With its athletic details and timeless design, Ralph Lauren's iconic rugby shirt captures the preppy yet sporty sensibility that has long defined the Polo brand.

$138 / $69.99 by Ralph Lauren

Everlane is extending its massive end-of-summer sale, which means this denim utility jacket is now even more affordable.

$178 / $125 by Everlane

Inspired by modernist architecture, Craighill's headphone stand is a timeless and sleek way to store your cans between uses.

$88 / $61 by Craighill

This best-selling, retro-vibe knit polo has a great texture and can easily be worn now and well into fall as the temperature dips. Grab it while it's marked down.

$119 / $79 by Bonobos

Kiehl's is offering 25% off sitewide right now, so get this cult-favorite eye cream that's proven to hydrate skin, soften fine lines and brighten darkness.

$62 / $46.50 by Kiehl's

A classic Nike style that's always in style, this cool cotton hoodie is cut for a relaxed fit from fleece-back cotton-jersey that's brushed for extra softness.

$60 / $30 by Nike

Inspired by classic rock-climbing shorts, these are crafted from the brand's durable, breathable stretch canvas that has moisture-wicking and temp-regulating benefits.

$88 / $52 by Proof

Polo makes some great chambray and denim shirts, but they rarely go on sale. This one is now marked way down, so take advantage of this opportunity.

$125 / $79.99 by Polo Ralph Lauren

Pulling inspiration from history's most iconic sunglasses, these polarized Passage Sunglasses are sustainably made to elevate any look.

$129 / $70 by Walden

Several of Seiko's sleek Presage watches are on sale. The automatic, stainless steel timepieces feature date windows and retro cocktail dials.

$450 / $354.98 by Seiko

Ready for new running shoes? Nike's popular Pegasus Plus is the spiritual successor to the Pegasus Turbo and is packed with ZoomX foam. And now it's deeply discounted.

$190 / $123.50 by Nike

This cotton canvas shirt jacket makes for a great in-between season piece. With three generous pockets and oversized buttons, it's a versatile item you'll wear a lot.

$150 / $90 by Service Works

Garment-dyed for a broken-in feel, these military-inspired shorts feature Corozo buttons and adjustable tabs at the waist, and they only get better with age.

$88 / $69.99 by Madewell

Ten Thousand makes some of the best workout gear on the market. And this breathable shirt features permanent silver ion anti-odor treatment and flatlock seams.

$58 / $34.80 by Ten Thousand

These can headphones deliver immersive sound whether you're listening to music or taking calls. And this is the lowest price we've ever seen them at.

$349 / $199.95 by Beats

Nike's C1TY sneaker is engineered with mesh uppers for breathability, while the reinforced sides and toe box help shield your feet from the elements.

$115 / $68.97 by Nike

This iconic cabinet's name comes from the Italian word for “modular”. The individual storage modules have a smooth sliding front door and several colors are now on sale.

$260 / $182 by Kartell

Made from molded birch plywood, this can be used vertically or horizontally to serve as a side or coffee table that holds magazines or a laptop table.

$345 / $276 by Offi

Boat shoes are enjoying a resurgence and this nubby suede take from Sperry offers a textural take that will easily transition into fall.

$130 / $94.99 by Sperry Top-Sider

J.Crew cut a handsome shirt-jacket from a lightweight linen-cotton blend that's perfect for layering and warmer weather.

$128.99 / $80.49
(w/code SHOPSALE)
by J.Crew

Todd Snyder's versatile sweater polo is crafted from a linen-cotton yarn. It's got a subtle luster and easy breathability so you can wear it now and well into the fall.

$328 / $164 by Todd Snyder

If you act fast, you can score some classic Levi's 501 jeans in a nice, natural wash on discount. Grab them before they're gone.

$79.50 / $69.99 by Levi's

One of the best board shorts on the market, these comfortable trunks are made from recycled fishing nets with performance-centered design details and smooth heat-sealed seams.

$168 / $101 by Outerknown

This rugged tote is built from unlined, heavyweight polyester canvas with a generous 40-liter capacity and an easy-access external slip pocket.

$115 / $63 by Carhartt WIP

Todd Snyder's take on the classic Champion sweatshirt is cut from an ultra-soft, mid-weight triple\0x2011layer French terry.

$98 / $44 by Todd Snyder

Cut from TENCEL for soft, breathable comfort and an easy drape, this short\0x2011sleeve shirt with an all\0x2011over print is a casual warm\0x2011weather essential.

$98 / $64.50 by J.Crew

Lululemon's training shorts are inspired by retro boxing shorts, cut from a smooth stretch satin in the perfect 5-inch inseam.

$88 / $69 by lululemon

This handsome Timex GMT boasts a stainless-steel case, rotating bezel and even a date window.

$209 / $146.99 by Timex

These handsomely luxurious pleated trousers are part of Madewell's “Milled in Italy” collection.

$148 / $119.99 by Madewell

The QD6 Series smart display from Hisense uses QLED-Quantum Dot color technology and is now at the best price of the year for a 75-inch screen.

$699.99 / $479.99 by Hisense

Our Place's hand-painted, porcelain plates have a subtle, modern style with a lip to keep all the messy stuff where it belongs while making it easy to stack.

$50 / $30 by Our Place

Dyed using real indigo, this 100% cotton button-up features a classic camp collar and vertical-stitch detailing along the placket and genuine shell buttons.

$88 / $74.99 by Madewell

Sporty and versatile, these crisp woven nylon shorts are made for easygoing daily comfort. They come in a range of colors, but this one's on sale.

$50 / $27.97 by Nike

Banana Republic's design team said they wanted this sweater polo to feel like the best vintage finds so they added a zig-zag texture stitch and a retro Johnny collar.

$90 / $54.99 by Banana Republic

Crafted with a blend of soft LiteRide foam that lets your feet melt into the sole and a thermoplastic EVA upper, these slides are just what you need at the end of a long day.

$59.99 / $39.99 by Crocs

Looking for that perfect “butter yellow” piece for summer? How about a vintage-inspired tee that's been washed for extra softness? There are plenty of other colors, too.

$39.50 / $24.99 by J.Crew

An easy crossbody sling bag for summer adventures, the roll top is reinforced with strong, lightweight Dyneema fibers and is expandable to hold everything you need.

$75 / $52.97 by Nike

Timex's Expedition Scout has been an excellent budget field watch for quite some time, but at this price? It's a crazy deal.

$71 / $42 by Timex

Gitman Vintage is offering a slew of their popular shirts for 25% off. Get one while sizes last.

$285 / $213 by Gitman Bros. Vintage

The Saucony Grid Jazz 9 is a classic sneaker with softened, neutral tones to round out any relaxed look, finished with proprietary GRID technology that provides all-day comfort.

$120 / $90 by Saucony

This sonic toothbrush is clinically proven to remove up to seven times more plaque than a standard brush, and the soft brush head with nylon bristles is gentle on gums.

$49.96 / $39.99 by Philips Sonicare

These Italian-made loafers are crafted with a suede leather outer and a comfortable, flexible leather sole, then finished with a classic leather trim.

$558 / $274 by Rubinacci x Todd Snyder

An oversized short-sleeve sweatshirt constructed from soft French terry.

$59.95 / $26.99 by Gap

The Beats Pill is a streamlined speaker that has up to 24 hours of battery life for all-day playback and can be used to charge your phone or other devices via a USB-C cable.

$149.95 / $99.95 by Beats

Apple AirPods Pro 2 ... you know them, you love them. And if you've been waiting to upgrade, now is the time to move because we've never seen the best-in-class buds for this low before.

$249 / $199 by Apple

Think Skims is just for the ladies? Men love the support and lightweight feel of the brand's boxer briefs. The only downside is that they're not cheap. But now you can try them for a steal.

$58 / $20.80 by Skims

Everlane made these tees to last, a durable knit with a dry feel and medium weight that will get softer over years of wear.

$45 / $27 by Everlane

A familiar summer sandal, updated in a fresh way. These Birks have a perforated suede upper, giving them a slight old school racing edge.

$130 / $65 by Birkenstock

Made from a soft, washed 100% cotton canvas, Madewell's utility pant features hidden double knees, a button-fly and a convenient coin pocket.

$128 / $59.99 by Madewell

Courant's popular CATCH:3 tray combines a powerful multi-coil, wireless charger with a familiar leather valet silhouette. It makes for a handsome and handy addition to any desk or entry table.

$175 / $105 by Courant

Looking for a low-profile sneaker for summer? This retro style from Gola is cut from a lightweight, breathable canvas and finished with a padded footbed that provides all-day comfort.

$70 / $56 by Gola

Abercrombie's baggy trouser offers a relaxed fit with a straight-leg silhouette, combining comfort and style for versatile everyday wear.

$90 / $69.99 by Abercrombie & Fitch

Designed by Aaron Levine, this vintage-inspired American-made sweatshirt has all the right details, a relaxed fit and a wash treatment that makes it incredibly soft.

$138 / $89 by Trumbull

Made with unlined Horween Chromexcel leather, these rugged slip-ons will take you anywhere, all spring and summer and well into next fall.

$395 / $256 by Rancourt & Co.

Gap's new “big oxford shirt” takes a menswear classic and runs it through a retro filter to give it the boxy, relaxed vibe of the perfect '90s style.

$59.99 / $9.99 by Gap

Lululemon's five-inch shorts blend lightweight, sweat-wicking fabric with a supportive mesh liner, offering comfort and performance for training.

$78 / $59 by Lululemon

Proof's bestselling 72-Hour Tee is woven from a super-soft merino wool blend that's breathable, moisture-wicking and naturally odor-resistant.

$78 / $67 by Proof

Inspired by Nike's original tennis shoe, the Killshot 2 gets refreshed with soft suede and a gum rubber outsole.

$100 / $70.97 by Nike

These straight-leg cargo pants are made with Flint and Tinder's famous 365 material with just a hint of stretch and are finished with oversized snap closure pockets.

$138 / $69 by Flint and Tinder

These nylon shorts from Nike have a nice five-inch inseam and are designed to keep up with your moves from the gym to the beach.

$45 / $39.97 by Nike

This relaxed shirt from Alex Crane is made from organic cotton and washed in an enzyme bath, so the fabric is soft from first wear.

$158 / $79 by Alex Crane

A pair of Italian-made Gucci sunglasses for half off? Not a bad deal, and with free shipping and returns, there's no reason not to try them, right?

$285 / $159.95 by Gucci

Get a staggering 40% off Filson's legendary trucker-style tin cloth jacket—a waxed-and-lined weatherproof classic that gets exponentially better with wear.

$350 / $215.40 by Filson

This boxy shirt is made from 100% organic cotton and finished with natural coconut buttons and frayed embroidery.

$240 / $51 by Percival

These archival '90s chinos are too good to be just 35 bucks. The relaxed straight pant is cut from a herringbone twill and has the perfect, effortless slouch.

$69.95 / $55 by Gap

Fear of God's fresh take on the classic sweatshirt has an oversized fit and is cut from a smooth cotton-jersey fabric with slim collars and cuffs.

$525 / $263 by Fear of God

It's hard to find a better summer footwear deal than a pair of iconic Birkenstock Arizonas.

$135 / $67.50 by Birkenstock

These lug sole shoes toe the line between preppy and hiker vibes, which makes them one the coolest things you can wear this season.

$140 / $31.98 by Sperry

The legendary Igloo's 70-quart injected molded cooler features extended ice retention, secure rubberized lid T-latches.

$299.99 / $233.99 by Igloo

A Levi's trucker jacket is a timeless staple that will always be in style. So when you can get it for this cheap, you jump at the chance.

$89.50 / $34.97 by Levi's

Classic leather loafers from Ralph Lauren—which you often see in his look books and ad campaigns.

$178 / $152.81 by Polo Ralph Lauren

Dyson's powerful V12 stand-up vac can be yours for half price if you buy a like-new refurbished model. It's guaranteed by the company so there's no quality concerns.

$649 / $369.99 by Dyson

A quilted design ensures warmth on chilly or windy days, while the folded down collar and water-resistant nylon stands up to rough weather.

$198 / $99 by Flint and Tinder

This lightweight knit merino sweater polo is even more affordable when you join Madwell's Insider program. It comes in three colors, but we're partial to the light blue.

$128 / $79.99 by Madewell

This is a jacket for days you want to be put-together but not feel restricted. Garment-dyed fabric with a lived-in feel from day one, there's also a bit of stretch making it even more comfortable.

$228 / $182 by Wills

The best stuff at Gap right now seems to be the archival-inspired pieces. Like these loose '90s-style chinos. It's a relaxed straight fit with an effortless slouch.

$69.95 / $55 by Gap

Classic 501s with a nice medium wash that will only get better the more you wear them.

$98 / $49.98 by Levi's

A near-perfect hoodie with a relaxed, double-layer hood, dropped shoulders, tapered sleeves and ribbed cuffs and hem, along with a generous kangaroo pocket.

$98 / $49 by Everlane

This would be a good price for one well-made portable lamp. But this is a set of two, with 10 hours of brightness and an easy touch sensor control on the top.

$49.99 / $26.99 by NEWSEE

This unstructured jacket is a blazer/work jacket hybrid. The dual-layered material offers some extra heft and insulation while still remaining breathable.

$298 / $188 by Taylor Stitch

The Cadillac of cutting boards rarely goes on sale. But Wayfair has a collection of Boos Block boards, like this solid maple one, currently marked way down. Take advantage.

$133.97 / $36.95 by John Boos

Lululemon's understated half-zip doesn't scream that it's overly technical. However, it's made with a merino wool-blend that has stretch for movement, along with thermoregulating and odor-stopping properties.

$168 / $84 by Lululemon

Anker's hardwearing and waterproof speaker gets you a full day's worth of music on a single charge. The sound is big, but the price now is pretty small.

$44.99 / $39.99 by Anker

A workwear-inspired shirt from Everlane that's cut from a 5.8 oz cotton that's brushed on both sides for a soft-but-abrasion-resistant finish.

$90 / $36 by Everlane

This rugged cruiser jacket is cut from a double-faced wool, meaning the fabric has two distinct sides—the interior of this jacket is brushed for softness.

$298 / $118.99 by J.Crew

This boiled wool jacket is a cross between a bomber and a shirt jacket and is ideal for layering now and wearing solo in early spring.

$248 / $69.99 by Madewell

Powered by ThermoChannel construction to lock in heat, this quilted puffer is made from stretchy fabric to keep you warm and agile in the cold.

$268 / $134 by Lululemon

This kit is the only way to get truly clear ice cubes in your home freezer. It's a worthy investment for any cocktail lover.

$57.99 / $46.98 by True Cubes

Everlane lined this overshirt with lofty "ReNew fleece" to make a cozy and dependable shirt jacket that's stylish and versatile.

$138 / $55 by Everlane

This vintage-inspired puffer jacket combines classic style with modern functionality, perfect for versatile layering. The water-resistant nylon shell offers plenty of protection from the elements, too.

$198 / $128 by Flint and Tinder

Universal Works took a cue from military uniforms to create this lightweight layer that utilizes an exclusive fabric for top-tier performance and a minimalist look.

$260 / $130 by Universal Works

L.L.Bean's softest fisherman's sweater is knit in a richly textured cable-knit style.

$98 / $64.99 by L.L.Bean