How to Dress Like the Coolest Guy in the Room This Summer

Summer is a time to get out of town, kick back, and embrace your casual self. That doesn’t, however, mean skimping on luxury. This season, menswear’s finer purveyors have you covered in comfortable clothes perfectly suited for the warmer months ahead. From a Neapolitan take on the classic safari jacket to an English riff on the quintessential summer fabric (seersucker, naturally), here’s how to get dressed when your style expectations are just as high as the mercury in the thermometer.

A Shot of ColorIndividual in yellow coat with hands on head.Rona Liana Ahdout

Jacket ($5,795), sweater ($1,010), and trousers ($2,365) by Loro Piana; Tiffany Knot Double Row ring ($8,500) by Tiffany & Co.; sunglasses ($1,090) by Akoni.

If there’s a viable version of the peacoat for cooler summer days, it’s undoubtedly this dense-knit, double-face cardigan in canary-yellow cotton. What’s double face? Well, it means the knit is identical inside and out—a bit of knitting wizardry from the fabric specialist—meaning it needs no lining, making it comfortable and perfectly adequate for breezy evenings. Accessorize with a gin and tonic.

Made in the SuedeA person in fashionable attire with a suede jacket, plaid shirt, and white pants.Rona Liana Ahdout

Jacket ($11,500), shirt ($1,100), jeans ($1,200), and shoes ($1,500) by Brunello Cucinelli.

When it comes to leather, Italian suede is the most luxurious and most casual option. But sometimes a bomber won’t cut it. A double-breasted jacket in butter-soft suede is one of those rare garments that neatly straddle both the formal and casual worlds.

Give Seersucker a ChancePerson in a stylish striped suit holding a hatRona Liana Ahdout

Jacket ($2,895), trousers ($895), pocket square ($275), hat ($850), and sunglasses ($605) by Dunhill; T-shirt ($400) by Thom Sweeney; shoes ($990) by Santoni.

Seersucker derives its Americanized name from shir-o-shakar, Persian for “milk and sugar,” for its alternating smooth (milk) and rippled (sugar) stripes. Despite being a favorite for summer suits in the States, it’s derived from a centuries-old cloth first created in India in the 1600s. Functional rather than decorative, the ripples help to keep the cloth away from the skin, allowing the fresh air to circulate between you and it.

An Upgraded PoloA person with obscured facial features posing thoughtfully.Rona Liana Ahdout

Polo shirt ($580) and swimsuit ($320) by Herno; Octo Finissimo watch ($16,300) by Bulgari; turquoise bracelet ($1,395) and tiger-eye bracelet ($795) by John Hardy.

The polo shirt may be summer’s most ubiquitous top. Consider upgrading it with a version in cotton and cashmere knit rather than the usual piqué. Slipping it on is the perfect way to comfort your weary skin after a little sunburn.

A Little Luster Individual seated cross-legged, holding sunglasses.Rona Liana Ahdout

Shirt, trousers, and shoes ($1,350) by Zegna; sunglasses ($443) by Port Tanger.

Silk has been a prized cloth for more than 5,000 years for its lightness, unique natural luster, and comfort on the body. It was so coveted in the past that it was prohibited for men to wear it in ancient Rome to avert moral decay and banned in England in medieval times to protect the domestic textile industry. In China, exporting silkworms once carried the death penalty. So it must be good, right? Zegna’s flowing, open-neck shirt in a simple mattress stripe is the easiest way to wear it—loose and casual. And that shimmer definitely takes things up a notch or two.

String TheoryPerson in casual outfit standing for a portrait.Rona Liana Ahdout

Jacket ($725), shirt ($350), and pants ($535) by Officine Générale; Laureato Copper watch ($15,600) by Girard-Perregaux; shoes ($990) by Santoni.

Drawstring pants still have no place in the boardroom, but they’re perfect for your vacation, especially in a natural pajama-stripe linen like this. They’ll look perfectly at home in a harborside restaurant, on the beach, or on the deck of your yacht.

Built-In ACPerson reading a newspaper while dressed in a knitted sweater and light trousers.Rona Liana Ahdout

Cardigan ($1,925) and trousers ($795) by Canali; dhoes ($540) by Hereu.; PanoMaticLunar watch ($12,400) by Glashütte.

You may think crochet is something more suited to clothe your grandma, but it’s also a great knit with built-in air-conditioning for summer. Canali’s cotton crochet here is a zip bomber that thinks it’s a cardigan, or maybe it’s the other way around. Either way, it’s a versatile way to elevate your evening game while keeping cool.

Pajamas, PerfectedPortrait of a person in a stylish outfitRona Liana Ahdout

Shirt ($2,800) and shorts ($1,650) by Saint Laurent by Anthony Vaccarello; Toric Petite Seconde watch ($68,200) by Parmigiani Fleurier.

The word pajama derives from India, where it originated as the Urdu word pay-jama, for loose-fitting cotton trousers that were eminently suitable for sweltering climates. When the Brits added a matching shirt, the pajama, as we call it, passed into the bedroom. Today, even when you feel like letting it all hang out, you know that beyond the bedroom, there is still a right place for pajamas. The airplane is not it, but Saint Laurent’s knit silk combo pajamas—think of them as an upgraded sweatsuit—are a great way to be not quite dressed when no one is looking. Accessorize with a swimming pool (not a public one) and a good book.

Simply RedPerson wearing a burgundy jacket and a watch, partially obscured face.Rona Liana Ahdout

Jacket ($4,995) and shirt ($1,050) by ISAIA Napoli; Fiftysix self-winding watch ($29,200) by Vacheron Constantin.

Convention says that the safari jacket is at its most authentic in cotton in khaki or jungle green. Not so, says Neapolitan brand Isaia, whose version in burgundy linen has all the semiformal functionality of its military forbears but with an added touch of Mediterranean color.

Suited to SummerMan in a tailored light beige suit holding a drink and wearing a flower.Rona Liana Ahdout

Suit ($12,520) and shirt ($800) by Kiton; shoes ($510) by Hereu; Ice Cube ring ($3,650) by Chopard.

On those occasions—like a summer wedding—when putting on a suit is mandatory, always go for the lighter colors and the finest wools you can find, like the silky feel of this Super 180’s worsted-wool cloth. Its fineness makes it a hard cloth to work with during production, which makes it the natural preserve of tailoring experts like Kiton. Casualize it with a washed-out cotton chambray shirt. And forget the tie; the suit is clearly enough.

A Go-Anywhere JacketMan holding tulips, wearing a casual outfit.Rona Liana Ahdout

Jacket ($5,300) and shirt ($5,200) by Cesare Attolini; shorts ($245) by Cremieux; shoes ($890) by Santoni; Senator Excellence Panorama Date Moon Phase watch ($13,100) by Glashütte.

The low-key chore jacket has been a go-anywhere travel essential in the male wardrobe for 15 years. Upgrading to suede adds a ton of luxury and comfort without sacrificing any of the functionality, which makes it especially suitable when go-anywhere ideally means the front of the plane.

Photographed by Rona Liana Ahdout @rona_liana

Styled by Nick Sullivan @nicksullivanesq

Grooming by Sandrine Van Slee @sandrinevanslee

Casting by Barbara Pfister @barbarapfistercasting

Model, Bram Lefevere @this_soil

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