Men have always dominated the hat wearing scene. Sure, there was a time when the streets were crawling with sun hats and the church-pews were strewn with different variations of the turban and those fascinators which were notorious for causing a nuisance; but between the fedora, bowler and Panama hats alone, bros have always played the field in an elegant but effective sun-blocking manner. So, let’s take a deep dive into the world of best men’s hats!
Finding the Right Hat for the Occasion
You’re never fully aware of just how many types of hats there are until you are rummaging through a sea of safari’s, bowler’s, trucker caps, beret’s and cowboy hats, and you find yourself wondering if style and sun protection is all that important.
Well, seeing as you would put similar effort into finding the best polarized glasses for men or men scarves (yes, we said men scarves), we can all agree that style and sun protection are a part of our daily function. Thus, making a decent effort at finding the best men’s hats is not merely negligible; sorry.
There are at least 25 different (known) hat styles, with some styles having different variations. Unfortunately for the fashion-impaired, these hats also have varying functions and cannot simply be worn without thought.
That’s right dads. Just because it keeps your balding patch nice and toasty, doesn’t mean dad-hats are a general function fashion-accessory.
But it’s not just the dads that are found defaulting in terms of what hats to wear, where. Between the duckbill and ascot caps, the gambler and the homburg hats, and the Panama and bucket hats, it gets a little tricky; even for the experts.
Here are a few hat types and a brief insight into their appropriate function:
Boater hats add a great, whimsical touch to any summer outfit. They gained popularity in the 19th century after becoming a staple accessory for sailors and cruise passengers, and are essentially straw hats embellished by a band ribbon.
If you garnish this piece with one of the best sunglasses for men, you’ll probably have a hard time getting people to stop looking at you with admiration.
An iconic design, the bowler hat is alternately dubbed the ‘derby hat’ for obvious. It is designed to be a short brimmed, hard felt hat with a round top. It adds a touch of class to formal wear – and if you’re looking to be a little costume-y, it can spruce up your outfit to the derby.
Pair this up with a three-piece suit and one of your great bowties for men, and you could very much be on your way to starting a fashion revolution.
Never mind that soldiers and fisherman have basically co-opted this design to be part of their uniform. This wide-brimmed cotton blend hat (usually) makes a great outdoors companion, regardless of your profession. Those brims mean that you’ll never have to worry about getting sunburned again – of course, it also means that you’ll look a little goofy, but we are all about being different right?
Other types of hat include the lifeguard, paperboy, Aussie hat, Panama hat, steampunk hats etc.
Choosing the Best Men’s Hats for You
Much like hairstyles and tactical gloves, hats are designed to favor some face shapes over others and to serve varying protective functions. If you are looking to fancy up that fairly-attractive mug of yours, here are a few tips to consider;
The most significant aspect of your hat choice is the symmetry it gives your face. While short, fuller faces will do well with a fedora or Panama, those options may not suit bros with a similar facial structure as Orlando bloom – a square, boxy shape.
Think about your complexion and Hair Color
You want a hat that stands out no doubt, but nobody wants a hat that draws attention to itself and makes them look that a white-washed hat stand that simply displays the object of interest.
The underlying rule here is simple; darker tones blend better with deep colored hats and brighter tones with green or brown. If your skin looks like it could use a little sunlight, stick to gray and dark blues.
Match your clothes
Your outfit mustn’t be matchy-matchy to be great; however, every accessory must blend in nicely with your clothes, and ultimately complement each other. Gray, brown and black hats
The Unspoken Rules of Hat Wearing
Resist the urge to sit down to dinner with your gorgeous locks tucked beneath that ‘one-of-a-kind’ hand-knitted beanie; just like you won’t settle into a family meal with those men’s leather gloves on your hands or your key holder on your pinky. Trust us, people aren’t looking at you because they love the accents of color in your boater hat. Once you cross the threshold of a building, it is considered impolite/unsophisticated to leave the hat on your head.
Beyond taking off your hands indoors, taking them off on select occasions (whether outside or inside) is considered a gesture of respect. They should also be removed while singing an anthem, during weddings, funerals and related events. Remember to also put them on a hat rack or to hold it to your side or your chest with the under-brim facing you – nobody wants to see that scalp sweat or grease lines.
Our Top-most Recommended Best Men’s Hats
Rather than filter through a slew of overwhelming options, here are a few recommendations you can select from;
Barmah Hats Canvas Drover
[amazon fields=”B006PTS05C” value=”thumb” image_size=”large” image_alt=”Barmah Hats Canvas Drover”]
It doesn’t have the formal elegance of a boater, nor does it boast the rugged DNA of the cowboy hat; but if these two types of hats somehow got together and made an Australian baby, that baby would likely be an Australian outback hat like the [amazon link=”B006PTS05C” title=”Barmah Hats Canvas Drover” /].
The [amazon link=”B006PTS05C” title=”Barmah Hats Canvas Drover” /] is an Aussie made from a blend of materials and construction similar to that of the boater and cowboy hat. And there couldn’t have been a better match. Between its cowboy-hat-like brim and crown, providing excellent UV protection and the airflow allowed by the mesh sides quite similar to the boater, the Canvas Drover makes an excellent companion for just a simple day in the sun or a dicey tour of the outback.
Topped off by a chin cord that secures the Drover in place, and a hat sizing kit that’ll come in handy, this hat will no doubt, make an outback lover quite happy.
- Mesh construction supports breathability
- Water resistant cotton canvas
- Comes with hat sizing kit
- Large brim and added materials provide UV protection
[amazon box=”B006PTS05C” template=”horizontal”]
Bailey of Hollywood Men’s Curtis
[amazon fields=”B003TY3PQU” value=”thumb” image_size=”large” image_alt=”Bailey of Hollywood Men’s Curtis”]
The [amazon link=”B003TY3PQU” title=”Bailey of Hollywood Men’s Curtis” /] is an exquisite safari fedora, guaranteed to add an elegant touch to formal wear and make an excellent partner if you’re simply looking to waltz into the bar for an informal hoe-down.
It mostly validates the well-known fact that you cannot go wrong with a fedora; much less a wool-felt breed with a sun blocking turn-down brim and a pinch front that will leave you looking like the most sophisticated man in the room.
Between its signature shape which is popular for being crushable, its water-resistant form and its comfort sweatband layered by its unique grosgrain trim of Japanese origin, this bad-boy is an elegant way to stand out without breaking a sweat; not to mention, with its unique unisex construction, the Curtis will certainly make an excellent icebreaker.
A hat that makes you look great and reels in good company? Well, don’t mind if we do.
- Soft, wooly texture
- Water-repellent construction
- Crushable – and yet, retains shape.
- Can alternate between various seasons
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Harley Davidson Men’s Joy Baseball Cap
[amazon fields=”B00LAHNUXQ” value=”thumb” image_size=”large” image_alt=”Harley Davidson Men’s Joy Baseball Cap”]
If you are looking to find a good old baseball hat, you are in good company. No doubt you won’t be bringing this along to date night or wear it to that formal office party, but nothing will see that you’re well protected from the sun like the [amazon link=”B00LAHNUXQ” title=”Harley Davidson Men’s Joy Baseball Cap” /]; and if you are a dad looking to spruce up their ‘soccer-dad’ look, this might just be the option for you.
Let’s begin with the fact that this cap is made of soft and cushiony cotton which will keep your head safely tucked in, and perhaps warm when need be.
Its back closure is adjustable and guarantees that your bad-hair-day is tucked safely away from civilization (yeah, we know why you’re always wearing hats).
Add that to its embroidered dealer name and side patch, and you have a cap that delivers on its promise to leave you feeling like a bad-ass.
- Made of 100% cotton
- Adjustable and can fit just about anyone
- Crushable & Packable
- Unique Harley Davidson embroidery
[amazon box=”B00LAHNUXQ” template=”horizontal”]
Tilley Endurables LTM6 Airflo Hat
[amazon fields=”B01H0LOAK2″ value=”thumb” image_size=”large” image_alt=”Tilley Endurables LTM6 Airflo Hat”]
Tilley Edurables are popular for making hats that ‘go with anywhere’; and their [amazon link=”B01H0LOAK2″ title=”Endurables LTM6 Airflo” /] hat does just that.
This hat is an outback design with a ¾ sized mesh around the crown and a medium brim whose function is enhanced by UPF sun protection and the dark under-brim. Suffices to say, when it comes to sun and glare protection – the LTM6 has you covered. Not to mention, that ¾ mesh and hydrofoil sweatband guarantees sufficient aeration along with the protection provided.
Combined with its 100% cotton material (which, by the way, is machine washable) and moisture-wicking material the Airflo hat makes the excellent adventurer’s companion. And all this, with a back wind cord which helps to secure the hat when the wind comes roaring.
If you add protection, ventilation, convenient maintenance (thanks to a seamless synthetic wax finish) and wind resistance, you basically have a the [amazon link=”B01H0LOAK2″ title=”Endurables LTM6 Airflo hat” /] – topped by a whimsical design and unwitting charm – really, what else could you want in a hat?
- Crown mesh and hydrofoil sweatband allows ventilation
- Unique back wind cord secures hat in place even in strong winds
- Includes secret compartment for stowing away small valuables
- Easy hand or machine wash
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Outdoor Research Helios Sun Hat
[amazon fields=”B000O5YT7G” value=”thumb” image_size=”large” image_alt=”Tilley Endurables LTM6 Airflo Hat”]
A boonie with a prominent drawcord is basically the identifier of most serious-minded wanderers/adventure seekers. However, it’s not that we don’t all like baseball hats, on a good day, a fedora and two-piece makes a great statement, but there’s very little you can get done in the great outdoors, if you are clutching onto a cowboy hat for its dear life – and that is where hats like the [amazon link=”B000O5YT7G” title=”Outdoor Research Helios Sun Hat” /] comes in.
If you’re looking for something rugged and built for the outdoors, you aren’t likely to find a better fit than the [amazon link=”B000O5YT7G” title=”Outdoor Research Helios Sun Hat” /]. Comprising 86% and 14% nylon and polyester respectively, this sun hat is essentially rip proof – especially considering it’s brim floats are also stuffed with foam to improve stiffness. Along with its Solar-Shield construction and TransAction headband, it is easy to see why this sun hat is considered a great outdoor option.
- Lightweight (even though it’s brim is foam stiffened)
- Pull cord secures the hat and readjusts the fit
- Made from a rip-proof nylon and polyester blend.
[amazon box=”B000O5YT7G” template=”horizontal”]
Kangol Men’s Tropic
[amazon fields=”B002OUNUF6″ value=”thumb” image_size=”large” image_alt=”Kangol Men’s Tropic”]
No, you don’t have to be part of a string-quartet or work in a barbers-shop to own a good old ivy hat. They are basically the sleeker, flatter version of the school-boy which we can all agree is an all-time favorite. I mean, the school-boy might be a veteran, but he sure knows his way around facial symmetry and so does the ivy – and the [amazon link=”B002OUNUF6″ title=”Kangol Men’s Tropic” /] gives credence to the fact.
From its unique blend of high-quality polyester and acrylic to its comfy but stretchy nylon-made headband, the men’s tropic will give anyone a dapper look, while doing a great job of shielding your face from sunburn.
…And the best part?
It goes with virtually anything.
Unlike the bowler that is limited to formalwear and the baseball that can’t be worn to a formal dinner. This hat cuts across the board and then some. It goes dancing with friends on Friday night and still sits on a serious looking suit on a Monday. And if you are ever stuck in the woods without a sunhat, it does a great job of fitting the bill.
Try testing the limits like that with a bowler hat.
Okay, you probably shouldn’t.
- Versatile and stylish
- Elastic sweatband for sizing and sweat management
- Constructed with a fairly indestructible blend.
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Dahlia Men’s Wool Blend Knit Beanie
[amazon fields=”B0169DO9I0″ value=”thumb” image_size=”large” image_alt=”Dahlia Men’s Wool Blend Knit Beanie”]
Whether it is keeping those bald patches nice and toasty or hiding your identity while you are breaking and entering, a beanie is essentially the ultimate fall/winter sidekick.
Fine – breaking and entering is a heinous crime and we do not recommend it. However, in terms of the warmth that the [amazon link=”B0169DO9I0″ title=”Dahlia Men’s Wool Blend Knit Beanie” /] provides, we do not rescind our earlier statement. The Wool blend consists of high-quality wool and acrylic blend complete with a lining made from velour, guaranteed to keep your precious mug warm on a chilly day. And at almost 9 inches high and up to 9 inches wide, it’ll certainly fit just about any head size and may even be dragged down below the ears.
Needless to say, any hat that fits that snuggly will certainly have no wind resistance trouble. To top things off, it is fashionable and can seamlessly alternate between formal and informal functions.
- Snug, one-size-fits-all design.
- Comfortable wool blend and inner lining
- Versatile in terms of functionality.
[amazon box=”B0169DO9I0″ template=”horizontal”]
Carhartt Men’s Acrylic Watch Hat
[amazon fields=”B002G9UDYG” value=”thumb” image_size=”large” image_alt=”Carhartt Men’s Acrylic Watch Hat”]
Anybody with an eye for fashion will agree that a Carhartt is an all too familiar name in hat making. And while we recommend the Dahlia Men’s Wool Blend Knit for anyone in the hunt for a great beanie, the [amazon link=”B002G9UDYG” title=”Carhartt Men’s Acrylic Watch Hat” /] serves a similar purpose for people who prefer their cold weather hats a little closer to a skullie than a beanie. And if Velour doesn’t sit right on your skin – this might just be the hat for you.
The [amazon link=”B002G9UDYG” title=”Carhartt Men’s Acrylic Watch Hat” /] unlike popular blends is made from 100% acrylic and is identified by its unique sewn-in Carhartt label (which is essentially a reassurance of quality). It is designed to fit just about any head size and is sure to secure your noggin in its warm, stretchable fabric that is both comfortable and unlikely to cause any itching or skin reactions.
- Made with 100% acrylic (unlikely to cause itching)
- Stretchable design that will just about fit any noggin’
- A little snugger than the typical beanie.
[amazon box=”B002G9UDYG” template=”horizontal”]
Henschel 5310 Packable Mesh Breezer Hat
[amazon fields=”B001HLG8M0″ value=”thumb” image_size=”large” image_alt=”Henschel 5310 Packable Mesh Breezer Hat”]
There’s nothing like a fine mesh hat on a crisp, warm day to keep the sun-rays at bay and the air coming in – and the [amazon link=”B001HLG8M0″ title=”Henschel 5310 Packable Mesh Breezer Hat” /] is everything we ever wanted in a mesh hat and then some.
Let’s begin with the fact that this baby is actually made from cotton. Not those frustratingly itchy raft materials, or polyester-wool blends that often hinder aeration – but cotton. It is also composed of UPF material which is particularly valuable in sun protection.
Like its name, the Breezer hat supports free breeze circulation with its mesh design which is unlined on the exterior. It also features a sweatband that tackles sweat-beads generated by the wearer. Along with being a great hat for warm days, it also makes a great traveling/hiking companion on windy days – with a soft, lightweight brim and an adjustable chin cord that secures your hat in place, you’ll never have to be unprotected on sunny days, ever again.
Not to mention, with its crushable form, complete with a self-band that holds the Breezer together, stashing it your luggage will be no bother at all.
- Composed of UPF material
- Made from cotton
- Mesh design supports air circulation
- Lightweight brim and overall form.
- Adjustable chin cord secures hat in place
[amazon box=”B001HLG8M0″ template=”horizontal”]
Stetson Men’s 6X Open Road Fur Felt Cowboy Hat
[amazon fields=”B0048FHJHU” value=”thumb” image_size=”large” image_alt=”Stetson Men’s 6X Open Road Fur Felt Cowboy Hat”]
When all else fails – a cowboy hat does not.
And no, cowboy hats aren’t only made for country guys with ambitions far bigger than their hometowns, but every man needs a cowboy hat. Especially fur felt designs like the [amazon link=”B0048FHJHU” title=”Stetson Men’s 6X Open Road” /] which is, by all means, one of the best options available.
The open road rancher by Stetson is essentially a pace-setter when it comes to fur-felt cowboy hats. In a world full of straw, wool and polyester designs, this bad-boy offers a cushiony, luxurious alternative; one, which has been tested and tried by the likes of former presidents Johnson and Truman.
Between the classic cowboy look that it endues, its comfy fur-felt feel, and it’s reassuring durability, there is no doubt that this will make someone a very happy cowboy in the making.
Plus, everyone knows Stetson always raises the bar in hat making – there is no denying that this bad boy is no different.
- Cushiony, fur-felt material
- Classic cowboy look and feel
- Hand-crafted & durable
[amazon box=”B0048FHJHU” template=”horizontal”]
It will take a lot more than a few thousand hours to exhaust the discourse on the best men’s hats. Truth is, there are just as many great options as there are terrible ones. Meaning that the market is crawling with options that will have you rethinking every last option.
If you ask us, any hat that provides you with the kind of comfort that you need per time should undisputedly make the rank of the best men’s hats. Of course, no one hat can be all that for you. On some days, you’ll need the whimsical ‘country-ness’ of the [amazon link=”B0048FHJHU” title=”Stetson Men’s 6X Open Road Fur Felt Cowboy Hat” /] and on others, you’ll beg for the warmth of the [amazon link=”B0169DO9I0″ title=”Dahlia Men’s Wool Blend Knit Beanie” /]. When it’s sports season the [amazon link=”B00LAHNUXQ” title=”Harley Davidson Men’s Joy Baseball Cap” /] might make a great podium companion, and if you ever need a wingman at a formal event, the [amazon link=”B006PTS05C” title=”Barmah Hats Canvas Drover” /] will make a great choice.
At this point, it won’t be out of order to simply ask you to buy one of everything on this list, but the only person that truly knows what you need is you.
And so, we have to ask – which of these hats seem like what you need the most?
Don’t worry, take your time…
Or just choose the [amazon link=”B002OUNUF6″ title=”Kangol Men’s Tropic” /] and be done with it.
Just kidding, take your time…