Introducing: The Boat Shoe with August Special

Wednesday, April 22nd 2026
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The shoe will be available to try on in all sizes at the London pop-up, starting tomorrow. All details on that here

A couple of years ago, in an article about the appeal of Riviera style in the summer, we wrote about the need for a soft but elegant shoe that can accompany everything from tailored linen trousers to shorts. 

It’s a category that quite a lot of brands have explored, but they can be a bit too smart (eg Belgians) or too chunky (eg regular boat shoes) to bridge all these uses. It's something we mentioned to Joseph Pollard - the ex-design head at RRL who now runs shoe brand August Special - and that started a conversation around developing something together. 

To fit the brief, the shoe had to be soft enough to wear without socks - to simply slip into at the back door of the summer house - but also elegant enough to wear with our beloved bespoke tailoring. 

It would be unlined, in a mouldable veg-tanned leather, but designed to look slim on the feet and made to a high quality, with fine stitching and construction. Inspiration came from traditional boat shoes, but also the kind of low-profile, laid-back shoe Ralph Lauren did particularly well in the nineties (below) and I've worn vintage versions of

The nice thing about those shoes was they were casual in design (leather lacing, hand-stitched apron) but the low vamp and slightly elongated last made them elegant as well. 

For our summer version, we took that idea and an old pair of boat shoes I had, and created a new, custom last that emphasised comfort in places like the width at the joints, but used elements like the shape of the apron to push the more refined style. 

If you look at the shoe below, it’s interesting to compare the shape of the apron (that ‘U’ of stitching on the front) with the width of the shoe overall. It’s the apron that catches the eye and makes the shoe look elongated, but the shoe itself is actually fairly wide and comfortable. 

During the design iterations with the shoemaker in Italy, Joseph helped us push that shape of the apron, to make it slimmer and longer, moving the point of it right to the end of the toe. It wasn’t a standard design but it really helped drive the overall look. 

Other aspects we worked on consistently were creating a larger heel cup - wider and roomier but not big at the top - and lowering the toe spring to give it a really flat, laid-back feel. 

“There’s a lot in the dynamism of a shoe that comes from these decisions,” Joseph told me. “Trainers are angled forwards, for example, to give the impression of speed. By contrast, I like how low and still this shoe feels, like it’s not in a hurry to go anywhere.”

So, the shoe is an unlined loafer in veg-tanned leather, made in moccasin style with self-tying leather laces. The vamp and counter are hand sewn, and there is a Maine-guide style seam as an extra design detail. 

We used a small, family-run shoemaker in Italy that Joseph has worked with in the past, and actually used to make some of the Ralph Lauren shoes we were inspired by. 

They make at a higher level than most of the similar shoes you see outside Italy, with finer finishing, more stitches per inch, and details like a rounded edge to the sole through the waist. 

The sole is blake-stitched, which for me is the best in this kind of lightweight summer shoe. They can be resoled fairly easily as a result, at least two or three times. 

The leather is deliberately left with minimal finish, so it will age quickly and beautifully. The shoes will noticeably acquire scuffs and marks, but these mellow and become part of the patina, making it feel like an old favourite. 

Interestingly, the rubbing on the inside of the shoe can also cause the leather to darken slightly with friction, but this fades. You can also use a waterproofing spray if you might wear them in the rain; more generally, a little clear or tan shoe cream will be useful every few months. 

Style-wise, we find the shoes can be worn with everything from jeans to tailoring. During our recent trip to LA myself, Lucas and Manish all wore the shoes, and you can see the variety of outfits in the images in this article. 

At the top, Lucas is wearing them in a semi-smart outfit with white jeans and a navy cotton sweater (our hand-framed model). Above, Manish is wearing them with a linen suit (Art du Lin from The Anthology) and a white linen shirt, so an elegant summer look. 

And I’m wearing the shoes with blue jeans, but with both a very casual look on top (untucked chambray shirt, below) and a smarter one (tailored linen jacket, further above). I’d wear them, personally, with shorts as well.

Fit

I know the first question readers will have will be about sizing. We’ve tried to break this down as fully as possible below, using all three of us as examples, as we all have slightly different shapes of feet. 

General advice:

  • The shoes are listed in US sizing, as per August Special’s other shoes 
  • Generally US sizes are a half or full size above UK sizes. These are generally a half size bigger, so a UK 9 or EU 43 equates to a US 9.5
  • The shape is moderately slim, an E width, but the unlined construction means they mould easily and can expand to wider fits
  • The laces are functional and can be used to tighten the top line of the shoe slightly. We wouldn’t recommend doing so by more than a centimetre, but it does make a difference. If the laces then look a little long they can easily be cut shorter

Our sizing:

  • Simon is a size 9E in Edward Green and Crockett & Jones, a 43 in European brands, and a 9.5D in Alden. He has a slim, long foot and often struggles to get loafers that fit around the toes but hold the heel in the back
    • In this shoe he takes a 9.5. He considered a 9 as the heel held a little better, but tightening the laces slightly made a difference and 9.5 was the right choice
  • Manish has a wider foot so is usually between a 8.5 and 9 depending on width. He wears a 9.5D in Alden’s Aberdeen last and a 9E in their Van last. He wears a 9 in Edward Green and his August Special Augie shoes are US 10.
    • For the boat shoes, he considered a 10 again but had some heel slippage, so the 9.5 was best overall for him
  • Lucas is a 10.5E in Edward Green, 45 in most EU brands, 11 in Barrie/Trubalance and 11.5 in Aberdeen last from Alden.
    • He normally takes an 11.5 from August Special but he took an 11 in these, as he plans on wearing them mainly without socks and found the 11 gave him a snugger heel grip which was his priority, with still room at the front

Care

  • The boat shoe is made in a soft calf leather with only a light wax finish. It is intended to age noticeably and quickly, creating a personal patina
  • If there is a chance of wearing it in the rain, a waterproofing spray such as Saphir Super Invulner is advised
  • Shoe cream will be useful in the long term to maintain the leather. Perhaps once or twice a year depending on use
  • Use of shoe trees will keep the shoe looking smarter, if that’s desired. The team have not been using them
  • The shoe is blake stitched and so the sole can be replaced at many shoe-repair shops. If done carefully, this can be done two or three times

Product details

  • Boat shoe made in Italy with hand-stitched apron and counter
  • Italian veg-tanned calf leather
  • Blake-stitched leather sole
  • Unlined, but with full leather sock lining
  • Functional moccasin-style leather laces
  • Made in coordination with the US brand August Special
  • Available only at Shop.PermanentStyle.com

NB: When trying shoes on at home, please only do so on a carpeted floor. Shoes with scuffed soles cannot be accepted on returns or exchanges

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111 Comments
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Kumar

Wonderful Simon. Now you have become a complete men’s wear designer – bags, trousers, fabrics, shirts, knitwear and finally shoes.

Congratulations.

Sincerely

Liam

Oh wow the new product is a boat shoe! I did not expect that and these look great. I already have the Anglo-Italian model that I think is similar but maybe a bit smarter (mainly due to the darker leather, though they are also probably a bit chunkier) and have been enjoying it a lot. I am sure that this will be super useful for many readers!

Just one question: Why don’t you call them Mocs (as the Ralph Lauren ads do)? Is it mainly because boat shoes are easier to market these days? Because what I like about this version (and the Anglo-Italian model) is that they essentially have been stripped of all the details that give people the “preppy” boat shoe associations.

TAC

I generally find “mocs” to be a deceiving term. I believe it first came about to describe shoes with moccasin style stitching, but without true moccasin construction (a shortening of “mock moccasin”).

I actually don’t mind these being called boat shoes because it conjures up those summery, nautical images. The lack of a siped sole (which isn’t great around town anyway) doesn’t really invalidate “boat shoes” as far as I’m concerned.

As to sizing, are they a US E width or UK? I take a 13D on the Aberdeen last but could probably get away with a US 12E here being that they’re unlined.

Liam

Makes sense, thanks for the explanation!

I am from the European continent and boat shoes and Mocs also never meant much to me as a term. But there’s an old Derek Guy post on Put This On where he goes into the historical difference between Camp Mocs and boat shoes (and their different associations).

I also agree with the Anglo shoe and tailoring btw. Personally tailored trousers and a chore coat is as far as I’d go with them (I mostly wear them with jeans and workwear trousers). But I also own multiple brown loafers, so that’s not the point of these shoes for me.

Calle

Exciting product. I really like them but will probably pass. I hope for a colder and darker brown in a future version.

Jason

Simon these look fabulous, but why muddy the waters by referring to them as boat shoes when they clearly are not.
Leather soles/ rubber quarter heels have nothing to do with a boating context and photos of them on the shores just add to the contradiction. Boat shoes have siped rubber soles. Who would ever wear leather soled shoes on the sand?
I can accept that the uppers take their design clues from boat shoes, but boat shoes these are not.

Jason

Yes Simon I did get all of that on first reading, but my point is that they are clearly not boat shoes and so I struggle a bit to understand why you would call them that.

Edwin Rothengatter-Reinders

Nice one Simon, will this be a permanent edtion to the shop or will it be dependent on sales.

Matthew V

Also echoes of a Car Shoe / driving shoe (in a good way) but a little more robust?

I will pop in to try some!

The beaches around LA makes such a good backdrop… was that Santa Monica or up by Malibu? I can’t tell.

Matthew V

I love fish tacos. A lot of the food in California is so good.
I recommend the Carmel / Big Sur area, if you get the chance to travel up that way in the future. My wife’s favourite place in the world.

George

Love this pair, Simon — well done! Do you think rigid half orthotics would fit?

Daniel T

Very nice! A question, the tailored linen you are wearing, has that been featured/reviewed on PS?
Best

Daniel T

Thanks!

David

How are they for city walking?

Paul H

Wow, didn’t see that coming…congrats on the new offering! Regarding the outfits here, I don’t know that I would have picked this shoe for them and would have been drawn more to Belgians or smart loafers for the smarter outfits and perhaps Augies for the more casual…both for style and practical purposes. While you state “it can be worn with everything”, can you speak more to your logic and preferences on the pairings vs other options? Is there a practical angle in that these give you a “2-for-1” when traveling and packing efficiency? Looking to learn as a couple years ago I could not imagine myself wearing Belgians and now I don’t know what I’d do without them thanks to PS! Thanks!

Paul H

Perfect and it does, thanks Simon!

Jeff

in which casual spectrum to fall augies? same as this boat shoe?

Carl

Hi Simon.
Congratulations on this latest release. I thought I should bring to your attention that this product popped up on my Shop App yesterday. I immediately went to your website, thinking I must have somehow missed this even thought it was Tuesday. Nothing was on your site yet but the Shop App had all the photos, pricing, available sizes, and explanation of sizing. Just thought you should be made aware as I doubt this was your intention for this release to by leaked early.

Ray

As always Simon – you have read my mind without even knowing so! I was about to purchase a pair of Paraboot Barths heading into warmer weather and now I have to rethink my purchase! Love the styling and construction.

Phillip

I’m a fan of shoes that have a deliberate stylistic vision, yet remain versatile. The Penzance moc from The Anthology does a similar thing, also taking inspiration from boat shoes, but in a different direction. Those hit a real sweet spot for me, and I think PS has created its summer cousin. Well done.

Carl

Any chance of having this out on a pre order in future? I wear a size 13US, (12.5UK in the EG Shanklin). Thanks.

Khosro

First off I’m a first time poster to your blog. Secondly, I love the look of these shoes. Lastly, I hope you don’t mind me pointing this out but the pricing of them is rather odd in so much that they are not rounded up/down or even a figure which one would commonly expect. I assume this is as result of converting from a foreign currency?

Simon

Are these going to be shipped from the UK? Any chance US buyers can get them shipped from the US to avoid tariffs?

Neil

Hey Simon. With regards to sizing, where it mentions you took a 9.5, is that a US size (per the sizing on the shop) or UK (equating to a 10 US)?

John

Is 7.5 the smallest size for the boat shoe?

CD

Simon,
I love them. I’ve always wanted a pair of boat shoes but never found the right ones.
Quick question. I recently bought Cavendish 2 from Crockett & Jones in UK 11 E and they fit perfectly. What size would you recommend for your boat shoes?

CDCD

Thanks Simon, I’m based in Germany, so could you confirm whether all taxes and shipping are included in the checkout price?

Edwin Rothengatter-Reinders

Cavendish 2 can fit quite big (like the islay), do you have any other C&J for comparison?

Just a heads up before you order!

CD

Thanks Edwin, only indirectly via New & Lingwood with their Butterfly loafer, which I understand is also manufactured by them. Otherwise, I wear Barkers, although those are Oxfords, so I’m not sure how helpful that is. Do you think these might be a little tight? The write-up suggests they will mould and give slightly over time?

Edwin Rothengatter-Reinders

Hmmm, for the cavendish. Do you have alot of toe room? For me I’m an us 11 in alden lhs for example and normal 10,5 uk in C&J except for the cavendish/islay which has more toe room / fits bigger and I take an 10 uk as a result of that.

I’m not sure if they are to tight but they might be to short. The harvard Simon is referencing is also a shorter last. You might be safer, ordering both sizes.

CD

Thank you, Edwin, that’s very helpful guidance.

On balance, I’m inclined to err on the side of a 12 US. I recently had a similar experience with a pair from Mes Chaussettes Rouges, the black grained leather indoor slippers by Mazarin. I chose an 11.5 US, which proved slightly tight. With some structured use of shoe trees, I was able to ease them by roughly half a size, and they now fit comfortably. That experience reinforces my bias toward sizing up initially and adjusting if needed. At worst, an insole provides a straightforward correction.

More broadly, I should say that while I’ve long been drawn to the idea of the boat shoe, I’ve often found most interpretations lacking in refinement. They tend to feel visually heavy, almost inelegant. This model, however, strikes a very different balance and genuinely resonates with my sensibilities.

Well done, Simon.

Hans

Hi Simon,
I’m very interested in purchasing a pair of the boat shoes in size 7.5. However, I was quite surprised to see that this size is already sold out.
May I ask if there are any plans for a restock, particularly for the smaller sizes?
Thank you

Thomas

Simon,
Great looking shoes. Question on the sizing – I use a 6.5 on a C&J , but a 7 on Doek (US 8 / 26). What size do you recommend – if its 7 US, any plans for the future and if its 7.5 , when do you expect to restock ? (sold out on the shop)

Thomas

Yes please.That would be great. Thanks.

Dan

Hi Simon,

Congratulations on this product, not something I was expecting but you absolutely nailed the design!

I’d also just like to add my vote if it makes any difference for adding this to the MTO programme in the future. Sadly, I usually wear a 5.5, so no luck for me here.

Dan

I would be yes

Christopher

Hi Simon. Same for me, I’m a 5.5UK in Norman Vilalta and Edward Green, or 38 in Baudoin & Lange, so if your version of the boat shoe goes into the MTO program, I’ll definitely order one!

simon

Being the owner of ‘larger than most’ feet I am always rather sad at this point. Simon if you consider extending the sizes there are many of us (?) who would be awfully happy!

Simon H

Hi Simon
Posting firstly to add to the well-deserved long list of congratulations!
Also to ask whether MTO would ever be likely to reach UK size 14? Or is that a distant dream…
Thanks!

Jan Willem

Hi Simon and team, congratulations on what is – based on the thought that went into these and the first responses from your readers above – likely to be big success. Interesting how subjective a successful shoe design can be. I care about shoes and have gommino’s, boat shoes, loafers (lots of loafers), espadrilles, tennis shoes etc. for summer but this does not work for me. The slightly pointy, smarter shape with the stitch along the side coming up into the point combined with the boat shoes details and the colour, make it an unappealing overall design for me. Too much fusion I guess, for my liking. Interesting how that works because I can see why people will like it and I am generally very much aligned with the design choices of many of the PS products. Just sharing my personal surprise caused by not really liking them 🙂 Congratulations again

Diego

Hi Simon – it is interesting because I had a very similar reaction than Jan’s and also didn’t want to criticise just for criticising sake.

I thought that they diverge from your usual designs because the shoes may be perceived as a bit showy, which I know is something that you usually try to avoid.

As Jan, I also thought that they have to much going on and a clash of conflicting influences going on. The nautical laces clash with the leather sole and the more mountain like (Russell moc/yuketen) nature of the moulded sole which also feels a bit out of place with the slim and pointed last. Then, the colour, although lovely, is also demanding attention. The Ralph Lauren examples shown had some of these but not all of them at the same time, which in my opinion, made them more coherent design.

That said, they look great in all of you, but you are all handsome well dressed men.

Anonymous

Do these have a padded midsole similar to the Augie loafers? How do they compare in terms of comfort?

David

Boat Shoe sizing, I wear 9D US, 9.5 Hermes Paris, 42 1/2 Loro Piana Open Walk Ankle Boot
Thank you
David

Amrit

Gutted to not see these in a size 7. Joe if you’re reading this, think of us small footed guys please!

Great product, fits the PS “make the best version of the thing you wished was out there” ethos to a tee.

Nick

I’m intrigued especially as I have two slightly different sized feet. My left is a US9 usually and right more like a US8.5. I often get heel slip w the smaller foot.

Have always had to make one foot unhappy w shoe sizing; with the working lace in these would you say ordering a size 9 would be best and the laces could cinch down a bit for the 8.5 foot?

Markus S

May I ask: doesn’t the toe of this model wear out quickly?

I’ve had my Tod’s Gemino driving shoes for about 10 years now, they are quite similar at the toe, but I never wear them because the leather gets scratched as it’s so close to the ground.

GuyT

Typical, I waited to order (9.5) as I am away with work and have no-one to accept parcels. Now I am in a position to order that size is sold out so I will have to wait for a restock. Hopefully we have a long summer and a restock to enjoy them this year.

Felix

For anyone not ordering quickly enough, these might be a close substitute: https://diplomaticbrand.com/en-eu/products/man-loafer-eume-calf-mocca (also quite a bit less expensive)

Leonardo

Hi Simon, congrats, very nice product!

How would you say it compares to the Alden LHS in terms of use cases? It seems to me they overlap quite a bit.

Would also love a dark brown calf or suede version!

Nezar

Hi Simon.
Any plans to stock/restock US 8.5? I’m generally a UK 8 (with a wide foot) so am conscious that a US 9 may be too big. I can always add a tongue pad I suppose if the shoe ends up being too large?
Well done on the design. Looks good!

Nezar

Thanks Simon.

Daniel

Hi Simon,

Missed this one, but put in a notification for the size 8 if you get a return.

Two questions!
1. What belt would you wear these with? (I only have the braided and Suede Rubato belts which are all darker in color than this, so I might need something to match)
2. Would you ever wear this in the spring/fall with something like a corduroy jacket? Or is this more exclusively for summer?

Daniel

Thanks for the reply. Was able to grab a pair and excited to get them.

Is there any brand/s you would recommend for a tan belt? I don’t have one and generally like wearing them, so looking for something to wear with these and my snuff suede lhs.

Gez

Rubato now does a one-inch braided belt described as brown, though as it appears it is rather light in colour and could pair well with the PS boat shoes.

Markus S

https://kreis-ledermanufaktur.de might be interesting for you. The belts are very high quality (I have two) and you can choose many leather options, the buckles, width and length for each belt…. like a belt MTM.

JMA

I second this. I also sent them a buckle hand made for me a goldsmith and they made a nice caiman belt using that buckle, very nice work.

Rowan Morrison

I know this isn’t the purpose of the article – but pic 4 (or 5 not sure) is the best example I’ve found of something I’ve got interested in recently which is wearing a double-breasted blazer as a very casual jacket. Let’s say a level of dress that would be appropriate for anything up to but not including a smart restaurant with dress code.

It’s pretty popular right now from what I’ve seen. It’s tricky to get right though, I’ve found. Because any element of the jacket that looks too polished or formal makes it look like you’ve just thrown on a suit jacket or blazer from a more formal outfit because it was all you had. Like maybe you’d slept over someone’s house on Friday night after work and took casual clothes for Saturday but forgot to bring a casual jacket. Or maybe just someone lent you their suit jacket because you were cold.
It’s really difficult to find double breasted jackets that make this look work, I think, none of the high street men’s tailoring brands seem to make stuff that works with it, Like Polo RL or Hackett or whatever. Maybe at the higher end of their price ranges (where I don’t tend to look)? I guess PRL does use the look in their marketing but the bits and pieces I come across don’t really work.

I guess this is why you love bespoke. But I’m still surprised that given how popular this style flourish is, it isn’t really catered for by mainstream labels, which all seem to prefer more structured looking, shorter and less drapey jackets.

Colin

Hi Simon, excellent work on these. I think they’ll be my new go-to summer shoe and excited to see how they age. The sizing advice from each of you was also very helpful in nailing the fit on the first try.

You mentioned previously in your article about August Special that they were working on a recrafting/resoling process. Do you know if they’ve made any progress on that? I would prefer to have the sole replaced by them when the time comes.

James

Comfortably the most versatile summer shoe I own. Purchased when first launched. Worn with everything from suits to swim trunks. No notes.

DS

Love the looks and the shoe looks nice, too! Would you say this is a shoe which in terms of formality euqals a chukka boot, only for the warmest weeks of the year?

Rupi

I love them but I don’t have any similar colored belts at home only dark brown black, and tan(yellowish). Would none of them work?

Eric

Hi Simon, I went for a size 9.5. It fits snug on the width and length but I’m afraid sizing up would result in heel slips (as one of my foot is smaller than the other). I’m counting on them to stretch out.

Since the vamp is rather low in relation to the heel compare to other loafers. Would you recommend slapping on a sole in front to even it out for a better walking experience?

Bern

I can offer some feedback from my experience of going for a size 9 when my first preference would have been for 8.5 (but it was sold out and I decided to take the chance). I find the width just right and length seems fine but I do get a bit of heel slippage, especially with my left foot. It seems to be a bit less now though as the sole breaks and molds/flexes with the feet. I think there will always be a bit of heel slip when wearing barefoot but for me it’s a worthy tradeoff since the width is nice and I think it will be fine with socks. I’m sort of used to a little bit of heel slip with most of my boat shoes, mocs, and loafers – the ones in Alden Van last are the only exception as they have no heel slip whatsoever.

David

Any eta on the restock?

Bao Tao

Hey David, we don’t have a precise date yet but it should be around high summer

Daniel

Hi Bao,
Any additional updates on this one?

Bao Tao

Hey Daniel, it’s looking like early August for the boat shoes restock!

shem

hi simon have you considered doing a black in your boat shoe? I think it would look pretty bad ass.