Preppy Hats

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1000+ items

Carrot Stitch & Stripe Baseball Cap

kapewithcream

$18.13

~~$22.67~~ (20% off)

Harvard University Bundle Ready to School Dad Hat

Sabia Creative Lab

$20.52

~~$24.14~~ (15% off)

Smile youre on camera Baseball Cap

theredfoxs

$20.15

~~$25.19~~ (20% off)

Avocado stripe & stitch Bucket Hat

kapewithcream

$20.61

~~$24.25~~ (15% off)

Vice Golf Ball Baseball Cap

elizabethlumbis

$20.15

~~$25.19~~ (20% off)

Margarita with Lime Sticker Dad Hat

PinkTequilaShop

$21.41

~~$25.19~~ (15% off)

Delaware lily floral U D Baseball Cap

field3

$20.15

~~$25.19~~ (20% off)

preppy watercolor bulldog Baseball Cap

emzzdesignzz

$18.47

~~$23.09~~ (20% off)

Glam Tiger, Preppy Leopard Bucket Hat

Ribeiro-Art

$27.67

~~$32.56~~ (15% off)

Preppy School Supplies, Preppy, Aesthetic, Pink, Leopard Print, Smile, Preppy Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

Westwood 75 Tee Baseball Cap

SunriseSupply

$20.99

~~$26.24~~ (20% off)

JJ MIKEY MAIZEN Bucket Hat

Trendy Design

$22.71

~~$26.72~~ (15% off)

I Love Learning! Bucket Hat

MargoMargan

$22.90

~~$26.94~~ (15% off)

K Preppy Varsity Letter Patch Dad Hat

Creative Brat Design Studio

$21.41

~~$25.19~~ (15% off)

totally stoned Bucket Hat

becartlienworld

$22.90

~~$26.94~~ (15% off)

Golf Logo Callaway Dad Hat

zakief

$21.41

~~$25.19~~ (15% off)

Yellow and Black Smiley Lightning Bolt Face Bucket Hat

jessicaleah15

$22.90

~~$26.94~~ (15% off)

Blondes Have More Fun 2 Dad Hat

lilywiik

$21.41

~~$25.19~~ (15% off)

American Flag Bucket Hat

Claire Dougherty

$24.80

~~$29.19~~ (15% off)

Cute Preppy Teddy Bear Baseball Cap

BUABUABUA

$20.15

~~$25.19~~ (20% off)

Preppy Room Decor - It's a Good Day to Have a Good Day Design Bucket Hat

Shop Your Aesthetic

$22.90

~~$26.94~~ (15% off)

Azulgranas Bucket Hat

NdwikTopDesign

$22.90

~~$26.94~~ (15% off)

"You Look Great" Collage (Washed Version) Bucket Hat

lilywiik

$22.90

~~$26.94~~ (15% off)

Truvy’s Beauty Spot — Steel Magnolias Bucket Hat

therealslimktie

$22.90

~~$26.94~~ (15% off)

Item preview, Preppy School Supplies, Preppy, Aesthetic, Preppy Black, Leopard Print, Smile, Preppy Aesthetic designed and sold by Inspired Life Creative.

Preppy School Supplies, Preppy, Aesthetic, Preppy Black, Leopard Print, Smile, Preppy Aesthetic Bucket Hat

Inspired Life Creative

$22.90

~~$26.94~~ (15% off)

Oh Toodles! Baseball Cap

meohmymagic

$20.15

~~$25.19~~ (20% off)

howdy boots - blue Baseball Cap

Julia Santos

$20.15

~~$25.19~~ (20% off)

Conch shell ? Dad Hat

Rylee Errrrr

$21.41

~~$25.19~~ (15% off)

Preppy Smiley Sticker Baseball Cap

pinkcoast

$20.15

~~$25.19~~ (20% off)

Blue Smiley Lightning Bolt Face Dad Hat

jessicaleah15

$23.19

~~$27.29~~ (15% off)

Grandmillennial art, Dogs having dinner party Dad Hat

SophieClimaArt

$26.76

~~$31.49~~ (15% off)

Black and Pink Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$21.83

~~$27.29~~ (20% off)

Electric Guitar Music Emoji Sticker Baseball Cap

MollyElynDesign

$21.83

~~$27.29~~ (20% off)

Golf Girlfriend Baseball Cap

Norawh

$20.15

~~$25.19~~ (20% off)

Pink and Green Stripes Bucket Hat

OneThreeSix

$22.90

~~$26.94~~ (15% off)

Lil Dicky Brain Baseball Cap

Cheer athletics sticker Dad Hat

stickers001

$21.41

~~$25.19~~ (15% off)

Blaugrana B01 Dad Hat

NdwikTopDesign

$21.41

~~$25.19~~ (15% off)

Pickleball Queen Baseball Cap

Alyssa Ernst

$20.15

~~$25.19~~ (20% off)

Little Miss RBF - Pink Baseball Cap

Jillian Henriques

$20.15

~~$25.19~~ (20% off)

Pumpkin patch cheetah preppy pink tis the season Baseball Cap

Yellowriversss

$20.15

~~$25.19~~ (20% off)

Stray Kids IN Group Y2K Preppy Blue Collage Design Dad Hat

HELL0WBELLO

$24.08

~~$28.34~~ (15% off)

Cute Teddy Bear Cool Bucket Hat

BUABUABUA

$22.90

~~$26.94~~ (15% off)

Cute Mushroom Frog Dad Hat

SunMoonMilk

$21.41

~~$25.19~~ (15% off)

Cherry flavored (red) Bucket Hat

kassiopeiia

$22.90

~~$26.94~~ (15% off)

Leopard Print Preppy Star Graphic Art Dad Hat

The secret storage room

$22.30

~~$26.24~~ (15% off)

Blaugrana B03 Baseball Cap

NdwikTopDesign

$20.15

~~$25.19~~ (20% off)

Balloon Animal Purple Blue Green Dog Cartoon Baseball Cap

libscreates

$20.99

~~$26.24~~ (20% off)

Preppy Aqua Golden Goose Super Star Sneakers Dad Hat

brookiecookie37

$23.19

~~$27.29~~ (15% off)

Golden Retriever Preppy Madras Field Hockey Dog Baseball Cap

emrdesigns

$19.31

~~$24.14~~ (20% off)

Black Lab Preppy Silhouette Bucket Hat

preppy summer solid color aqua blue mint green Bucket Hat

LEILA ART SPACE

$22.90

~~$26.94~~ (15% off)

Cheeky Monkey and pink orchids in chinoiserie room Bucket Hat

SophieClimaArt

$28.62

~~$33.68~~ (15% off)

The Cheetah with Our Golden Portrait Illustration | Cheetah 3d golden art Baseball Cap

KARTICK DUTTA

$20.15

~~$25.19~~ (20% off)

Blue Smiley Lightning Bolt Face Baseball Cap

jessicaleah15

$21.83

~~$27.29~~ (20% off)

Nantucket - The Grey Lady Baseball Cap

frankyou

$20.15

~~$25.19~~ (20% off)

Chris Evans & Sebastian Stan Hearts Dad Hat

DinoMars

$20.52

~~$24.14~~ (15% off)

I'm That Bitch - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic 2 Bucket Hat

Nossikko

$22.90

~~$26.94~~ (15% off)

I'm That Bitch - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic Dad Hat

Nossikko

$21.41

~~$25.19~~ (15% off)

JJ MIKEY MAIZEN Bucket Hat

Trendy Design

$22.71

~~$26.72~~ (15% off)

Do Epik Shit - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic 2 Dad Hat

Nossikko

$21.41

~~$25.19~~ (15% off)

Cute Patchwork Preppy Apples Back to School Teacher Student Bucket Hat

hemagamo

$21.37

~~$25.14~~ (15% off)

Do Epik Shit - Preppy Pink Quote - Girl Quote - Sassy Girl - Preppy Aesthetic Bucket Hat

Nossikko

$22.90

~~$26.94~~ (15% off)

Good Things Are Coming Sticker -Preppy Pink Quote - Girl Quote - Preppy Aesthetic Baseball Cap

Nossikko

$20.15

~~$25.19~~ (20% off)

Orange Smiley Lightning Bolt Face Dad Hat

jessicaleah15

$23.19

~~$27.29~~ (15% off)

I'm That Bitch | Preppy Pink Quote | Girl Quote Girly Quotes | Sassy Girl | Preppy Space Cowgirl Aesthetic Dad Hat

preppy pattern Bucket Hat

Colorfulman

$22.90

~~$26.94~~ (15% off)

YEEHAW! cowgirl boot Baseball Cap

Julia Santos

$20.15

~~$25.19~~ (20% off)

Nope, Blue Aesthetic, Patch, Preppy Blue, Preppy Aesthetic Dad Hat

Inspired Life Creative

$21.41

~~$25.19~~ (15% off)

Cute Preppy Pink Skeleton Bucket Hat

Inspired Life Creative

$21.41

~~$25.19~~ (15% off)

Preppy color palette striped | pastel preppy Bucket Hat

lausn

$23.09

~~$27.17~~ (15% off)

cute preppy pink Skull Dad Hat

Doooriginals

$21.41

~~$25.19~~ (15% off)

Take Me Away, Patch, Lips, Preppy Aesthetic Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

preppy skeleton Dad Hat

New-look-

$21.41

~~$25.19~~ (15% off)

Preppy Skeleton Baseball Cap

Doooriginals

$20.15

~~$25.19~~ (20% off)

M initial (grey) Baseball Cap

In My Glam Era Bucket Hat

Inspired Life Creative

$22.90

~~$26.94~~ (15% off)

preppy skeleton Dad Hat

IdeasDream

$21.41

~~$25.19~~ (15% off)

The Preppy Skeleton On The Swing Baseball Cap

DesignscapeWCF

$19.81

~~$24.77~~ (20% off)

XOXO Pink and Orange Cowboy Boots Baseball Cap

cerrutwendy

$20.15

~~$25.19~~ (20% off)

preppy skeleton Dad Hat

IdeasDream

$21.41

~~$25.19~~ (15% off)

Preppy Halloween Cat , Kitty Biscuits Spooky Season , Pumpkin Baking Graphic, Black Cat Fall Bucket Hat

To101ARt

$22.90

~~$26.94~~ (15% off)

The Preppy Skeleton On The Swing Bucket Hat

DesignscapeWCF

$22.51

~~$26.49~~ (15% off)

Bite Me, Patch, Heart, Aesthetic Blue Baseball Cap

Inspired Life Creative

$20.15

~~$25.19~~ (20% off)

Cute Preppy Pink Skeleton Baseball Cap

Doooriginals

$20.15

~~$25.19~~ (20% off)

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Preppy Hats

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