18 Summer Outfits to Wear on Repeat from Now Through Labor Day

An easy silk midi always looks effortlessly stylish, no matter what top you wear it with. That said, we love Coterie member Caroline Juen’s combination of a vacation-ready Hawaiian shirt and a slinky skirt. Slip into some flat sandals and you’re ready to stroll through the farmers market or picnic in the park, then you can swap them out for heels and statement earrings to head out for a fancier event like dinner or drinks.

Shop similar styles: Scotch & Soda Hawaiian Shirt ($168); Madewell Slip Skirt ($88; $80); Journee Collection Mischa Sandals ($50)

We love a good breezy dad pant, but they’re not always the easiest to style. We’ve found that French tucking a vibrantly patterned tee (or any top with unique embroidery or beading) and opting for footwear that’s equally detailed is a surefire way to make the trend work for you.

Shop similar styles: Desigual x Christian Lacroix T-Shirt ($96); Citizens of Humanity Curved Surplus Pants ($258); Cuyana Small Structured Tote ($178); Silent D Gladiator Sandals ($100)

Yes, you can (and should!) wear a sweater dress in summer. Stick with lightweight knits, or even those with a more open structure, and sleeveless styles. Midis are perhaps the most universally flattering length, but don’t let that stop you from trying out a foxy mini or modest maxi if your heart so desires.

Shop similar styles: Solid & Striped Sophie Dress ($278); Kate Spade New York Sam Nylon Bag ($178; $134); BP Talon Sandals ($40)

Once the temperatures start to hit their max, floaty frocks are the way to go. Even if they have long sleeves and generous hems that brush your ankles, the loose silhouette allows for maximum airflow to keep you cool. No matter what length you choose, try pairing your tent dress with some chunky Birkenstock-inspired sandals to balance out those nap-dress vibes in modern way.

Shop similar styles: ASOS Gingham Maxi Dress ($54; $27); Mango Jute Basket Bag ($60); Birkenstock Arizona Sandals ($135)

Ivy Maurice definitely knows how to beat the heat in style, with her easy combination of simple white separates. We suggest following her lead and sticking to pieces with a looser cut, but otherwise feel free to play around with all sorts of materials. Pair denim with linen or cotton with silk (or maybe even cashmere) to create a look with a beautiful mix textures.

Shop similar styles: Left On Friday Getaway Shirt ($120); Superdown Kristi Cropped T-Shirt ($48); J.Crew Seaside Pants ($90); Tory Burch Ella Tote ($398); Alias Mae Polo Sandals ($175)

On the flip side, you can always rely on an all-black ensemble. But because summer is typically associated with bright colors, pretty florals and lighter hues, we suggest adding at least one, if not a few, pops of color in the form of accessories. Tie a patterned scarf around your waist (or neck) and swap your trusty black bag for one that’s Kelly green instead.

Shop similar styles: J.Crew Tank Top ($35); Madewell Bandana Scarf ($15); Diesel De-Ronny Skirt ($183); 474Warren Cube Bag ($280); Marc Fisher LTD Cici Sandals ($130)

Making shorts look chic as an adult is often pretty challenging, but we know a few tricks to make things a little easier. First, opt for tailored pieces in slightly longer cuts (somewhere between five inches and Bermuda length), and skip skin-tight silhouettes for those with more wiggle room. Next, pair them with other structured favorites, like a classic shell top and blazer (matching or not) or a button-down shirt. Keep your shoes, handbag and other extras on the simpler side to maintain that grown-up feel.

Shop similar styles: Cinq A Sept Chloe Blazer ($395); and Elaine Shorts ($295); Eileen Fisher Stretch Jersey Top ($88); Converse Chuck Taylor All Star Hi Sneakers ($66)

Even denim shorts can look grown up, as proven by Coterie member Monroe Steele’s fabulous ensemble. A classic white button-down and stark heeled sandals are all you need to rock cut-offs without looking like you’re on a beach vacation. Pro tip: Button just one shirt button at your bust, like Steele did above, then cross one end over the other as you tuck them into your shorts to create the illusion of a flattering wrap top.

Shop similar styles: Polo Ralph Lauren Classic Oxford Shirt ($99); Agolde Criss Cross Shorts ($178); Jeffrey Campbell Dinero Sandals ($125)

Breezy silk lounge sets are every bit as comfy as your favorite sweatsuits but look infinitely more chic, making them a better option for weekend get-togethers or evening events. And Coterie member Grace Atwood knows exactly how to accessorize such a set—with sleek pointy-toe shoes, pearl earrings and a ladylike handbag—to combat the inherent PJ-vibes of loose silky staples. Thanks for the inspo, Grace!

Shop similar styles: Luyna Washable Silk Set ($248); Mejuri Pearl Hoop Earrings ($98); Simon Miller Snap Bag ($390); Nina 60 Crystal Patent Leather Heels ($89; $63)

Shanna Battle’s combination of a collared shirt, light-wash jeans and slip-on sneakers isn’t exactly revolutionary, but it is a foolproof ensemble for those days when you just want something easy to throw on and go. Feel free to have some fun with accessories, like a straw bag with a patterned scarf tied around the handle or a stack of colorful beaded bracelets. Or go ahead and keep things simple with a neutral-hued baguette bag and mini gold hoops.

Shop similar styles: Stateside Twist Button Shirt ($154); Abercrombie & Fitch ‘90s Straight Jeans ($89); J.Crew Sedona Basket Bag ($70); Olukai Ki‘ihele Sneakers ($100)

Those willing to go a little bolder, it’s time to break out your most vibrant, busiest patterned bottoms. Follow Teni Pascal’s lead and pair them with simple silhouettes in pastel hues, rather than pieces with complicated ruffles or pleats in eye-popping shades. Not sure which pastel to pick? Opt for a hue pulled directly from the pattern to ensure you won’t look like you got dressed in the dark.

Shop similar styles: Eloquii Cropped Top ($70); Rachel Antonoff Vinnie Skirt ($275; $165); Songbird Collection Bellini Earrings ($25); Raid Naya Heeled Sandals ($43)

A puff-sleeve or sweetheart neck blouse is the perfect pair for a mini, but can feel a bit much for a casual afternoon. Swap heels or platforms for sporty flat sandals and keep your jewelry and bag options on the simpler side for a cool weekend vibe.

Shop similar styles: Staud Lana Blouse ($195); Anthropologie Slim Mini Skirt ($148); Ancient Greek Sandals Scrunchie Eleftheria Sandals ($270)

Simple, chic and surprisingly comfy, tucking a simple tank into some high-waist trousers works well for so many occasions—weekend errands, rooftop dinners with friends, casual Fridays at the office (with a cardigan or blazer thrown over top). Use accessories to either dress things up or feel more casual.

Shop similar styles: WSLY The Rivington Top ($58); Pangaia 365 Sweatshirt ($180); Banana Republic Wide-Leg Pants ($120); Tory Burch Kira Chevron Bag ($598); Soludos Roma Sneakers ($139)

True, you may not want or need a jacket midday, but summer evenings are often much cooler than we anticipate. Drape a denim trucker over your shoulders for a little extra warmth and to really up your style factor.

Shop similar styles: Levi’s ‘90s Trucker Jacket ($98); Reformation Rosi Dress ($218); Mark & Graham The Essential Crossbody Bag ($99); Thousand Feel Classic Lace-Up Sneakers ($130)

You don’t need to get too wild or fancy to dress up your favorite pair of cool linen trousers. Simply follow Jeniese’s lead and switch your go-to plain T-shirt for a top with a more structured shoulder and knot a scarf around your head for a pop of color that won’t cause you to overheat. You don’t even need much in the way of accessories—just classic gold hoops and a swipe of bold lipstick, and you’ll be good to go.

Shop similar styles: Nordstrom Silk Scarf ($49); Eloquii Notch Collar Top Top ($55); Talbots Chambray Linen Pants ($109); Sam Edelman Hazel Heels ($140)

Last summer we adored wearing our matching button-up shirts and shorts all over town, and absolutely plan to break them out for a round two in summer ’22. This time, try wearing your shirt open like a jacket and layering a tank top or T-shirt on underneath. Then add some super-bright, sleek accessories and voilà! A comfy look that’s also supremely chic.

Shop similar styles: Frankies Bikini Coco Shirt ($130) and Coco Shorts ($105); Everlane The Pima Micro-Rib Crew T-Shirt ($40); Coach Mini Town Bucket Bag ($298; $120); Vince Olina Sandals ($200)

Shake up a classic summer ‘fit (white on white on white) by throwing in some pieces with exaggerated textures. This could be an open lace or crochet top, eyelet pants, a net tote bag or even feathered sandals.

Shop similar styles: Free People Rosarita Crochet Top ($148); M.M.LaFleur Better Than Denim Milo Pants ($254); Longchamp Le Pilage Filet Tote ($110); Franco Sarto Cruella Shoes ($99)

Get double the use out of your favorite wedding guest dresses, like Ty Alexander’s gorgeous ruffled maxi, by pairing them with casual weekend staples, like comfortable sneakers, crossbody bags or camp-inspired beaded bracelets. Keep your accessories to a minimum and swap a fancy up-do for an easier, more laidback style.

Shop similar styles: Show Me Your Mumu Samantha Wrap Dress ($198); Naturalizer Macayla Sneakers ($110; $90)