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There’s no need to be a summer bummer in 2021. Upgrade your seasonal wardrobe with a selection of staples including denim, sportswear, designer shades, and grail pieces that are guaranteed to grab compliments.

Everything we feature here has been hand-selected by our editorial team. When you purchase an item linked in our shopping guides, we may earn a small commission.

Cotton On Tapered Leg Jeans

With skinnies taking a breather, a sharp, relaxed pair of jeans is the boss. Extra points for the washed ecru hue.

$49.99 or 4 payments of $12.50*

Garrett Leight Kinney Sunglasses

Garrett Leight’s staple summer sunnies just dropped in an updated seasonal shade. 

$395.00 or 4 payments of $98.75*

Nike Blazer Low X Sneakers

A fresh take on the classic kicks, the Blazers complement all warm-weather ‘fits — from shorts and a printed shirt to a summer suit.

$95.00 or 4 payments of $23.75*

BATFOX MTB Cycling Helmet

Safety first! Whether you’re hitting the hills or just cruising around town, do it in this sleek helmet.

$59.08 or 4 payments of $14.77*

Old Navy Distressed Built-In Flex Jean Jacket

Denim jackets are a surefire way to beat the chill of a breezy summer evening, and look good doing it. 

$69.99 or 4 payments of $17.50*

Sundek Camo Print Swim Trunks

Forget scooping up flimsy swimwear that will barely make it through the season. Invest in the best courtesy of Sundek’s premium pieces. Which way to the beach?

$129.00 or 4 payments of $32.25*

Nike Dri-FIT Golf Victory Polo Shirt

Stay sweat-free on the course or court and look equally dapper at brunch with this elevated leisure piece. 

$55.00 or 4 payments of $13.75*

Vessi Cityscape Shoes

These lightweight sneaks are awesome enough on their own, but the fact that they’re 100% waterproof is a game-changer. 

$135.00 or 4 payments of $33.75*

Polo Ralph Lauren Twill Baseball Cap

Your phone, keys, and wallet may be the holy trinity of essential items, but come summer, add sun protection to the list courtesy of a cap. Don’t forget the SPF!

$45.00 or 4 payments of $11.25*

Rowing Blazers Block Stripe Rugby

Switch up your long-sleeve steez this summer with Rowing Blazers’ signature rugby — it’s a guaranteed way to elevate your athletic shorts. 

$195.00 or 4 payments of $48.75*

Osprey Manta 24 Backpack

Whether you’re a hiking aficionado or heading out on a day trip, a practical but trendy backpack is the ultimate power move. 

$160.00 or 4 payments of $40.00*

Adidas Go-To Five-Pocket Shorts

Stylish shorts are a summer staple, and this high-performance pair will look equally fresh for any occasion.

$80.00 or 4 payments of $20.00*

Crocs Classic Clogs

Surprised to see Crocs on this list? Don’t be — with celeb cosigns from the likes of Post Malone and Justin Bieber, they’re must-haves. 

$54.99 or 4 payments of $14.75*

Todd Snyder Sun-Faded Midweight Pocket Sweatshirt

Spice up your loungewear with a subtle shade of lilac to match the sun-drenched skies. 

$98.00 or 4 payments of $24.50*

Fossil Gen 5 The Carlyle Smart Watch in Stainless Steel

Take your wrist game to the next level with a bestselling smartwatch that keeps track of your workouts but is still sophisticated enough for a wedding.

$199.00 or 4 payments of $49.75*

Wavzs KT-1 Wireless Bluetooth Headphones

Known as the loudest Bluetooth headphones on the market, your listening experience just got a major boost. Push play and go!

$279.00 or 4 payments of $69.75*

Oakley Holbrook Collection Sunglasses

This reimagined take on Oakley’s signature lenses are polarized, protective, and pretty much the coolest frames around.

$163.00 or 4 payments of $40.75*

BoohooMan Twill Stripe Shirt Jacket and Short

Don’t let the ladies have all the fun — you can wear a two-piece set too, and this epic option from Boohoo is the perfect transitional ‘fit to ease you into a chilly night.  

$33.00 or 4 payments of $8.25*

G/FORE Misfit Joggers

Sweats in the summer? Yes, it’s a thing — especially when they’re made from luxe loopback terry.

$165.00 or 4 payments of $41.25*

Hey Dude Paul Chambray Shoes

Meet the all-purpose shoe that will see you through the season in style. Water-resistant and ultra-soft — a match made in shoe heaven.

$69.95 or 4 payments of $17.49*

*Terms and conditions apply. Prices are included for representative example only, and are subject to price and availability changes without notice. Taxes and platform fee, if applicable, are not included in this calculation.

Everything we feature here has been hand-selected by our editorial team. When you purchase an item linked in our shopping guides, we may earn a small commission.