Q & Answer: What Shoes Should I Bring On Vacation?

Ben writes: This May, my wife and I are honeymooning in Europe for two weeks. I know that I will be doing a heavy amount of walking. Do you have any suggestions for footwear that will allow me to keep pace with my wife without looking like the ugly American?

Packing shoes for a trip - especially one that requires more than one level of formality - is always tough. When I travel, I fight not to bring more than two pairs of shoes, with one of those pairs on my feet. I don’t always win the fight.

I’ve got plenty of dress shoes that are perfectly comfortable, but none that I’d want to walk miles in. So if I’m bringing a pair of dress shoes to make a big presentation or what-have-you, I’m usually looking to compliment them with a “walking shoe.”

Depending on the season and context, that usually boils down to one of two things: a simple sneaker, or a comfortable boot.

I actually own the Grenson chukka boots pictured above, in a slightly darker brown. I find they work great with jeans or khakis, though I obviously wouldn’t wear them with shorts were I headed somewhere hot. In fact, they’re sort of a three-season shoe - fine anytime but summer. Sometimes I’ll substitute the chunkier, hardier Alden Indy Boot for these. Most importantly, I can put in a few miles on these, and be happy to see them the next day.

I also frequently bring sneakers on trips that will involve walking. As usual, I’d say the simpler the better. Above are a classic, the Adidas Samba. I usually wear Common Projects, which are great but expensive. I’m hoping Kent Wang gets in a full size run of his plain white sneaks soon. And of course if it’s summer, there’s stuff like Jack Purcells and Supergas, among others.

Traveling’s really an exercise in building a capsule wardrobe. You want to carry as few pieces as possible, and have as much interchangability as possible. So: keep it simple, and you’ll be fine.

Casual Summer Footwear

Like most men of my generation, I rarely wear more “formal” clothes such as dark wool suits and black oxford shoes. Much of my wardrobe consists of more casual items, though I admit it leans towards the dressier side of things. That means lots of odd trousers and sport coats, casual button-up shirts, and shoes such as derbys, boots, and slip-ons. With the passing of Memorial Day and the unofficial arrival of summer, I thought I’d review some casual footwear options for the new season. Basically things that will work with what I think most men already have in their closet.

Generally speaking, I think men tend to look smarter in a pair of leather shoes than trainers. The one exception is white sneakers during the summer. For some ensembles, such as a pair of navy chinos and a colorful madras shirt, there may be nothing better. My favorites in this category include Superga, Chuck Taylors’ All Stars, and Vans’ Authentics, but there are many others. I covered a bunch of them last year in a post about plimsolls. In addition to those, you can consider the Common Projects and German Army Trainers that Jesse has talked about, as well as Svensson’s Classic Low Whites, Superga’s 1705s, and Superga’s decks. Svensson is a bit more refined looking, like Common Projects, but comes at a lower price point and even less branding. Men of Ilk is offering a 20% off discount code right now (GLCCW49), which puts the Svenssons at $180 for American customers. As for the Supergas, I bought a pair of the 1705s a few months ago and have been really enjoying them. The branding is less obvious and the design is basic enough to pair with most things.

For something slightly dressier, you can consider chukka boots. I know boots are a bit of an odd suggestion for summer footwear, but depending on your regional climate, I think they can work quite well. Alden’s unlined suede chukka, for example, is so soft and buttery that it wears very much like a slipper. The lack of leather lining inside makes the upper more malleable and breathable, much like a canvas shoe. My friend Stephen at The Simply Refined has said everything I could say about them. For something similar, you can consider Church’s Sahara and Allen Edmonds’ Amok. The brown version of the Amok is on clearance right now for $125.

If you prefer a bit more structure in your leather chukkas, you should check out Loake’s Kempton, Sahara, and Camden. Brooks Brothers also has a suede boot that gets discounted to $130 or so at the end of every season, and there’s of course Clark’s desert boots that everyone already knows about. If you have a bit more money to spend, I would also recommend A Suitable Wardrobe’s crepe sole chukka. I really like the shape of the toe box and think the crepe sole/ suede upper combination helps underscore the casualness of the shoes.

Finally, I’ll also suggest you get a pair of loafers this summer. Like with chukkas, these can be worn mostly year round, but feel especially nice for the warmer seasons. There are a good number of styles to consider, but for the purposes of this post, I’ll stick with the classic American penny loafer. Inspired by the Norwegian moccasin, the penny loafer was the sine non-qua for the post-war “Ivy Look,” and still looks quite sharp today. I recommend getting them from American manufacturers such as Alden, Allen Edmonds, Ralph Lauren, Brooks Brothers, Rancourt, and Oak Street Bootmakers. Bass also has some, though their quality is much lower these days. Outside of American companies, you may also want to look into Markowski, Herring, and Loake, as well as some of the models that Crockett & Jones offers.

Of course, there are dozens of good causal footwear styles, and some may be better suited for warm weather conditions than the ones above (e.g. espadrilles, white bucks, and spectators). However, for good, versatile basics that can work well for summer and transition into fall, I think you’d do well with white sneakers, suede chukkas, and leather penny loafers. 

The German Army Trainer - GATs - A Sneaker Icon
It can be maddeningly difficult to find a simple pair of sneakers.
If you’re comfortable with something that’s heavily branded, there are some decent options. There are Adidas Stan Smiths and Sambas, Nike Air Force Ones and Tennis Classics, Converse Jack Purcells and Chuck Taylors. But when you’re looking for something without a logo on the side, your choices narrow dramatically.
I recently went on a quest for all-white summer sneakers, and ended up with a pair of Common Projects Achilles, the laughably expensive (but tastefully simple) designer sneakers favored by streetwear enthusiasts. I paid for them with some store credit to a website that had been gathering virtual dust for months - I was days away from using it to buy artisinal sausage links. If you haven’t returned something expensive for credit lately, though, CPs might not be an option for you; the retail on the Achilles was $380. The shoes are made in Italy and the materials and build are excellent, but there are few among us who’d feel comfortable dropping that kind of coin on sneakers.
The good news is that there’s an alternative.
There is one simple leather classic that bears no brand: the GAT, or German Army Trainer. As the name suggests, it was designed for use in the German military, who’ve been using them for decades when exercising indoors. The simple, utilitarian style has inspired famous designers to knock them off - the Maison Martin Margiela version costs about $500. Adidas has knocked them off as well, but adding branding to a shoe whose raison d’etre is its unbranded aesthetic seems a bit silly.
The real deal is still being manufactured, though, and like most military surplus, they’re reasonably inexpensive. The only tricky bit is that they’re tough to find outside of Germany. You can search on eBay, where, for example, this seller is selling them for about $50, shipped, and says he has a variety of sizes. You can also use the search terms “bundeswehr turnschuhe,” “bundeswehr hallenschuhe,” and “bundeswehr sportschuhe” on ebay.de to see if you can turn any more up. They tend to sell for about $30-50, with an additional $25 or $30 for shipping. (You’ll need an assist from Google Translate here.)
There are also German style enthusiasts willing to proxy. One who’s gotten good reviews on StyleForum is this guy, who sells the shoes new for $85, including shipping to anywhere in the world. That’s a lot to pay for surplus gym shoes that go for $30 or so in Germany, but what you get is a genuinely iconic shoe, and I don’t use that term lightly. Simple, unbranded and imminently wearable: qualities that are shockingly difficult to find.

The German Army Trainer - GATs - A Sneaker Icon

It can be maddeningly difficult to find a simple pair of sneakers.

If you’re comfortable with something that’s heavily branded, there are some decent options. There are Adidas Stan Smiths and Sambas, Nike Air Force Ones and Tennis Classics, Converse Jack Purcells and Chuck Taylors. But when you’re looking for something without a logo on the side, your choices narrow dramatically.

I recently went on a quest for all-white summer sneakers, and ended up with a pair of Common Projects Achilles, the laughably expensive (but tastefully simple) designer sneakers favored by streetwear enthusiasts. I paid for them with some store credit to a website that had been gathering virtual dust for months - I was days away from using it to buy artisinal sausage links. If you haven’t returned something expensive for credit lately, though, CPs might not be an option for you; the retail on the Achilles was $380. The shoes are made in Italy and the materials and build are excellent, but there are few among us who’d feel comfortable dropping that kind of coin on sneakers.

The good news is that there’s an alternative.

There is one simple leather classic that bears no brand: the GAT, or German Army Trainer. As the name suggests, it was designed for use in the German military, who’ve been using them for decades when exercising indoors. The simple, utilitarian style has inspired famous designers to knock them off - the Maison Martin Margiela version costs about $500. Adidas has knocked them off as well, but adding branding to a shoe whose raison d’etre is its unbranded aesthetic seems a bit silly.

The real deal is still being manufactured, though, and like most military surplus, they’re reasonably inexpensive. The only tricky bit is that they’re tough to find outside of Germany. You can search on eBay, where, for example, this seller is selling them for about $50, shipped, and says he has a variety of sizes. You can also use the search terms “bundeswehr turnschuhe,” “bundeswehr hallenschuhe,” and “bundeswehr sportschuhe” on ebay.de to see if you can turn any more up. They tend to sell for about $30-50, with an additional $25 or $30 for shipping. (You’ll need an assist from Google Translate here.)

There are also German style enthusiasts willing to proxy. One who’s gotten good reviews on StyleForum is this guy, who sells the shoes new for $85, including shipping to anywhere in the world. That’s a lot to pay for surplus gym shoes that go for $30 or so in Germany, but what you get is a genuinely iconic shoe, and I don’t use that term lightly. Simple, unbranded and imminently wearable: qualities that are shockingly difficult to find.

The Five Days of Summer Series, Part II: Plimsolls

Let’s be honest - nothing beats the comfort of sneakers. That comfort comes in handy when you’re taking long strolls during those warm summer days. Thus, for the second installment of this summer series, let’s talk about plimsolls. 

“Plimsoll” is a British term for shoes with a canvas upper and rubber sole. The first was invented in the 1830s by Liverpool Rubber Company and designed for beachwear. As such, its original name was “sand shoe.” It wasn’t until the 1870s actually that the name plimsoll took hold. The new name derived from the horizontal colored stripe that ran along the upper part of the sole, which resembled the Plimsoll line on a ship’s hull. Like the line on ships, the stripe on the shoe was a kind of waterline (though it was clearly for just aesthetic purposes). 

These days, the plimsoll isn’t necessarily just for beachwear. People wear them everywhere, and they make for great summer shoes. So let’s review a few. 

To me, there are three classics - Superga, Spring Court, and Converse. Superga is an Italian label, and if you’ve been reading me for a while, you already know about my predilection for Italian menswear. It’s not just that they’re Italian that makes them my favorite, however. I think they’re the simplest of the plimsolls, and thus are much easier to wear. 

Spring Court is another classic; they’re made in France and the most comfortable of the plimsolls I’ve worn. I would recommend them if you’re comfortable with the bumps and bumpers on the sole.

Finally, of the classics, there is also Converse, which make the iconic American plimsoll that we’re all familiar with. The two most popular models are the Chuck Taylor All Stars, which come in both low and high tops, and Jack Purcell. Chuck Taylors are great because they’ll still look good when they’re beat to hell. Jack Purcells are basically plimsolls with a smile, which we know makes everything look better. Also, in an interesting team-up, Converse recently collaborated with Mackintosh to make a Jack Purcell model out of Mackintosh’s famed rubberized cotton. It’s more of a novelty shoe for menswear geeks, but I really like it. 

There are also great models outside of the classics. Feiyue are the monk shoes of plimsolls - meaning they were first worn by Shaolin monks and other martial artists. They were originally a Chinese company but have been since bought by a French sneakerhead who has made the shoe popular among footwear fanatics. They come in both low and high tops, and are most distinguishable by the red and blue stripes on the side. There are also Tretorns, which are Swedish plimsolls, and a new collaboration piece between Billy Reid and K Swiss. The Billy Reid x K Swiss may not be a classic, but I think it’s a pretty damn nice looking shoe that would look great with any casual summer wardrobe. 

Finally, there are CVOs - canvas vulcanized oxfords. For these, you can get Vans Authentics and Converse. Sperry Topsider also released a slightly vintage looking model for their 75th anniversary. 

If you get a pair of plimsolls, I recommend white, as nothing looks better in the summer. Some may worry that white canvas shoes are hard to keep clean. Personally, I think they look best with a little dirt on them. However, if you do want to keep them a bit brighter, try spraying a 50/50 mix of water and lemon juice, gently scrubbing for a bit, and letting them sit for a full day. For more serious stains, mix a tablespoon of baking soda and touch of water, and then rub the sticky paste onto the stain. Don’t worry too much about them though. They’re casual shoes and meant to be treated as such. 

(thanks to Edwin and LAS for help with this article)

dieworkwear:

These are the summer shoes you need. 
cbenjamin:

I feel like this sneaker has been under the blog radar for a minute and is a total sleeper pick for S/S.  The Converse All Star Cup is kind of like the Hyundai Equus of sneakers, luxury feel and features at a value price (someone is probably gonna try and shoot down that analogy… but oh well I stand by it).  With premium leather upper, classic silhouette, and a clean toe the All Star Cup is a great option for the guy that wants a fashion forward yet classic sneaker.  Forget Common Projects, go with the originator. 


A very handsome sneaker indeed, with a very appealing price - $65.
Or $34.99 if you look hard enough. (thanks, Olivia!)

dieworkwear:

These are the summer shoes you need. 

cbenjamin:

I feel like this sneaker has been under the blog radar for a minute and is a total sleeper pick for S/S.  The Converse All Star Cup is kind of like the Hyundai Equus of sneakers, luxury feel and features at a value price (someone is probably gonna try and shoot down that analogy… but oh well I stand by it).  With premium leather upper, classic silhouette, and a clean toe the All Star Cup is a great option for the guy that wants a fashion forward yet classic sneaker.  Forget Common Projects, go with the originator. 

A very handsome sneaker indeed, with a very appealing price - $65.

Or $34.99 if you look hard enough. (thanks, Olivia!)

(via dieworkwear)

It’s On Sale
Jack Purcells in “Concord White”
All of Martin + Osa’s remaining stock is half off this weekend.  Plenty of worthwhile basics left.
$29.75 from $59.50 at Martin + Osa

It’s On Sale

Jack Purcells in “Concord White”

All of Martin + Osa’s remaining stock is half off this weekend.  Plenty of worthwhile basics left.

$29.75 from $59.50 at Martin + Osa

Q and Answer
Sam writes:
Having (relatively) recently graduated high school, I have decided that I have crossed the threshold into adulthood, and I would like to dress the part. However, for as long as I can remember, I’ve been wearing graphic t-shirts and the same five or six pairs of jeans which are covered in god-knows-what of irremovable stains.
 During what I want to say was August, a French Connection retailer was having an end of summer sale, so I grabbed a white oxford and some pinstripe slacks which I have fallen in love with and want every excuse to wear.  Now, I am at a point where I don’t know what my next purchase should be. I can’t buy an entire ensemble due to my lack of funds, but I want to make one solid purchase. Something that will be that one bridge from my adolescence pile of clothes to a gentleman’s wardrobe.
First of all, you’re still college aged.  There’s no need to be Alex P. Keaton and wear a suit to class.
I’d focus on upgrading your casual wardrobe.  Don’t wear stained clothes.  Whatever clothes you have that have stains, give them to the goodwill or use them as rags.  Get yourself something plain that fits, even if it’s some t-shirts from Target.  Get yourself a decent pair of blue jeans - Levi’s 514s or 501 shrink-to-fits are a good starting point.  Maybe a pair of slim-fitting J. Crew or Canvas chinos.  Simplify, simplify, simplify.
Pinstripe pants are incredibly difficult to wear.  For one thing, pinstripes are traditionally a business pattern.  For another, they’re traditionally limited to suits.  So pinstripe odd trousers are very limiting.
Focus your money on flexible basics.  Oxfords are great.  So are solid color t-shirts.  Good blue jeans.  Converse Jack Purcells.  Get to the other stuff once you have a foundation.

Q and Answer

Sam writes:

Having (relatively) recently graduated high school, I have decided that I have crossed the threshold into adulthood, and I would like to dress the part. However, for as long as I can remember, I’ve been wearing graphic t-shirts and the same five or six pairs of jeans which are covered in god-knows-what of irremovable stains.

During what I want to say was August, a French Connection retailer was having an end of summer sale, so I grabbed a white oxford and some pinstripe slacks which I have fallen in love with and want every excuse to wear.  Now, I am at a point where I don’t know what my next purchase should be. I can’t buy an entire ensemble due to my lack of funds, but I want to make one solid purchase. Something that will be that one bridge from my adolescence pile of clothes to a gentleman’s wardrobe.

First of all, you’re still college aged.  There’s no need to be Alex P. Keaton and wear a suit to class.

I’d focus on upgrading your casual wardrobe.  Don’t wear stained clothes.  Whatever clothes you have that have stains, give them to the goodwill or use them as rags.  Get yourself something plain that fits, even if it’s some t-shirts from Target.  Get yourself a decent pair of blue jeans - Levi’s 514s or 501 shrink-to-fits are a good starting point.  Maybe a pair of slim-fitting J. Crew or Canvas chinos.  Simplify, simplify, simplify.

Pinstripe pants are incredibly difficult to wear.  For one thing, pinstripes are traditionally a business pattern.  For another, they’re traditionally limited to suits.  So pinstripe odd trousers are very limiting.

Focus your money on flexible basics.  Oxfords are great.  So are solid color t-shirts.  Good blue jeans.  Converse Jack Purcells.  Get to the other stuff once you have a foundation.

Terence Koh for Converse
via The New York Times

Terence Koh for Converse

via The New York Times

Matthew shares a photo of his old Converse Jack Purcells.  Well-worn and lovely, they tell the story of a life lived without reservation.  Some clothes are meant to be worn.

Matthew shares a photo of his old Converse Jack Purcells.  Well-worn and lovely, they tell the story of a life lived without reservation.  Some clothes are meant to be worn.