Online Shopping Picks: The Best Men’s Messenger Bags to Buy Now

As we always say at The Style Guide, it pays to do your homework when it comes to style upgrades — especially if that homework involves sifting through our Online Shopping Picks series.  From stylish dress shoes to the best men’s grooming products, we’ve covered a lot of ground on the blog — yet, today’s entry will be the first-ever attempt at chronicling the best men’s messenger bags. Yes indeed, we’re in this together today. A messenger bag is a sort of secret style weapon for the guy who prefers casual style yet still wants to look sharp. Although brands are indeed making stylish leather backpacks — the Jack + Mulligan Welles Backpack comes to mind — there’s still something that’s a bit too youthful about a backpack. However, a luxurious briefcase, no matter how nice, also might not work — it could be too dressy or hard to lug around (only pesky handles to hold). So, where do you go? I give you … the humble messenger bag. Still a favorite of actual bike messengers here in New York City, there are some durable, handsome and casually stylish options out there — and we’ll show you just the ones to buy today.  Pack it up and bring your favorite messenger bag on a spring road trip or fill it with everyday carry essentials on the go. Join in on the fun, shop away and leave any comments for me below or on Twitter, where I tweet about as much #menswear as I can. Enjoy!

#1. Joshu + Vela Zip Briefcase — $234.98

Joshu + Vela

A durable, rugged and gear-friendly zip briefcase — a messenger bag, in my book.

OK, so is the Joshu + Vela Zip Briefcase a briefcase, or a messenger bag? Traditional convention might dictate that a messenger bag fold over the top but hey … we’re not too picky over here. Either way, the durable, handsome and rugged Zip Briefcase is definitely an upgrade over your current backpack situation. Thick canvas and a beautiful bridle leather strap are made to age well and stand up to adventures aplenty, and this particular bag can house a 15-inch MacBook — pretty versatile and durable, ehh?

Sutro Shoes Inc.

An easy-to-carry, easy-to-use leather messenger bag from a great Michigan company.

The makers of the 810 Wallet also do a heck of a nice messenger bag. A personal favorite of yours truly, the Roma Messenger has accompanied me on adventures around Brooklyn and a winter trip back to Michigan, handling each trip with grace and great looks. It’s a surprisingly lightweight, unlined leather messenger bag — designed in the state of Michigan itself, my bag has aged quite well and held up more than alright through a long commute and a frigid New York winter. If you value quality and crisp style, the Roma Messenger is your bag.

Florsheim

Peak Design

The most popular camera bag in the history of Kickstarter — and a heck of a worthy messenger bag purchase.

If you value functional design that considers every detail, consider making the Peak Design Everyday Messenger your next messenger bag purchase. It really does have so much going for it — from the lifetime warranty to the whopping $4.7 million it raised on its initial Kickstarter funding run, the Peak Design Everyday Messenger is unlike any bag you’ve ever bought — from the waterproof waxed shell and seatbelt-style straps to the removable dividers and space for a full-frame DSLR, it’s got the goods to carry, well, your goods. Again, you might want to look into the Peak Design Everyday Messenger.
Filson Original Briefcase

One of the more recognizable everyday bags on the market — and a heck of an option for you to buy right now.

Yet another briefcase that’s not quite your traditional briefcase by any means, the Filson Original Briefcase  is an instantly recognizable heritage classic known and used the world over. It’s a favorite of a lot of guys here in New York City (and elsewhere) for its water-repellent exterior, handy two-way zipper and a  plethora of interior and exterior pockets. The USA-made construction is legendary — you’ll have this briefcase for years to come, seriously.
Owen and Fred

Yet another terrific upgrade to your daily carry.

Are you sick of reading about bags that are not quite technically messenger bags? Well, fear not — we’re almost done here. Owen and Fred really lives up to the brand’s motto — “men’s goods made great” — and from its Voyager Waxed Weekender to smaller pieces like the brand’s essential brass bottle opener, you need to get Owen and Fred on your radar. The brand’s Flight Brief, made out of stylish midnight waxed canvas and finished with handsome leather accents, is a terrific bag for work or play.
Hopefully, you’ve now filled up your shopping cart with a new everyday bag — ehh? While a piece like the Joshu + Vela Zip Briefcase defies the traditional conventions of a messenger bag, it’s a handsome, durable and reliably stylish upgrade to your everyday carry. And the sleek silhouette and clean lines of the Owen and Fred Flight Brief also make it a worthy addition to this list. In terms of classic, rugged appeal, it’s very tough to top the Filson Original Briefcase  — and you’d do well to pick that one up, of course. For the more functionally minded guy, the Peak Design Everyday Messenger fits the bill more than nicely. Last but not least, the Michigan-designed Brothers Leather Supply Roma Messenger could be your new favorite everyday bag. With that being said — are you ready for your next commute or road trip? See you out there.
-Beau

#OOTD: How to Dress Casually This Winter

We’re a month into the new year, and the question for all of us #menswear fans has to be: Are you sticking to your men’s style resolutions? Finding ways to improve your wardrobe and upgrade your style? Hopefully, that’s the case through these first few weeks of 2017 — and it’s that same approach that should apply to even seemingly casual, daily style. We’ve talked tailored winter style, we’ve talked classic winter style and now, we’re talking about a style situation that can sometimes be a difficult balance — casual winter style. For those times you want to be relaxed and comfortable, yet put-together. Even if you’re only making a quick morning coffee run or an evening beer run before hosting friends, putting your best foot forward is, as we always talk about at The Style Guide, crucial. So, we’re taking staple pieces of your wardrobe and switching them up a bit — a classic black jacket, sharp denim and your favorite pair of leather boots, for starters.  Read and shop the below #OOTD,  leave questions in the comments section below, and follow along on Instagram for more daily winter style inspiration.  Good luck out there!

Taking basic pieces and amping them up with improved fits, great fabric and yes, great style

Taking basic pieces and amping them up with improved fits, great fabric and yes, great style.

The Jacket: Reigning Champ Trail Jacket, $198.98 — Lest you think that this Trail Jacket is basic, its performance and classic silhouette speak for itself (namely, the terry cotton and nylon combo is functional and easily wearable).

The Henley: Faherty Brand Waffle Henley Sweater, $154.98 — Part henley, part sweater and a substantial upgrade from your standard weekend T-shirt — warm, cozy, ultra-stylish and yes, pricey.

The Denim: Abercrombie & Fitch Slim-Straight Performance Winter Jeans, $35.20 — Is there such a thing as winter denim? There certainly is — and for a great price, you’re getting excellent comfort, a tremendous fit and comfortable fabric.

The Hat: Ebbets Field Flannels for J. Crew Detroit Cubs Ballcap, $49.50 — A ballcap in this instance? Absolutely — we’re going for casual style after all, and this hat is a unique, vintage-inspired conversation starter.


The Boots: CAT Footwear Sutter Boots, $210 —  While you could always swap in a pair of handsome leather sneakers, tough leather boots are the way to go in the snow — plus, they add a bit of sharpness to this casual look.

The Socks: Richer Poorer Stitcher Classic Boot Sock, $16 — Comfort, quality and a bit of sport-inspired style — that’s what you’re getting with these crisp boot socks.

The Belt: Abercrombie & Fitch Woven Leather Belt, $30.80 — Add some seasonally appropriate texture and casual style with this nicely priced, versatile leather belt. Wear it with slim chinos and a navy blazer to the office, too.
Beckett Simonon

The Watch: Timex Weekender Chrono Oversized, $84.95 — It’s tough to beat the reliability, durability and simple style of a Timex watch for the price. You could also go with the sharp Form-Function-Form Horween Leather Weekender here.

The Briefcase: Joshu + Vela Zip Briefcase, $265 — Be it lugging around your laptop or your everyday carry, you need a great bag. The Joshu + Vela Zip Briefcase is handsome, beautifully made and durable — just what you need.

That’s a wrap on this week’s #OOTD — although it’s sometimes easy to let your style slip up in casual situations, resist the temptation to do so with functional, comfortable pieces that fit, feel and look great. Starting with the technical-yet-sharp Reigning Champ Trail Jacket and continuing with reliable layering pieces like the Waffle Henley Sweater, you’ll be set in terms of warmth and versatility. Brushed cotton denim and tough leather boots hardly ever fail, and they’re a nice way to complement more casual accessories, like that vintage-inspired J. Crew ballcap and Timex watch.  And no matter the occasion, a reliable bag like the Joshu + Vela Zip Briefcase  is the perfect way to carry your gear from point A to point B. OK, got all that? You bet.

Thanks for reading and stay stylish,

-Beau