Swimwear That Doesn’t Look Like Swimwear
Traditionally, there have been two kinds of swimwear for men. There are swim shorts, which are mid-length trunks with an elasticized waist. These are arguably the most comfortable, as they have the most flexibility. Then there are boardshorts, which comes out of Californian surf culture. These are a bit longer (usually about knee-length) and instead of an elasticized waist, they have a rigid waistband, Velcro fly, and some kind of lace-up tie. This double fail-safe system ensures that your trunks won’t be ripped from you in a wipeout. 
When I go swimming, I like to wear what some might call “all day trunks,” which are trunks designed without any of those traditional details. So, no elastic bands, visible ties, or sporty designs. Instead, I look for trunks that look a regular pair of shorts, but are constructed from a fast drying fabric. 
As a result, I get something I can wear in the water, but also pair with other things once I towel off. For example, I recently wore my swim trunks to go to the beach with friends, but then paired them with a linen button-up shirt and some woven Rivieras when we decided to hang out till night. It’s an incredibly easy and convenient combination when you want to look presentable afterwards — say, if you want to grab tacos in a beach town or hang out at the hotel bar — but don’t want to have to go and change clothes. 
You can find such trunks at any number of places. I have a pair of Orlebar Brown’s Bulldogs, which are a mid-length short with side tabs. The tabs are not only a nice stylistic touch, but they also give a more adjustable fit. I also have a pair of Onia’s 7.5” Calders, which are just as nicely constructed, but have a slightly longer length that I think looks more flattering when I’m out of the water. Additionally, Robsinson Les Bains is good for more interesting prints, while Faherty does the same thing, but in more casual flavors.
As usual, if retail prices are too high for you, you can wait for end-of-season sales or check eBay. Orlebar Brown can be had at the moment at The Mens Market for $72, while Onia is about the same at Wittmore and Barney’s Warehouse. 
(Pictured above: Onia shorts, Orlebar Brown t-shirt, Oliver Spencer linen shirt, and Riviera slip-on shoes)

Swimwear That Doesn’t Look Like Swimwear

Traditionally, there have been two kinds of swimwear for men. There are swim shorts, which are mid-length trunks with an elasticized waist. These are arguably the most comfortable, as they have the most flexibility. Then there are boardshorts, which comes out of Californian surf culture. These are a bit longer (usually about knee-length) and instead of an elasticized waist, they have a rigid waistband, Velcro fly, and some kind of lace-up tie. This double fail-safe system ensures that your trunks won’t be ripped from you in a wipeout. 

When I go swimming, I like to wear what some might call “all day trunks,” which are trunks designed without any of those traditional details. So, no elastic bands, visible ties, or sporty designs. Instead, I look for trunks that look a regular pair of shorts, but are constructed from a fast drying fabric. 

As a result, I get something I can wear in the water, but also pair with other things once I towel off. For example, I recently wore my swim trunks to go to the beach with friends, but then paired them with a linen button-up shirt and some woven Rivieras when we decided to hang out till night. It’s an incredibly easy and convenient combination when you want to look presentable afterwards — say, if you want to grab tacos in a beach town or hang out at the hotel bar — but don’t want to have to go and change clothes. 

You can find such trunks at any number of places. I have a pair of Orlebar Brown’s Bulldogs, which are a mid-length short with side tabs. The tabs are not only a nice stylistic touch, but they also give a more adjustable fit. I also have a pair of Onia’s 7.5” Calders, which are just as nicely constructed, but have a slightly longer length that I think looks more flattering when I’m out of the water. Additionally, Robsinson Les Bains is good for more interesting prints, while Faherty does the same thing, but in more casual flavors.

As usual, if retail prices are too high for you, you can wait for end-of-season sales or check eBay. Orlebar Brown can be had at the moment at The Mens Market for $72, while Onia is about the same at Wittmore and Barney’s Warehouse

(Pictured above: Onia shorts, Orlebar Brown t-shirt, Oliver Spencer linen shirt, and Riviera slip-on shoes)

It’s On Sale: Stuff at Barney’s Warehouse

I kind of miss Barney’s Warehouse sales. They used to hold them twice a year in some of the big US cities, and they’d be for previous seasons’ unsold merchandise at basement level prices. People used to go in like rabid dogs and throw stuff around in search of deals. There was something fun about the hunt. 

The “sale” is now available year round at a website separate from Barney’s mainpage. The discounts aren’t as deep, but at least you don’t have to give up your dignity to find bargains. At the moment, they’re giving an extra 30% off all men’s items. Pickings are pretty slim, but of what’s still left, there are some grenadine ties from Barney’s house line (I like the brown one shown above); sweaters from Inis MeainFioroni, and Barbour’s collaboration with Norton & Sons (this black Shetland is the same shown here, and it fits better in real life than what’s modeled on Barney’s page); scarves from Colombo and Drake’s; as well as some boots from Heschung.

There’s also some swimwear from Onia, which I really like. Their “Calder” model is designed so you can wear the trunks to the beach or pool, but also pair with a button up shirt to wear to lunch afterwards. They look just like a pair of regular shorts, but happen to be made from a quick drying fabric. It’d be hard to find a better pair of swim trunks than these mid-length ones at this price. 

It’s On Sale: Barney’s Warehouse 50% Off
Lots and lots of stuff - almost everything, in fact - is an additional half off at the Barney’s Warehouse website. My favorites include the E. Tautz field jacket pictured above, which is $165 from $1095, Incotex pants like these from about $50-100, and this Archival Clothing rucksack for $75. There are even Rayban Clubmasters for $75. Here’s a quick brand edit I threw together, but feel free to browse the stock, there’s some interesting stuff at deep discounts.

It’s On Sale: Barney’s Warehouse 50% Off

Lots and lots of stuff - almost everything, in fact - is an additional half off at the Barney’s Warehouse website. My favorites include the E. Tautz field jacket pictured above, which is $165 from $1095, Incotex pants like these from about $50-100, and this Archival Clothing rucksack for $75. There are even Rayban Clubmasters for $75. Here’s a quick brand edit I threw together, but feel free to browse the stock, there’s some interesting stuff at deep discounts.

It’s on Sale: Barney’s Warehouse

Barney’s Warehouse celebrates Columbus Day (perhaps our most dated-seeming holiday) with additional discounts on suits/sportcoats (50%), ties (40%), and accessories (40%) (discount added when you add the item to your cart). A lot of Drake’s cashmere scarves now come in under $100.

-Pete

Barney’s Warehouse Sale

Barney’s Warehouse has been continuing to do price drops. Jackets from Tokihito Yoshida’s last collection with Barbour are now on sale for about $200, which is the lowest I’ve ever seen them go. There are also some Battistoni shoes at $175, Guy Rover shirts at $79, and Inis Meain sweaters at $79.

You can see the full list of brands here. Note, all sales are final.