The Thursday Buy: These Lightweight Free Fly Breeze Shorts are a Casual Summer Style Move

Best casual summer shorts for men.

For as fast as the summer seems to be flying by, perhaps you’ve still got your eye on a few classic, casual summer style essentials. Or rather, versatile summer style essentials — like a pair of active shorts you can wear for both laidback days around town and active pursuits in the field, from day hikes to camping trips and everything in between.

That’s where the Free Fly Breeze Shorts, part of the Free Fly Breeze Collection, offer up maximum dependability, performance and laidback style. Available in inseam lengths of 6, 7 and 8 inches, these shorts check all the right boxes for lazy days by the lake, summer vacations and even casual outings around town.

The fabric is lightweight and breathable, yet packed with UPF50+ protection for all-day reliability, and things only get better from there.

Best active shorts for men to wear now.

The Free Fly Breeze Shorts are built with dependable four-way stretch fabric, which dries quickly and moves with you through rocky terrain or easygoing boardwalk strolls. The elastic drawstring waistband is comfortable and yet provides a customizable, snug fit, while you’ve also got the option to pick up the Free Fly Breeze Shorts with a liner for added support.

Beyond that, they come in sizes ranging from Small to 3XL, and nine colorways offer up something for everyone in terms of style. Better still is the fact that they wear easily and stylishly with something like the rugged, functional Free Fly short-sleeve henley, one of the best henleys for men.

The next time you want shorts that deliver both casual comfort and all-day performance, the Free Fly Breeze Shorts check the proper boxes, and then some.

The Thursday Buy: The Taylor Stitch Conrad Shirt is a Breezy Summer Style Pick

Best men's short-sleeve shirt for summer.

Is the search for summer menswear essentials ever really complete? At times and in my experience, it feels like it’s a never-ending quest, or at least a fun journey, to find picks that surprise and delight in terms of your wardrobe.

Everyone’s summer menswear favorites tend to look a bit different based on where you live and how your day-to-day shakes out, but it’s the tried-and-true picks that keep us all going, right? I’ve found that whether I’m working from home and wearing a breezy pocket tee, or heading to a rooftop cocktail event, the good folks at Taylor Stitch always tend to come through in the clutch.

Best camp collar shirt for men this season.

Of course, you might prize pieces that are a touch more classic or straightforward, like one of the best men’s polos or a Taylor Stitch Oxford shirt. And yet, your wardrobe should leave a little bit of room for interpretation: That’s where one of the best camp collar shirts is ready to shake up your menswear rotation just ever-so-slightly.

That shirt, my friends, is part of the always-engaging Taylor Stitch New Arrivals section, and the Taylor Stitch Conrad Shirt offers up retro and modern style in spades. It’s modeled off camp collar shirts of decades gone by, and you’ll notice that the collar lays flat in a more casual fashion, akin to something you might have seen Don Draper wear.

Retro camp collar shirt for men.

Crucially, the Taylor Stitch Conrad Shirt harnesses that same sense of casually cool style (without some of Don’s more questionable habits), and it’s every bit as well-designed as you’ve come to expect from Taylor Stitch. In my experience with the brand, texture and fabric is really where the San Francisco brand stands out, and the Taylor Stitch Conrad Shirt is no exception.

It’s available in two dusty, pleasingly summer-friendly shades, Orchid and Sand Jacquard, with 100 percent organic cotton washed fabric that should feel remarkably soft on the skin. So, why a camp collar shirt? Well, the Taylor Stitch Conrad Shirt is a touch more easygoing even when compared to a polo (thanks to the lay-flat collar and straight-hem, standard fit), so it’s a nice change of pace on breezy summer evenings.

Best new summer shirt for men.

The shorter hem also makes it easier to wear untucked, although I’ve found that most Taylor Stitch shirts can be worn untucked without missing a beat (including the brand’s stylish Oxford shirts) Even still, the Taylor Stitch Conrad Shirt is another much-needed, laidback style swerve on the hottest summer days.

Plus, the medium weight means you can wear the Taylor Stitch Conrad Shirt on your own, or you can style it as I would — unbuttoned over a heather grey T-shirt. Effortlessly cool style is the name of the game with the throwback-inspired camp collar shirt, and the Taylor Stitch Conrad Shirt is a worthy example to add to your wardrobe ASAP.

The Thursday Buy: The Filson Oil Cloth Tin Duffle Is an Investment-Worthy Summer Getaway Bag

Best duffle bag for men to buy now.

Hitting the road this summer and in search of one of the best duffle bags for men? I know I sure am, and I’d wager you’re not the only one. Before we can both pack up to hit the road, it’s worth taking stock of what exactly you’re bringing with you. Or rather, it’s worth taking stock of the rugged duffle bag you’re packing up.

Fear not: If you’ve not quite got the proper bag to meet the moment, then you’ll like what’s in store today. In my experience, one of the best duffle bags for men can start your trip off on the proper foot even before you hit the road. After all, if the bag you’re hauling doesn’t quite offer enough space or utility, well…that’s just no good, my friends.

Rugged duffle bag for men.

To get a touch more specific: That’s where the Filson Oil Finish Tin Cloth Duffle amps up your everyday carry in a major way. I’ve long been a fan of Filson, the Pacific Northwest heritage outfitter with a penchant for delivering uncompromising, unfailing goods — including luggage like the Filson Large Rugged Duffle.

And if you’ve tried out the brand — as I have over the years — or if you read the blog on the regular, then it should come as no surprise that the Filson Oil Finish Tin Cloth Duffle more than passes muster.

Rugged Filson duffle bag for men.

The specs on the seriously cool, investment-worthy Filson Oil Finish Tin Cloth Duffle fall right in line with other heritage-quality Filson men’s gear, especially the brand’s durable-as-can-be Tin Cloth waxed canvas. That canvas stands up to wear and tear, bumps and abrasions, weather and more, and it gets better with age each time you pack up to hit the road.

Plus, the Filson Oil Finish Tin Cloth Duffle is accented with iconic Filson touches, including Bridle Leather handles and a shoulder strap that will also break in handsomely over time. Even the brass zipper is rustproof — how’s that for a touch of rugged appeal?

And for good measure, the colorway of this particular Filson Oil Finish Tin Cloth Duffle is a limited-edition offering. In my experience, limited-edition Filson goods tend not to stick around forever, and that’s reason enough to add another rugged Filson men’s bag to your EDC.

How about it? If you end up packing up the Filson Oil Finish Tin Cloth Duffle to hit the road this summer, let me know in the comments below.

The Thursday Buy: Save 25 Percent On the Classic Shinola Runwell, Now Through May 14th

Best classic leather watch for men.

There are parts of building out your menswear wardrobe that are wildly fun, like developing your personal style wish list, and then there’s the actual execution of the process: If you’ve got your eye on, say, a stylish leather watch or an investment-level everyday carry essential, then those pieces aren’t always easy to pick up on the fly. There’s price, for one, and there’s availability, for another, but what if I told you your favorite watch brand was on a (temporary) mission to change all of that?

The watch brand in question, which I hope you’re familiar with if you read the blog frequently, is Detroit-based Shinola, which actually does so much more than just craft stylish men’s watches nowadays. There are also daily essentials like the Shinola Canfield Messenger Bag, but what we’re here to talk about today belongs on your wrist.

Shinola Runwell watch review.

Naturally, that watch is the Shinola Runwell — actually, the Shinola Runwell 41mm — one of the best men’s watches in terms of versatility and now, value. That’s because the Shinola 10-Year Appreciation Event runs now through May 14th, giving you the rare chance to take 25 percent off sitewide on everything. Yes, everything from the famed watchmaker and fan favorite is up for grabs, but only for a few more days.

Let’s go back briefly to the Shinola Runwell 41mm, the brand’s flagship style. It blends a sort of retro, Art Deco-type quality with the rugged-yet-refined appeal of a contrasting leather strap, and the 41mm case diameter makes it a touch more casual than some of the best men’s dress watches. The Shinola Runwell 41mm comes in a wide array of dial and strap colors (and you can also purchase Shinola watch straps to give your collection even more versatility).

But the best of the bunch, especially if you’ve got a large rotation of brown leather shoes and boots (like me!), might be a tan leather Shinola Runwell with a crisp white or black dial. It already retails for under $600 full price, but the Shinola 10-Year Appreciation Event drops that deal even lower. There’s no time to waste — pun intended. Save 25 percent now through Sunday.

The Thursday Buy: Upgrade Your Summer Footwear with Some of the Best Boat Shoes from Huckberry

Best boat shoes for men to buy now.

There are certain men’s style essentials you come to rely on over the years, classic men’s style picks you can be sure look great in practically any situation. That’s especially true as you build your wardrobe from the ground up with some of the best casual shoes for men, which could account for everything from the best chukka boots to stylish men’s sneakers to a pair of the best boat shoes for men.

All are certified style classics, all belong in a well-rounded wardrobe, and your new favorite pair of boat shoes enters your wardrobe today via the good folks at Huckberry (where else, am I right??).

And the pair in question comes from Rhodes Footwear, a brand dreamed up by the Huckberry team with a penchant for making a wide range of shoes, from the best Chelsea boots for spring to, of course, the Rhodes Footwear Tahoe Boat Shoes that are the first order of business today. These appealingly rugged boat shoes fall right in line with the Rhodes Footwear ethos — there’s classic style, there’s durability and there are more than a few touches that elevate them above typical boat shoes (in this case, quite literally).

Best spring boat shoes for men.

When it comes to the Rhodes Footwear Tahoe Boat Shoes, they’re perfect for bridging the gap between spring and summer, when you still want shoes with some substance and dependability (note the sturdy Montagna outsole). These handsome boat shoes (as Huckberry says) are designed with a contrast-stitch moc toe upper and three-eyelet construction, giving them a more souped-up feel than other spring and summer slip-ons.

And of course, they’re also leather-lined for added comfort, and for good measure, the Rhodes Footwear Tahoe Boat Shoes are crafted with care in footwear mecca Leon, Mexico. You could call them boat shoes you can count on, you can call them a spring and summer must-have, or you could simply dub them your next footwear purchase. Either way, the Rhodes Footwear Tahoe Boat Shoes won’t let you down.

The Thursday Buy: Save 30 Percent On the Best Menswear At Filson

Best spring rain jacket for men.

As I’ve talked about often here the past few weeks, building out your menswear wardrobe — even for the enthusiasts among us — still requires a bit of advance preparation, particularly as we roll through a new season. After all, by the time spring rain makes its way into town, you’re hopefully already outfitted with one of the best spring rain jackets, right?

And how does one best prepare for spring’s worst? By shopping the best menswear deals early and often, and from brands you can trust — a brand like Filson, which is running a true rarity these days: The Filson Spring Sale. Sounds too good to be true, right? Bear with me, my friends.

Pacific Northwest heritage outfitter Filson, rather incredibly, is offering 30 percent off some of the best heritage menswear, now through Sunday. Yes indeed, that’s right: Now is the time to shop and save on Filson men’s style essentials, the likes of which haven’t quite seen discounts in some time (if ever!).

The great thing is, this sale — again, through Sunday! — includes plenty of current in-season essentials, from the downright useful Filson Swiftwater Rain Jacket to the summer-friendly Filson Dry Tin Cloth Shorts.

While there are some exclusions (like the Filson Mackinaw Wool Cruiser Jacket), there’s more than enough on hand when it comes to the best spring menswear to justify jumping wholeheartedly into the Filson Spring Sale.

Best spring work pants for men.

You’ll find picks both more easygoing and more rugged, like the essential Filson Dry Tin Five-Pocket Pants, which are more than suitable for yard work or going off-grid, yet cool enough to wear back in town (if they’re clean, that is). It’s also tough to pass up a deal on Filson bags and accessories, including 30 percent off the go-anywhere Filson Dryden Briefcase.

And one last thing: There’s no real catch when it comes to the Filson Spring Sale, other than that the sale ends this Sunday (April 30th!), and that inventory in some key styles is moving fast. Either way, you’ve got your sights set on high-quality wardrobe upgrades while saving a few bucks in the process. Go to it, my friends.

The Thursday Buy: This Field Watch from Bespoke Post is An Affordable EDC Upgrade

Best field watch for men to buy this spring.

If you’re anything like me, perhaps you’ve amassed quite the collection of everyday timepieces over the years: Rugged, dependable, versatile, with leather straps or NATO straps… the list goes on in assembling any collection of the best men’s watches.

My own collection includes brands like Shinola, but I’m always on the hunt for the best affordable watches, especially from a trusted retailer. Naturally, that lends itself well to a company like Bespoke Post, which curates one of the best subscription boxes for men — and also stocks plenty of the best men’s gear, including EDC upgrades like the one in front of you today.

And the watch in question today is an astonishing one for the price: It’s the Wren Field Watch, a subtly stylish, reliable and durable watch available right now for under $150. Believe me when I say it packs a ton of bells and whistles into one highly affordable package, the kind you’re not apt to find all that many other places on the market.

Best field watch for men this year.

If per chance you’ve been following me on Instagram, you know that I’ve had the chance as of late to test out this rugged field watch, which performs well from coffee shop to concert to bar — and back again, of course. Yes indeed, the Wren Field Watch hits the right specs, from the PVD -coated stainless steel case (clocking in at a slightly larger 44mm case diameter) to the wear-with-anything nylon pass-through strap.

It’s the kind of casually cool watch right at home with your favorite spring shorts and a breezy polo in casual style situations aplenty, but a few touches turn the Wren Field Watch into a watch you can truly wear, well, out into the field. The Wren Field Watch is water-resistant up to 100 meters, so while it’s not a pro diving watch, it can get wet during a day on the water (that nylon strap dries quickly, too).

Plus, the Wren Field Watch boasts luminescent markings and indices, and the coolest touch of all might be the usable rotating compass bezel — how cool is that? Oversized numerals at 12-o’clock and 6-o’clock deliver nice legibility, while the dial has directional markings to help with that compass utility.

It’s worth remembering that you’re getting the Wren Field Watch for under $150, and that’s a heck of a deal when you really dive into it. Pick it up in a flash, then start plotting your next adventure with your new favorite casual watch.

The Thursday Buy: These HELM Boots Loafers Are Your New Favorite Pair of Spring Footwear

To your Brooklyn style writer, part of the fun of getting dressed in style in 2024 and beyond is when you come across a tried-and-true brand that does things just a little bit differently from time to time. Take Austin-based HELM Boots, a personal favorite brand of mine and perhaps the maker of some of your favorite leather boots.

And yet, the company has a knack for translating that same rugged craftsmanship into more distinctive footwear beyond just rugged leather boots — the HELM Wilson Loafer is as much evidence of that as any, with the same rich, thoughtful design and plenty of dressy, polished appeal for spring and summer.

The HELM Wilson Loafers depart from what you might expect from the brand in some seriously cool ways, from the sleek, sharp Supple Brush-Off Krumenauer Leather (lined with black leather) to the streamlined loafer design that does away with what you might call traditional penny loafer detailing. The finely crafted burgundy leather is about as eye-catching as it gets, although the HELM Wilson Loafers also come in more classic colors like Teak and Brown.

Best leather loafers for men.

The HELM Wilson Loafers also feature a rubber sole for some added traction (although you’ll want to reserve these sleek loafers for sunny days), and the stacked leather heel plays nicely off HELM’s signature white midsole. Some varieties of the HELM Wilson Loafers feature contrast stitching for a slightly more casual look. Incredibly, these stylish leather loafers are water-resistant, while the Blake stitch construction is fully resoleable.

While the HELM Wilson Loafers are a slight departure from what you might expect in a pair of loafers, I’d say they’re a welcome change of pace when it comes to your spring and summer footwear rotation. If you agree, be sure to shop HELM Boots ASAP and save 15 percent on your first order. Your feet will thank you, indeed.

The Thursday Buy: This Todd Snyder Chore Coat Is Your New Must-Buy Early Spring Jacket

Best men's chore coat for spring

What are we up to this week at The Style Guide? Well, much like yourself, I’m dusting off my spring style gear, checking out some new spring menswear essentials and preparing to step slowly but surely into a new season. The best way to gear up for a new season varies based on where you live, to be sure, but I like to start from the top down (or the bottom up), and one way to revamp your early, early spring dressing this week? One of the best men’s jackets for spring, a downright cool, casual and classic pick from Todd Snyder’s New Arrivals section.

The Todd Snyder French Blue Chore Coat, in fact, might be one of the best spring jackets you can get your hands on right now, what with its old-school, workwear appeal and the sort of construction that makes it easy to layer for plenty of days and weeks ahead. This style of jacket, as you might have guessed, was first worn by painters and tradesmen in France, the original home of denim.

The earliest iterations of the fabric lent itself to hard-wearing, hard-working silhouettes, best epitomized for the modern man by the Todd Snyder French Blue Chore Coat. It makes perfect sense that the famed American designer would want to offer up his own take on the silhouette, considering he already crafts one of the best canvas work jackets out there.

Best spring chore coat for men.

It’s a handsome workwear jacket that almost functions as a blazer hybrid, what with its hip patch and chest pockets, plus that rich blue color akin to your go-to blazer. But the Todd Snyder French Blue Chore Coat has a few more details going for it that turn it into an eye-catching spring jacket, including the use of imported Japanese indigo and a breezy, unlined 100 percent cotton construction. Note that the indigo dye on the Todd Snyder French Blue Chore Coat will fade over time, so wear it carefully, but get ready to look for wear patterns that tell unique stories all your own.

Best men's chore coat for spring.

After all, with a jacket like the Todd Snyder French Blue Chore Coat — which retails for an investment-worthy $468 — you’re going to want the chance to wear it as often as possible, right? And something with as timeless a design as this handsome indigo blue chore coat offers plenty of style potential.

To wit: Team the Todd Snyder French Blue Chore Coat with a heather grey T-shirt, tan stretch chinos and brown leather chukka boots for a nice mix of high-low style (just like wearing a lightweight blazer over a T-shirt!). Beyond that, look to pair up the Todd Snyder French Blue Chore Coat with a grey Oxford shirt and dark brown chinos or five-pocket pants, all the better for 9-to-5 style and beyond. No matter how you choose to wear it, just know that every guy should have a touch of workwear style is in his rotation this spring, and the standout, investment-level Todd Snyder French Blue Chore Coat is the one to buy now.

The Thursday Buy: This Flint and Tinder Waxed Jacket Is On Sale for 20 Percent Off

Best waxed jacket for men.

Just when you thought you had your rotation of the best men’s outerwear all figured out, another Huckberry style essential enters the fray. At least, that’s what this style writer thinks when it comes to the chance to score the famed Flint and Tinder Flannel-Lined Waxed Hudson Jacket for the standout discount of 20 percent off at Huckberry right now. We’re still working our way through winter and plowing ahead through spring, and for these frigid few weeks and a blustery start to March (and beyond), this rugged, handsome jacket is a downright essential.

Fully fashioned crewneck sweater to keep you warm against the harshest winter climates.

Of course, we’ve talked about how the Flint and Tinder Hudson Jacket is one of the coolest jackets for fall, but rest assured that it’ll serve you just as readily in late winter and on into spring. Part of the always well-stocked Huckerry Sale section right now, this modern take on British hunting coats is packed with bells and whistles aplenty, starting with its weather-resistant coconut-waxed British Millerain exterior.

In a word, that means the Flint and Tinder Flannel-Lined Waxed Hudson Jacket is as tough as it gets, built to last and ready for winter weather and spring breezes.

Best men's waxed jacket.

Helpfully, Huckberry has built the Flint and Tinder Flannel-Lined Waxed Hudson Jacket with every last bit of the same care and consideration as the Flint and Tinder Trucker Jacket (the jacket worn by Pedro Pascal in “The Last of Us,” for good measure). The exterior fabric is durable and yet made to break in and develop a handsome patina over time, while the Flint and Tinder Flannel-Lined Waxed Hudson Jacket is, naturally, lined with cotton flannel and boasts corduroy cuff and collar trim for a classic touch.

Part tailored jacket, part sweater, all versatility.

Snap hip pockets secure your EDC, while the snap cuffs provide a customizable fit and added wind protection. And true to form, the Flint and Tinder Flannel-Lined Waxed Hudson Jacket features a rear game pocket in a nod to classic hunting and field jackets. Better still is the fact that you get all of this at a stellar discount, and the Flint and Tinder Flannel-Lined Waxed Hudson Jacket is available in four timeless colors. However, sizes are moving quickly, so act now to secure a rugged jacket you can wear right into spring.