How to Dress in Las Vegas

Las Vegas used to be where men dressed to the hilt. Rat Pack players basically created the suited iconography of the place. Of course, these days, you're more likely to see graphic T-shirts and baggy cargo shorts rather than sharkskin suits. But there is a happy medium: a way to dress that maintains the easy

Las Vegas used to be where men dressed to the hilt. Rat Pack players basically created the suited iconography of the place. Of course, these days, you're more likely to see graphic T-shirts and baggy cargo shorts rather than sharkskin suits. But there is a happy medium: a way to dress that maintains the easy comfort of the modern era without sacrificing the cool style of the past. And even if you pack on the fly and forget something, the Strip is studded with great stores, like custom tailoring destination STITCHED in The Cosmopolitan of Las Vegas, a go-to spot for perfectly fitted suits, sport coats, and dress shirts.

No matter your style, there's a way to look great while visiting Las Vegas. So whether you're dressing for a day poolside or a night at the casino, here's what to wear while in town, and, more importantly, how to wear it.

1. Daytime at the Casino

While sitting at the gaming tables, you want to look (and be) comfortable, but not like that hapless tourist who's ready to hand over the entire contents of his wallet. Casual-but-crisp style is the move here, which you can do by focusing on fit and sticking to darker colors. Pair selvedge jeans with a navy oxford button-down shirt—the contrasting fabrics will break up the monochromatic color-scheme—and minimalist brown leather sneakers.

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Designed by Amy Armani

Petit New Standard raw selvedge jeans ($195) by A.P.C., usonline.apc.fr; navy overdye Oxford ($165) by Gitman Vintage., gitmanvintage.com; hand-sewn low sneakers ($540) by Feit, feitdirect.com

2. Day Drinks at the Pool

Just because you're there for a dip and a sip doesn't mean you have to neglect style. For a day by the pool—like Boulevard Pool at The Cosmopolitan—go with a pair of printed swim trunks and a short-sleeved linen shirt. Rather than flip-flops, try canvas espadrilles: They're much classier. And a great pair of shades finishes off the look.

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Designed by Amy Armani

Titan printed swim shorts ($275) by Thorsun, mrporter.com; Pablo washed-canvas espadrilles ($150) by Castaner, mrporter.com; short-sleeved linen shirt ($243) by Etro, matchesfashion.com; Type 4 tortoise sunglasses ($129) by Sun Buddies, endclothing.com

3. Midday Exploring

Vegas has a lot to offer, which means you'll likely spend at least part of the day in the hot Nevada sun. Rather than ill-fitting shorts and that ratty tee, opt for a summer-on-the-Mediterranean look with a striped T-shirt, khaki chinos, white canvas sneakers, and a pair of aviators. The combo will keep you cool (in more ways than one).

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Designed by Amy Armani

Hudson tab-front chino in khaki ($168) by Todd Snyder, toddsnyder.com; 1524 Doelan striped tee ($49) by Armor-Lux, endclothing.com; Chuck II low top ($70) by Converse, nike.com Aviator Classic ($150) by Ray-Ban, ray-ban.com

4. Early Evening Dinner Outdoors

The desert can get chilly at night, so if you're enjoying a meal outside, it's a good idea to wear a light second layer. Stick with a summer color palette, and pair a sweater with a tee, white jeans, and a pair of suede bluchers. You'll maintain that summer vibe without sacrificing comfort.

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Designed by Amy Armani

14 elbow patch crew knit sweater ($349) by Maison Margiela, endclothing.com; Ace slim-fit stretch-denim jeans ($230) by Acne Studios, mrporter.com; Desert Venice wash slub tee ($32) by Buck Mason, buckmason.com; Leeds Blucher suede ($395) by Allen Edmonds, clubmonaco.com

5. Nighttime Dinner and a Show

While the days of dressing to the nines in Sin City are over, it's still important to pull yourself together when you're out on the town. A navy double-breasted blazer with a crisp white shirt and black jeans is a solid way to feel nighttime-appropriate without going overboard. Finish the look off with a pair of black loafers rather than oxfords.

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Designed by Amy Armani

Blue slim-fit double-breasted cotton-twill blazer ($1,010) by Dries Van Noten, mrporter.com; Regent fit point collar dress shirt ($95) by Brooks Brothers, brooksbrothers.com; Max Cash black jeans ($200) by Acne Studios, acnestudios.com; 180 The Moccasin leather loafers ($835) by J.M. Weston, mrporter.com

6. Late Night at the Casino or Club

If you do want to harness that Rat Pack vibe, especially for a night in the casino or a club, a suit is still a solid option. Simply dress it down with sneakers and a tee. You may not win big, but at least you'll look like you did.

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Designed by Amy Armani

Soho-fit navy wool suit ($791) by Paul Smith, matchesfashion.com; Classic Crew Co-Mix tee ($78) by John Elliott, johnelliott.co; Nick Kroll x Epaulet tennis trainer low ($235) by Epaulet, epauletnewyork.com

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