Online Shopping Picks: The Best Men’s Transitional Footwear for Spring

Join us for the ride today as we kick off another Online Shopping Picks entry  — if you’re looking for the best men’s transitional footwear for spring, you’re in luck.   What exactly do we mean when we say transitional? Well, we — and by we, I mean me — aren’t exactly talking about rugged winter boots or even classic summer sneakers. No, today we’re talking footwear that’s a touch more durable than your average set of kicks — maybe they combine a few different elements, like the cut of a chukka and the materials of a sneaker (see: Exhibit A, the SeaVees Huckberry Chukka).  Or maybe, they’re both slightly dressy and yet suited for casual wear. Better yet, they should be relatively durable and versatile for fighting spring rain and looking great at the same time. So, you’ll see a solid mix below, from sleek suede chukkas to durable sneaker-boots and everything in between. If you agree with these picks — and even if you don’t — join me over on The Style Guide Facebook page to pick up what should be a lively #menswear discussion.

Greats

#1. Beckett Simonon Laval Suede Chukka Boots in Chestnut — $199

Supremely stylish and water-resistant suede chukka boots — perfect.

I’ve been fortunate enough to test out some Beckett Simonon footwear across the past few months, namely during a fall weekend in New York City. And the good news is that the brand’s chukkas are sturdy, sleek and extremely stylish. Such is the case with the Laval Suede Chukka Boot in a handsome shade of Chestnut. Pre-order these now and wait for them to arrive, because I’d wager you’ll want to wear them with everything from slim light wash denim to chinos. Oh, and an even better perk? The water-resistant suede, fit for taking on inclement weather.

#2. SeaVees Mariner Boot in Navy or Olive — $149.98

SeaVees

A collaboration between SeaVees and Taylor Stitch, with very stylish results.

When it comes to talking transitional footwear, the Mariner Boot just might be the ideal pair to buy now — and wear very frequently when spring rains roll through.  The end result of a collaboration between our pals at SeaVees and Taylor Stitch, the Mariner Boot features a British Ventile waterproof duck canvas upper for crucial spring protection. Plus, SeaVees’ signature herringbone tread outsole adds a nice dash of traction on wet streets, and the option to pick up either the Navy Mariner Boot or the Olive option bodes well for those of us who appreciate versatile footwear.
Frank & Oak

#3. AstorFlex Bitflex Chelsea Boot in Dark Khaki — $180

Astorflex Chelsea Boots

The combination of suede and a Chelsea boot silhouette is especially crisp for spring.

As seen in a Style Pick of the Week entry last fall, the Astorflex Bitflex Chelsea Boot has a lot going for it — it’s stylish and sustainably made, for one. And crucially, it combines both a relatively slim profile and a unique crepe rubber sole. Plus, who doesn’t love a great Chelsea boot? It’s an of-the-moment silhouette that’s transcended, well, trends, to become a footwear essential. And if you haven’t tried out a pair, this spring might be a good time to start. While they’re not water-resistant like the Beckett Simonon suede chukkas above, you still get nice quality & sharp looks.

#4.  CLAE Hayward in Mojave Pig Suede — $100

Retro style meets functionality — waterproof suede and a neat silhouette.

The retro-style runner continues to have a moment in the menswear space — in other words, it’s simply an excellent-looking shoe style. If you love a great pair of sneakers, give the CLAE Hayward a look if you’re seeking a new way to shake up your spring footwear rotation.  They’re certainly unique in both looks and functionality, incorporating waterproof suede with nylon side panels atop a crisp runner’s sole. Wear these guys with white jeans and a slim short-sleeve chambray shirt — plus a  stylish denim jacket — on a breezy spring day, and you’re all set.

#5. OluKai Pahoa Boots in Black Seal/Brown — $200

Note the burnished leather, waxed laces and easily wearable design.

If you’re sensing a theme in this post — that of durable footwear that also looks sharp — then you’re right on the money. And the last entry on the list definitely falls underneath that umbrella. Comin’ at ya all the way from Hawaii, the OluKai Pahoa Boots feature some mixed-media design touches — note the contrasting upper and waxed cotton laces. What’s more, the footbed features EquilFit technology for comfort and performance. Not bad for a pair of leather chukka boots, ehh?

Honorable Mention: Thursday Boots Honey Suede Scout Chukka — $149

Crisp, clean and well-made — all for under $150. That’s what you get with Thursday Boots.

We’re bringing back the Honorable Mention category in these Online Shopping Picks posts, namely because it’s mighty tough to pick just five great pairs of stylish spring footwear. And when the final brand on the cut line is Thursday Boots, you can be darn sure we’ll give ’em a second look. Featuring a slick European-inspired silhouette and plenty of traction via a studded rubber outsole, these are dressy enough for the office and more than ready for Sunday brunch.

From start to finish, I hope you enjoyed this essential, excellent, even tremendous rundown of the best men’s transitional footwear for spring. Finding shoes that serve a purpose while providing comfort and functionality can sometimes be tricky — yet, plenty of brands are hitting that sweet spot quite nicely.  From the water-resistant suede of the Laval Suede Chukka Boot to the toughness and on-point styling potential of the Mariner Boot, you’ve surely got options aplenty. If retro-inspired style is more your bag, grab the CLAE Hayward for a change, and I’d urge you not to pass up a pair of dressy-yet-versatile Chelsea boots (like the Astorflex Bitflex Chelsea Boot). Of course, who can resist yet another pair of suede chukkas, like the Thursday Boots Suede Scout Chukka? No one, that’s who.  If you’ve got questions on how to style these boots or heck, if you should buy any of them, drop me a line via Twitter or in the comments below.

More importantly — stay stylish!

-Beau

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Online Shopping Picks: The Best Henleys to Buy Right Now

Editor’s note: Start your seasonal menswear shopping here.

So, we’re into November here on The Style Guide. There’s a chill in the air, the holidays are around the corner (crazy!) and maybe, just maybe, you’ve noticed a piece or two missing from your cold-weather wardrobe. Now, we talked tough denim shirts last week, and we’re talking another choice menswear essential today. You might have tough high-top sneakers and slim selvedge denim covered this season– maybe even a stylish fall cardigan — but what else are you going to layer it with? The answer’s pretty simple, and it’s one that comes up here often on this site. It’s rugged, it’s durable and it makes just about any guy look great – the essential long-sleeve henley, folks. While we’ve covered the best short-sleeve henleys and even took a stab at rounding up stylish henleys last fall, it’s high time for an update. The layering potential of a slim henley is such that you can pair it with a cotton peacoat, a V-neck sweater or underneath a chambray shirt without missing a beat. And if you get one that’s made with quality materials and attention to detail — like the picks below — you’ll have an easier and even more enjoyable time wearing it. Want to chime in on the conversation? Head over to The Style Guide Facebook page for a spell, or hit up Instagram for more.

#1. Flint and Tinder Marled Long-Sleeve Henley — $62

One of the best henleys on the market, and sold by the great Huckberry team, to boot.

One of the best henleys on the market, and sold by the great Huckberry team, to boot.

Our top pick here is almost too easy of a choice. Sold by the folks at Huckberry, the Flint and Tinder Marled Long-Sleeve Henley is as good as it gets. With a unique, visually interesting four-button placket, a  trim-yet-mobile fit and nicely marled mid-weight jersey fabric, it’s sure to become your  new fall go-to. Heck, you could pair this stylish henley with a pair of Flint & Tinder selvedge denim and a rich suede bomber jacket for excellent style nearly any day of the week.

#2. Reigning Champ Long Sleeve Henley — $85

Made in Canada with all the reliable style details you could ask for.

Made in Canada with all the reliable style details you could ask for.

Like Flint and Tinder, Reigning Champ knows a thing or two about reliable, well-crafted basics. Its Long Sleeve Henley is no exception, made from soft cotton in a seasonally appropriate olive color. It’s the type of henley to throw on underneath a chambray shirt, or on its own, with brown leather sneakers for a weekend coffee run. The raglan sleeves are a flattering touch that’ll broaden your shoulders, and a scalloped hem is another neat visual touch. It’ll also work nicely in the early days of spring — keep it around for the fall and beyond.

#3. Grayers Byron Double Cloth Henley — $59.98

Easygoing, essential and stylish. The Byron Double Cloth Henley definitely gets a lot right!

Easygoing, essential and stylish. The Byron Double Cloth Henley definitely gets a lot right!

It’s only fitting that Grayers — so named for the flannel trousers worn casually by young British men in the ’50s — makes a heck of a nice henley. It nods to the style’s real-life sportswear roots, yet does so with the modern fit and excellent fabric that’s become a hallmark of the Grayers brand. The Byron Double Cloth Henley is lined with soft cotton jersey and features a heather slub fabric that’s the right weight and feel to team up with a Grayers blazer., for example. The price on the Double Cloth Henley isn’t half-bad for a quality layering essential, either.

#4. Alex Mill Indigo French Terry Mock Henley (Available via East Dane) — $125

Part sweatshirt and part henley -- but there's really no wrong way to wear this Alex Mill piece.

Part sweatshirt and part henley — but there’s really no wrong way to wear this Alex Mill piece.

If you’re unfamiliar with Alex Mil, it’d be a wise bet to get acquainted. Particularly if you like ridiculously well-made basics that add a touch of continental flair, the French Terry Mock Henley is worth checking out. It’s made from, as the name would suggest, lightweight French terry fabric in a deep indigo wash — it’s part sweatshirt, part henley and stylish  no matter how you slice it. Layer it over a classic blue Oxford or a tough chambray shirt for rugged-refined office style.

#5. Todd Snyder Classic Chambray Henley (Available via East Dane) — $125

An excellent mix of the heritage-inspired and the modern from Todd Snyder.

An excellent mix of the heritage-inspired and the modern from Todd Snyder.

In the midst of his excellent work with collaborations like the Timex x Todd Snyder Mod Watch, it’s easy to forget that Todd Snyder still makes excellent basics in his own right.  The Classic Chambray Henley is virtually a classic Snyder piece, right up there with the Todd Snyder x Champion Pocket Sweatshirt. Why’s that? Well, it mixes classic sportswear touches — like a elongated placket and a modern fit — with neat chambray detailing at the collar. It’s a premium piece that’s so well-made, you could even get away with wearing it under a wool blazer in the colder months ahead.

Although plenty of people think of the henley solely as a casual piece, the above selections are well-crafted and feature enough visual detailing that they’d work quite well underneath a fall and winter blazer or a slim cardigan on a casual day at the office. And for the investment you’re making, it’s worth it to get as much wear out of it as possible. Pieces like the Flint and Tinder Marled Long-Sleeve Henley are top of the line, made in American out of premium materials. And a hybrid piece like the Long Sleeve Henley  from Reigning Champ mix in fall-appropriate color and texture. Those types of touches are exactly what you should be looking for in a stylish henley — and hopefully, the above picks are enough to get you started.

Until the next post — thanks for reading!

-Beau

Buck Mason - Timeless Design. Made in America.

Online Shopping Picks: The Best Men’s Cardigans for Cold Weather

Editor’s note: Click through for a full set of menswear shopping picks.

In recent weeks, things have really picked up in terms of fall style preparations in my neck of the woods — if you’re into menswear, that probably means it’s been much the same for you. A late September weekend in New York City really brought with it the first slight hints of fall, and slight seasonal changes should remind us of all of gear we need for the chillier months ahead. In the case of today’s latest Online Shopping Picks post, that means we’re talking about a valuable sweater style to keep on-hand — and wear plenty — during fall and winter. What’s that style, you ask? It’s the ever-versatile modern man’s sweater — the cardigan. Whether cut in soft cotton-cashmere or premium merino, or with a more substantial shawl collar, a stylish cardigan is a nice hybrid style that fits in seamlessly with more tailored or more casual looks. Want to go more dressed up? Throw on a slim cotton-cashmere cardigan in place of your blazer with a wool tie and crisp dress shirt. Want to stay casual? Take that same cardigan and pair it with a long-sleeve henley and a durable, essential pair of sturdy selvedge denim for your off-duty hours. The picks below come in at price points low and high, and feature style that’s minimal and tailored — as well as casual and rugged. If you haven’t bought a cardigan for fall and winter, consider this the perfect starting point.

#1. JackThreads Fair Isle Cardigan — $79

A neutral base livened up with a visually interesting Fair Isle pattern.

A neutral base livened up with a visually interesting Fair Isle pattern.

Quick, what brand makes all manner of essential goods for every season? At nice, low prices? It’s JackThreads — and this cardigan is a big-time winner in that regard. The brand keeps taking steps forward as far as its products go — pieces like this Fair Isle cardigan nod toward trends without being too over-the-top. The fabric quality and fit should be reliable and modern, and the tan base should help it play nicely off navy chinos or grey flannel trousers — yes, it’s almost flannel season!

#2. J. Crew Cotton-Cashmere Cardigan Sweater — $74.50

Nothing too fancy about this sweater -- but with fabric this nice, it doesn't need to overdo it.

Nothing too fancy about this sweater — but with fabric this nice, it doesn’t need to overdo it.

Like JackThreads, J. Crew consistently comes up with fresh takes on wardrobe staples no matter the season. Although some of those creations can lean quite expensive, this cotton-cashmere cardigan is the definition of an everyday sweater at a low price. If you keep a weather eye out for sales and deals, you could snag it even cheaper. As it stands now though, a slim burgundy cardigan from a reputable brand is something every guy can put to good use. Team up this cardigan with a blue Oxford, slim tan chinos and high-top sneakers for a bit of sporty, retro style.

#3. Grayers Shore Club Cotton Cardigan in Navy Heather — $93.75

A cotton cardigan can still work in the fall -- just pair with a slim henley and cold-weather accessories.

A cotton cardigan can still work in the fall — just pair with a slim henley and cold-weather accessories.

Have you had your fill yet of navy sweaters? Hope not. Grayers’ fabric quality is top-notch (which explains the Grayers x SeaVees sneaker collab), and that’s the case with this easygoing navy heather cardigan. With details like a chest pocket and dual hip pockets, plus that heathered fabric, it’s going to wear easily over a slub pocket T-shirt with olive chinos and a pair of durable moc toe boots — like the ones seen in this #OOTD. It’s the perfect cardigan for weekend coffee runs — and you’ll be the sharpest guy in the place.

#4. Todd Snyder Shawl Cardigan — $157.50 (Available via East Dane)

If you're not a Todd Snyder fan, get on board -- this cardigan is but one example of his excellent work.

If you’re not a Todd Snyder fan, get on board — this cardigan is but one example of his excellent work.

It’s tough not to be a huge fan of what Mr. Snyder has done for casual, rugged menswear — right? The designer’s collaborations — from the Timex x Todd Snyder partnership to his work on P.F. Flyers sneakers — merge menswear’s past with modern fits, a dash of Americana and all-around terrific style. So, it should come as no surprise that his knitwear knocks it out of the park. A midweight jersey fabric is complemented by a faded indigo wash — that combo means it’ll stand out stylishly even up against dark blue denim. And while you could style it with an essential chambray shirt and tan chinos, it’s going to be at its best with a vintage team T-shirt during your next football game.

#5. Rag & Bone Standard Issue Avery Shawl Cardigan — $275 (Available via East Dane)

A strong silhouette, neutral color and luxury fabric make this cardigan worth the investment.

A strong silhouette, neutral color and luxury fabric make this cardigan worth the investment.

Did you think we’d make it out of this post without at least one eye-popping splurge? Not a chance. Some of us aren’t necessarily into brands that skew more heavily toward minimal high fashion — Rag & Bone is one such brand, yet they always temper that approach with military styling, classic colors and beautiful fabrics. This navy knit shawl cardigan has a lot going on visually — the shawl collar, front hip patch pockets and textured fabric — but it’s done so in a pleasing way (with a strong silhouette to boot). When teamed with a red plaid shirt, you’re getting a look that’s heritage-inspired and fall-appropriate without going too far overboard.

With any of the above cardigans, you’re checking some key fall #menswear criteria — 1) Warmth and solid layering potential. 2) Visual interest — in the form of a shawl collar or a slim dress cardigan. 3) Plenty of styling versatility — crucial when you want to switch things up from a stylish fall or winter blazer. And while some of the above price points stray upward a bit, it’s worth it to make an investment now — especially when you can wear a nice cardigan all through winter (even the Grayers cotton cardigan can be layered under a winter topcoat when snow hits). If you suspect you might get funny looks or comparisons to everyone’s favorite neighbor, rest assured that the cardigan is a modern style move — take the plunge, y’all! If you have suggestions for other stylish men’s cardigans, check out The Style Guide on Facebook.

Online Shopping Picks: The Best Men’s Dive Watches

Editor’s note: To grab all sorts of goodies, head here for more #menswear shopping picks.

What's on your wrist, 007? We're talking stylish dive watches that won't break the bank today on The Style Guide.

What’s on your wrist, 007? We’re talking stylish dive watches that won’t break the bank (unlike the OMEGA Planet Ocean pictured here) today on The Style Guide.

We’re back today with another edition of The Style Guide, and we’re “diving” in (literally) to a crucial area for spring and summer (and heck, year-round) style — the best men’s dive watches to buy now. Why is it so critical and helpful to own a great stainless steel dive watch, particularly during the warmer months? As we’ve talked about time and again here, versatility in the #menswear world is paramount, especially when shopping on a  budget. Now, make no mistake — it pays to have an arsenal of versatile watches, including a stylish casual watch (think less rugged, more laidback). However, a tough dive watch — a style favored notably by James Bond — can be the accessory equivalent of a reliable pair of slim tan chinos. That is, you can wear it with nearly any outfit, from a classic pocket tee and dark denim to a tailored suit for a summer wedding (that’s especially true if it leans dressier in  nature), to a pair of chino shorts and white sneakers. And although there are rugged rubber-strap watches out there made specifically for diving, a stainless steel timepiece is the more versatile of the two options — lucky for all of us, there are plenty of options to be had that’ll work during summer when you head to the beach, and thereafter when you head to the bar. Functionality is key, but we won’t get into the specifics of debating watch movements (at least today). So settle in, pop open a new browser window (multi-tasking), and read on to find out more about the best men’s dive watches to buy now. (P.S. Check out my Instagram page for more tips on how to style a stainless steel dive watch).

Buck Mason - Timeless Design. Made in America.

#1. Invicta 8926 Pro Diver — $69.26

A Style Guide favorite and an excellent value for its style and quality.

A Style Guide favorite and an excellent value for its style and quality.

Watch  number one here has long been a Style Guide favorite — check out this 2013 review of the Invicta Pro Diver, for starters.  And while it doesn’t have the flash, name recognition or acclaim of the watch it’s patterned after (that would be the legendary Rolex Submariner), the Invicta 8926 Pro Diver is just as noteworthy for its combination of durability and style. That gets you major points over at Style Guide HQ, as my personal watch is still going strong. Now, it’s not fit for full-on deep-sea diving per se, but it’s water-resistant to 660 feet — that’s pretty far down. Plus the 40mm case diameter is a very nice size for most of us, and the styling potential is on-point.

#2. Orient Mako II Dive Watch — $325

Solid, reliable, durable and coming to you at a nice price -- the Orient Mako II.

Solid, reliable, durable and coming to you at a nice price — the Orient Mako II.

Whereas the Invicta Pro Diver is an affordable diver, the Orient Mako II jumps into another price range while still remaining in reach if you save up.  It’s from the brand’s most popular collection of watches, and for good reason — it’s no frills yet comes equipped with a handy and functional diving bezel, plus a 41.5mm case diameter that’s not too large on an average-sized wrist. The 40-hour power reserve is quite handy, and it again comes with a 660-foot water resistance built in. It’s right in the sweet spot in terms of both casual and refined style, so pair it up with a slim polo and sneakers with ease.

G-Star RAW

#3. Seiko 5 SNZH55  Stainless Steel Watch — $133.16

A beefier 43mm case diameter combined with dressier markings make this a versatile dive watch.

A beefier 43mm case diameter combined with dressier markings make this a versatile dive watch.

Seiko, like the aforementioned brands on this list, continues to provide on-point styling potential and quality at a price that doesn’t break the bank. Its Seiko 5 SNZH55 Stainless Steel Watch is but another timepiece that gets it right on multiple fronts, including a unique case design that eschews numerals in favor of dressier markings. Yet, you still get the functionality of a dive watch — the 43mm case diameter and 100-meter water resistance help see to that. It’s a nice mix of sporty and casual, so you can definitely rock it with a slim blue chambray shirt and grey chinos to the office, and wear it out on the weekends to a patio bar crawl. This particular model tends to sell out quickly, so get on it while it’s there.

#4. Stuhrling Aquadiver 664 — $71.69

A classic dive watch at a very affordable price.

A classic dive watch at a very affordable price.

Have you noticed that Amazon is a great place to find affordable dive watches?  If not, I’d definitely recommend you take a look at it (if you hadn’t guessed that from the above recommendations). Stuhrling is an underrated brand that’s also a Style Guide favorite, including the Stuhrling Classic Ascot Agent Watch on the dressier side.  The Stuhrling Aquadiver 664  features a smaller, more refined 39mm case diameter, so it leans a little crisper in both look and feel (if ever you were looking for a cost-effective dive watch to wear with a suit, this is it). It’s also made with diving in mind — the water resistance is 660 feet — so use it as you please on the water or on land.

#5. Shinola Runwell Stainless Steel Chrono — $900

Sporty, well-built and worth the investment.

Sporty, well-built and worth the investment.

Now, just because Shinola found itself in hot water recently with the FTC doesn’t mean that its watches should be sworn off entirely. The Shinola Runwell Stainless Steel Chrono in particular is a super-premium, super-durable and super-stylish take on the dive watch, with plenty of sporty style built right in. The 47mm case diameter is positively monstrous, so it might not be a good fit for everyone. However, it’s a bit different than the classic dive watch, with thinner links, a dressier look and feel and a water-resistant rating of less than 100 meters. So, wear it reliably and across a variety of occasions, but take care of it. Does that defeat the purpose of a dive watch? If you’re looking for versatile style out of an investment-worthy piece, certainly not.

It’s always tough to narrow down any product category in these Online Shopping Picks to just five options — if you want to go up in price, might I suggest a rugged watch built for the field from Filson, among other options. If you get stuck in your shopping search, the folks at Dappered always offer great picks for stylish men’s watches. And if you’re really in a spending mood, why not spring for a classic timepiece like the Rolex Submariner? Ahh, yes — that price. At any rate, sticking with one of the affordable picks above should have you set in matters of style and saving. That’s a win-win at any time of day, right?

Head on over to Twitter or catch up with The Style Guide on Facebook to continue the great dive watch debate.

 

Frank & Oak

Online Shopping Picks: The Best Men’s Weekender Bags

Editor’s note: For even more online shopping picks covering everything from watches to spring and summer style, head here.

As spring rolls into summer, there’s a very good chance that a lot of us are going to be hitting the road for vacation quite a bit more than during the doldrums of winter. This is definitely the case for yours truly, as I just trekked down to Washington, D.C. for the weekend earlier this month, and have a few more trips in the works. While longer travels certainly require larger luggage, traveling for just a handful of days presents some style conundrums — both in matter of what to pack, and what to pack that gear in. A stylish weekender bag is going to be your best friend in these situations — most have just enough room to hold multiple pairs of shoes and multiple outfits, plus any other gear you might need. And a great-looking bag is the ideal compliment to a sharp travel outfit. Plus, making that upgrade from a standard gym bag or duffle is yet another step on the path that is constantly trying to improve your personal style. Heck, it’s just fun to have a bag that happens to look as good as what you’re wearing. Make packing and traveling easy with one of this site’s picks below for the best men’s weekender bags, and get to booking that flight. Let me know what you think on The Style Guide Facebook page, too!

#1. Owen & Fred Voyager Waxed Weekender — $275

A bag that's built for wear-and-tear, yet still manages to look mighty handsome.

A bag that’s built for wear-and-tear, yet still manages to look mighty handsome.

The first entry on this list is a real tried-and-true, trip-tested bag that’s made in America and built with a ton of quality. Yes, the Owen & Fred Voyager Waxed Weekender  is certainly a stunner, made from Martexin Original Waxed canvas (some of the best of the best) and finished off with durable leather straps from Wickett & Craig, one of the oldest tanneries in the country. It’s beastly, stylish and built to break in over time, complete with two interior zippered pockets for extra storage. After taking it with me on my trip to Washington, D.C., I can say you’ll be very pleased with it indeed.

#2. Everlane Dipped Weekender — $115

An affordable alternative to more expensive options, with just as much style.

An affordable alternative to more expensive options, with just as much style.

Whereas the above Owen & Fred bag packs a  heck of a punch in both quality and price, the Everlane Dipped Weekender is a more affordable answer to the question of what you should travel with this summer. It’s made from twill and features a neat, screen-printed look that contrasts nicely with the black leather straps. Everlane has a brand really does it all now from its Slim Pant to bags like these, which really put them on the map. While the price might seem at odds with the expected quality, it’s part of Everlane’s commitment to transparency, and that should work out nicely should you buy this bag.

#3. J. Crew Harwick Weekender Bag — $148

A more casual alternative from a brand that does a lot of things well.

A more casual alternative from a brand that does a lot of things well.

Just as Everlane has expanded its product categories over the years, J. Crew has continued to stick with making all sorts of stylish accessories for guys — like the Harwick Weekender Bag. It’s nylon, so it’s decidedly more casual in construction and looks than the Everlane or Owen & Fred options, but the Dark Navy color should stylish and versatile for laidback weekend trips. It packs in a shocking eight pockets — that’s more than tons of bags on the market, and it means all of your gear — from a classic white Oxford to your stylish dopp kit — stays separate (and clean).

#4. Wood & Faulk Grand Tourer Weekend Bag — $175

A stylish-looking offering from an under-the-radar brand.

A stylish-looking offering from an under-the-radar brand.

Have you heard of Wood & Faulk? They’re a new brand for this style writer, but given the stunning looks (and presumably, quality) of their Grand Tourer Weekend Bag, they’re worth watching. This piece is made from tough-looking waxed canvas and features leather accents from S.B. Foot Tanning Co. — the same tannery that produces leather for Red Wing Shoes. Talk about stunning quality packed into one piece. End pockets and an inner zip pocket offer additional space, and the brass hardware finishes off this bag nicely.

#5. Troubadour Fabric + Leather Weekender — $855

A pricey, minimal and super-premium weekender bag.

A pricey, minimal and super-premium weekender bag.

It wouldn’t truly be an Online Shopping Picks entry if we didn’t finish things off with a stylish and yes — incredibly expensive — weekender bag. The Fabric + Leather Weekender  features vegetable-tanned leather and a minimal, premium look thanks  to the black leather and nylon fabric accents (although the Navy, Khaki and Olive colorways look mighty nice, too). It’s an investment bag that certainly would look right at home alongside your best travel suit — if you’re the type who travels a lot for business but wants a bag that’s different than a standard rolling suitcase, this is the bag you need.
Frank & Oak
While each of the above bags are suited for different kinds of situations — particularly the Troubadour weekender — each is going to stylish and durably complement your travel ensemble and any stylish travel accessories you might be bringing with you. Maximizing a great price, tough quality and handsome looks is going to be critical, too — and hopefully, do-able with any of the above picks. If you’re still searching for that perfect bag, an option from the likes of Herschel Supply Co. might work well. But in the meantime, let me know on Twitter if I missed any picks or key brands!

Stay stylish and safe travels,

-Beau

Florsheim