The Best New Menswear Under $250

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Polo Ralph Lauren

Straight-Leg Pleated Linen Drawstring Trousers

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Mr. P x Cubitts

Ischia Aviator-Style Acetate Sunglasses

Bather’s New Groove

The Canadian swimwear savants at Bather released their latest swim trunks, and the looser, shinier silhouette is good for so much more than splashing around.

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Bather

Iridescent Emerald Modern Trunk

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Buck Mason

Feel Flows Linen Striped Tee

$118

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adidas Originals

Green Samba Originals Sneakers

$100 $64 (36% off)

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Rainbow

301Alts Single Layer Arch Sandal

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Todd Snyder

5" Montauk Swim Trunk

$128

Todd Snyder

CDLP

Lightweight T-Shirt

$88 $62 (30% off)

CDLP

Image may contain Clothing Vest Knitwear Sweater and Undershirt

Noah

Twisted Yarn Sweater Vest

$198

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J.Crew

Short-Sleeve Viscose-Linen Blend Shirt

$98 $65 (34% off)

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Timex

Waterbury Traditional 39mm Watch

$189

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Levi's

568™ Loose Straight Carpenter Men's Jeans

$80 $70 (13% off)

Levi's

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RETROSUPERFUTURE

Off-White Gesto Sunglasses

Blue Balance

Nordstrom just unleashed a veritable bounty of summer-hued New Balance kicks. The 991’s comparatively streamlined silhouette makes it a no-brainer pairing with loose blue jeans.

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New Balance

Gender Inclusive Made in UK 991 v2 Sneaker

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Gap

Heavyweight Crewneck Sweatshirt

$60 $29 (52% off)

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Madewell

The 1991 Loose Straight Leg Jeans

$138

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Manresa

The Hartford Jacket

Manresa Clothing

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Knickerbocker

Bowery Fine Cotton Shirt

$195 $156 (20% off)

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Service Works

Classic Chef Pants

$99

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Kleman

Tan Alfan VV2 Derbys

$230 $173 (25% off)

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Frizmworks

OG Haworth One Tuck Pants

$115

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Massimo Dutti

Leather Sandals

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Sandlot Goods

6-Panel Vintage Flatbill

$45

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Alex Mill

Lucas Polo

$95

Over the last few seasons, menswear has increasingly embraced suede’s year-round soft power. Now, legendary American cobbler G.H. Bass is, too, serving up perhaps its greatest new style in years—a light suede boat shoe. Don’t slip up.

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G.H. Bass

Jetty II Suede Boat Shoes

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Taylor Stitch

The Apres Short

$94

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Corridor

Floral Lace SS Camp

J.Crew

Canvas Baseball Cap With "Chowda" Embroidery

$50 $40 (20% off)

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Batoner

Browsing T-Shirt Grey

$199

Haven Shop

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New Balance

TDS MT10T

New Balance

American Trench

Seersucker Easy Pant

$120

J. Press

New Balance

992 Suede Sneaker

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Tracksmith

Grand Short

Rowing Blazers

Chimi

04 Sunglasses

$175

Amazon

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Gap

Cable-Knit Sweater Vest

$88

Shoreline Summer

The summer trend we least expected? A return to the striped polos, barely-there flip-flops, and loose cargo shorts of Y2K-era summers past. It’s basically an O.C. redux, and naturally, Abercrombie is getting in on the fun.

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Abercrombie & Fitch

Premium Heavyweight Cropped Tank

$28

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Gap

11" Relaxed Cargo Shorts

$50 $29 (42% off)

Hari Mari

Fields Leather Sandal

$65

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Stan Ray

Pinstripe Cotton Button-Up Shop Jacket

$95

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Atlantic Coastal Supplies X J.Crew

Vintage-Wash Cotton Graphic T-Shirt

$50

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Bather

Pastel Daisy Swim Trunk

Nike

Cortez Leather Shoes

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FrizmWORKS

Buddy Harrington Jacket

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Polo Ralph Lauren

x Wimbledon Appliquéd Printed Cotton-Jersey T-Shirt

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Wtaps

Straight-Leg Cotton-Twill Trousers

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Sperry

X J.Crew Authentic Original two-eye boat shoes in roughout suede

Jersey Boys

The World Cup is still a year away, but Nike’s just-dropped Team USA jerseys are begging to be worn with baggy shorts and flip-flops while you perform a comprehensive audit of your local sports bar.

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Nike

USMNT 2025 Stadium Away (Men's Team)

$95

Carhartt WIP

Landon Wide-Leg Denim Shorts

$105

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Havaianas

Unisex-Adult Flip Flops

$26

Amazon

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RETROSUPERFUTURE

Multicolor Tutto Sunglasses

$230 $104 (55% off)

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Merz b. Schwanen

Loopwheeled Long Sleeve Henley

Division Road Inc.

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Uniqlo

Wide Chino Pants

$50

Uniqlo

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Zara

Leather Loafers

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New York Mets

Ripstop Camo 59FIFTY A-Frame Fitted

$56

New Era

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Skims

Classic Hoodie

$84

Skims

Les Tien

Wide-Leg Garment-Dyed Cotton-Jersey Sweatpants

$255 $153 (40% off)

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A.P.C.

Beige Danny Mules

$370 $185 (50% off)

The OOO Tote

With Memorial Day officially in the rearview, summer’s soft launch can begin in earnest—and we’re kicking it off by securing the bag we’ll be toting all season long.

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Amiacalva

Washed Canvas 6 Pockets Tote in White Medium

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3sixteen

Leisure Weave Shirt

$240

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Bather

Khaki Trippin' Beach Swim Trunk

Lyndon Eyewear

Shores Sunglasses

$145

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Studio Nicholson

Oversized Cotton-Jersey T-Shirt

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Abercrombie & Fitch

Baggy Trouser

Massimo Dutti

Leather sandals with Toe Divider

Our Legacy

Black Shelter Sunglasses

$280 $196 (30% off)

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Alex Mill

Garment Dyed Work Jacket in Linen

Buck Mason

Japanese Denim Full Saddle Jean

$228

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Astorflex

Patnoflex Loafer

$198

To a Tee

Finding the perfect tee is a never-ending journey —and these days, all roads lead to Merz B. Schwanen. The Berlin-based brand behind Jeremy Allen White’s go-to employs century-old loopwheel machines to craft perfectly cut, literally seamless tees.

Merz b. Schwanen

Classic T-Shirt- 2M15

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Bather

Cedar Ornate Bloom Swim Trunk

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Colbo

Taupe Double Tote

$275 $237 (14% off)

Abercrombie & Fitch

Modelo Soccer Jersey-Inspired Polo

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Skims

Mens Relaxed Straight Leg Pant

$78

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Kapital

Intarsia Cotton and Hemp-Blend Socks

$40

Ader Error

Tan Curve Sabot 02 Slip-on Loafers

$280 $157 (44% off)

RETROSUPERFUTURE

Red Caro Sunglasses

$190 $110 (42% off)

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Banana Republic

Standard-Fit Plaid Lace Resort Shirt

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Zara

Flowy Pleated Pants

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Kapital

Kountry Factory Printed Cotton-Twill Tote Bag

GU Diligence

The Japanese geniuses behind Uniqlo have launched a new label with some killer collaborations. Their latest link-up—with Seoul-born, London-based label Rokh—remixes staple tailoring via oversized proportions.

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Rokh

Knitted Polo Shirt

$30

GU-Global

COS

Elasticated Linen Wide-Leg Trousers

$120

COS

Dockers

Castaway Boat Shoe

$80 $65 (19% off)

DSW

Image may contain Clothing Knitwear Sweater Sweatshirt Long Sleeve and Sleeve

Massimo Dutti

100% Cotton Ribbed Knit Sweater

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Line of Trade

Corbin Service Jacket

$75

FrizmWORKS

Jungle Cloth Fatigue Pants

J.Crew

One-Eye Camp Shoes in Suede

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Nike

ACG "Canwell Glacier"

J.Crew

Washed piqué pocket T-shirt

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Skims

Classic Short

$68 $46 (32% off)

Skims

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Clarks

Beige Wallabee Slip-on Loafers

Brain Trust

Brain Dead—the Los Angeles-based design collective whose collabs quite literally never miss—has reunited with Adidas for a subversive take on tennis gear that is (unsurprisingly) an absolute ace.

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Brain Dead

x Adidas Logo-Flocked Embroidered Cotton-Jersey T-Shirt

Banana Republic

Loose Jean

$120

Shinola

Small Easy Canvas Tote

Shinola

Retrosuperfuture

Black Colpo Sunglasses

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Neighborhood

Logo-Embroidered Appliquéd Cotton-Jersey Sweatshirt

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Bather

Fig Swirl Swim Trunk

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COS

Slouchy Tote Bag

$190

COS

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Remi Relief

Convertible-Collar Checked Flannel Shirt

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Massimo Dutti

100% Linen Bomber Jacket

$190

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Buck Mason

Loomed Linen OG-107 Fatigue Pant

$188

Sebago

Taupe Alain Loafers

Jort Sighted

The Jort can be a perfect sunny-day staple—when properly executed. To avoid looking like a dad at Disneyland, focus on a wide-leg fit that hits right below the knee, and pair them with white socks, a deck shoe, and a boxy tee.

Nudie Jeans

Zeb Wide-Leg Organic Denim Shorts

$185

Zara

Man Deck Shoes

$249

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Polo Ralph Lauren

Navy Polo Bear Tote

$85

Wacko Maria

Brown 6 Panel Cap

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District Vision

Milli Ultralight Ripstop Hooded Jacket

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Literary Sport

Strand Short

Literary Sport

Salomon

Beige XT-6 GORE-TEX Sneakers

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Levi's

Type III Jacket

$248

Levi's

Timex

Marlin Manual Watch

$196

Amazon

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Gimaguas

Black Paolo Belt

Kotn

Rayan Denim

$148

Kotn

Bather

Raspberry Air Garden Swim Trunk

Noah

Summer Shaker Sweater

$228

Noah

Save Khaki United

The Weekend Chino

Save Khaki United

Stussy

Water Short in Cayenne

Two Missoni Ties

Missoni’s iconic, 100% silk tie designs are world-famous. And when its knitwear often costs more than $1,500, the ability to get two ties—in tonal-pink or blue chevron, depending on your mood—for under $250 feels like something worth shouting about.

Missoni

Set of Two 7cm Embroidered Silk-Jacquard Ties

Beams Plus

Striped Cotton-Jersey T-Shirt

$75

Nike

Cortez Suede and Leather-Trimmed Shell Sneakers

Frizmworks

Deck Ribbed Wool-Blend Zip-Up Cardigan

Still By Hand

Oversized Shirt in Blue Stripe

GAP

Extra Baggy Khakis

$70 $41 (41% off)

GAP

New Balance

990v6 Leather-Trimmed Suede and Mesh Sneakers

Alex Mill

Mill Shirt in Linen

$165

Tekla

Cotton Poplin Pyjamas Pant in Light Moss Stripes

$210

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Abercrombie & Fitch

Corvette Soccer Jersey-Inspired Polo

$80 $60 (25% off)

Timex

MK1® Hand-Wound 36mm Fabric Strap Watch

$229

Timex

Rocky’s Ray-Bans

A$AP Rocky’s first designs as the creative director of Ray-Ban just landed, and include these beefed-up Wayfarers, which the man himself was wearing when we interviewed him recently.

Ray-Ban

Mega Wayfarer Sunglasses

$266

Ray-Ban

Kardo

Ronen Embroidery Shirt in Flower

Salomon

XT-WHISPER in Ftw Silver/LunRoc/Slv C

Banana Republic

Leather Moc-Toe Loafer

Buck Mason

Engine Room Shirt

$168

Our Legacy

Twin Tongue Belt

$210

Our Legacy

Sebago

Portland Martellato Boat Shoes

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Akila

Black Ares Sunglasses

$160

Banana Republic

Linen-Cotton Ribbed Sweater Polo

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COS

Utility Crossbody

$89

FrizmWORKS

Comfortable Banding Seersucker Cargo Shorts

$110

Small Talk, Big Fits

Small Talk’s latest collection grafts the brand’s tactile, homespun sensibility onto an assortment of easy staples. Case in point? A simple white tank made special thanks to a soft, crinkled cotton.

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Small Talk

Crinkled Slim-Fit Cotton-Jersey Tank Top

$190

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COS

Relaxed Chainstitched Denim Overshirt

$165

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Zara

Leather Loafers

$139

Gap

VintageSoft Arch Logo Full-Zip Hoodie

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Alex Mill

The Perfect Weekday Tote

$175

Pangaia

365 Midweight Straight Leg Track Pants

Pangaia

Image may contain Suede Clothing Footwear Shoe Sneaker and Canvas

Nike

Field General Sneakers

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Wanze

Zip Blouson

$566

Lost & Found

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COS

Textured Knitted Cotton Polo Shirt

$99

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Stussy

Military Cargo Pant

Stussy

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Jaxxon

Tennis Chain Bracelet

$149

Jaxxon

Brain, Meet Brawn

Ever wish The Row made performance clothing? Enter Literary Sport, a new activewear label designed to keep you elegant while in motion, whether you’re going for a jog or just jogging to the bodega.

Literary Sport

Myles Short

Literary Sport

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Alex Mill

Sawyer Ribbed Henley Sweater

$215

Nike

Hayward Backpack

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Jacquemus

Brown 'The Artichaut' Bucket Hat

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Banana Republic

The White Lotus Poplin 2-Pocket Shirt

$110

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Jaxxon

Sunset Blvd Beaded Bracelet

$49

Jaxxon

Mfpen

Classic Shorts

$240

Noah

Cotton Sweater Cardigan

$248

Noah

Image may contain Clothing Shirt Dress Shirt Long Sleeve and Sleeve

J.Crew

Secret Wash Cotton Poplin Western Shirt

Akila

Pysche Sunglasses

Akila

COS

Belted Extra Wide-Leg Pants

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Abercrombie & Fitch

Premium Heavyweight 2.0 Tee

$40

Paul Smith

x Lee Mid-Wash Carpenter Pants

Paul Smith

Image may contain Clothing Shirt Long Sleeve Sleeve and Jersey

Bandit Running

Jacquard "BR" Collared Long Sleeve

$108

Bandit Running

Vans

Super Lowpro Shoe

$85

Vans

Red Hot Summer

Black Sambas, white Sambas, the choice has always felt… limited. Maybe that’s why we’re gravitating towards shades of burgundy, which have all the makings of the color of the season.

Adidas

Samba OG Suede-Trimmed Leather Sneakers

Image may contain Clothing Long Sleeve Sleeve Maroon Knitwear Sweater and Sweatshirt

Adidas

Track Crewneck

Sporty & Rich

Salomon

XT-6 Rubber-Trimmed Mesh Sneakers

Image may contain Clothing Knitwear Sweater Sweatshirt Long Sleeve Sleeve and Hoodie

COS

Striped Merino Wool Sweater

Image may contain Clothing Pants Home Decor Linen Coat and Jeans

No Maintenance

High Twist Full Zip Pants

$240

No Maintenance

Timex

Automatic 1983 E Line 34mm Leather Strap Watch

$209

Timex

Todd Snyder

Relaxed Denim Chino

$198

Todd Snyder

Pastel Priorities

Some sage wisdom? The basics experts at CDLP just updated their category-defining boxer briefs in, well, sage.

Alex Mill

David Windbreaker

NN07

Adam 3209 Pima Cotton-Jersey T-Shirt

Image may contain Clothing Shorts and Underwear

CDLP

Boxer Brief

$38

CDLP

Image may contain Clothing Knitwear Sweater Sweatshirt and Coat

18east

V-Neck Sweater Pullover

$248

18east

Image may contain Clothing Shirt and Dress Shirt

J.Crew

Slim Portuguese Cotton Oxford Dress Shirt

$148

Alex Mill

Standard Pleated Short In Chino

Image may contain Accessories Belt Buckle Blade Dagger Knife Weapon and Sword

Toga Virilis

Double Buckle Belt

Image may contain Clothing Shirt Long Sleeve Sleeve and Dress Shirt

Gap

Sunwashed Twill Big Shirt

Image may contain Accessories Jewelry Necklace Baby and Person

Walter Van Beirendonck

Daisy Necklace

LN-CC

Image may contain Clothing Shorts Pants and Jeans

Carhartt WIP

Denim Double Knee Shorts

$129

End Clothing

Image may contain Clothing Footwear Shoe Canvas Sneaker and Suede

Moonstar x Buck Mason

Deck Shoe

$158

Summer Sack

With all due respect to your beloved Patagonia duffel, this canvas tote has basically as many pockets, a tougher feel, and skews a little more beach-ready than its outdoorsy counterpart.

Alex Mill

Perfect Weekend Tote in Hemp Canvas

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MacMahon Knitting Mills

Handmade New York City S/S Crewneck

Blue in Green

Image may contain Clothing Footwear Shoe Boot and Cowboy Boot

Tecovas

The Rugged Square Toe

Tecovas

Image may contain Clothing Coat Jacket Long Sleeve Sleeve Blazer Shirt and Vest

Carhartt WIP

Michigan Canvas Coat

$208

Focus Logo-Print Cotton-Blend Jersey T-Shirt

Palmes

Waffle Stitch Zip Hoodie

$205

Image may contain Accessories Bracelet Jewelry and Necklace

Jaxxon

Rope Bracelet

$129

Jaxxon

Image may contain Clothing Footwear Sandal Shoe and Woven

Chamula

Cancun Huaraches

$146

Image may contain Clothing Coat Jacket Long Sleeve Sleeve and Blazer

Dickies

Patchwork Jacquard Eisenhower Jacket

Adidas

Superstar Sneaker

Image may contain Clothing Shirt Blouse TShirt and Coat

Banana Republic

Jacquard Stripe Resort Shirt