfits?
Absolutely! It depends on the type of hat, though. A fedora or Panama hat can work wonders with a sharp suit. Just make sure the hat’s style aligns with the formality of your outfit—no baseball caps with tuxedos, okay?
