Preppy Style Caps

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1000+ items

Vintage Tennis Player Serving - Elegant One Line Art Dad Hat

KiwiRider

$21.37

~~$25.15~~ (15% off)

Preppy Fourth 4Th Grade Floral Coquette Bow Back To School Dad Hat

MaximilliaLa

$19.62

~~$23.09~~ (15% off)

Preppy Second 2Nd Grade Floral Coquette Bow Back To School Dad Hat

ripgoatclothing

$19.62

~~$23.09~~ (15% off)

Colorful Preppy Halloween Pumpkin Collection Dad Hat

RDGNR

$20.52

~~$24.14~~ (15% off)

Chocolate Brown Satin Coquette Bow Dad Hat

jianina-alondra

$19.62

~~$23.09~~ (15% off)

Make Today Amazing Growth Mindset Motivational Saying Funny Baseball Cap

Southern Belle Cute Blue Script Red Heart Graphic Baseball Cap

RahniNM

$19.14

~~$23.93~~ (20% off)

Colorful Smiley Flowers Retro Happy Floral Pattern Aesthetic Baseball Cap

NikBrin Prevail

$18.47

~~$23.09~~ (20% off)

Retro Vintage Groovy Lightning Bolt Boone Name Graphic Back To School Baseball Cap

DaphoLatara

$20.15

~~$25.19~~ (20% off)

Vintage Tennis Player Teddy Bear - Country Club Preppy Bear Dad Hat

Adhdbrainstudio

$19.62

~~$23.09~~ (15% off)

Classic Emerald Green Gingham Checkerboard Seamless Pattern Dad Hat

Angie-Atelier

$21.41

~~$25.19~~ (15% off)

Coquette Pink School Supplies Aesthetic Pattern Dad Hat

NinaVibeStudio

$19.62

~~$23.09~~ (15% off)

Smile With Confidence Cute Smiley Flowers Aesthetic Dad Hat

NikBrin Prevail

$19.62

~~$23.09~~ (15% off)

EVILx2 Varsity Athletic Patch Design Dad Hat

John O

$21.41

~~$25.19~~ (15% off)

Cute Cherry Igari Cutesy Y2K Bow Coquette Graphic Baseball Cap

VirginiaEdits

$18.47

~~$23.09~~ (20% off)

Im Just A Girl Pink Bow Soft Coquette Aesthetic Baseball Cap

Autumnn01

$18.47

~~$23.09~~ (20% off)

Too Cute Pastel Pink Bubble Letters Kawaii Coquette Art Dad Hat

Autumnn01

$19.62

~~$23.09~~ (15% off)

Vintage Pink Cherry Confidence Looks Cute On Me Retro Coquette Baseball Cap

Autumnn01

$18.47

~~$23.09~~ (20% off)

A Little Bit Dramatic - Cute Y2K Cherry Aesthetic Dad Hat

GunnuDesigns

$19.62

~~$23.09~~ (15% off)

Coquette Leopard Pattern Football Bow And Helmet Aesthetic Game Day Coquette Style Baseball Cap

Capisedo

$21.32

~~$26.66~~ (20% off)

Pink Coquette Aesthetic Ribbon Bows Handbags Pearl Jewelry Art Baseball Cap

Artemis & Woven Collective

$22.00

~~$27.50~~ (20% off)

Cute Preppy First Day of School Floral First Grade for Girls Baseball Cap

mjohnson9

$20.15

~~$25.19~~ (20% off)

Pink NY Baseball Cap - Cute Aesthetic Varsity Cap Sticker and Apparel Baseball Cap

PufferPhishDzn

$18.47

~~$23.09~~ (20% off)

AKA 1908 - This Is My Airport Shirt Dad Hat

Gbriel3

$21.41

~~$25.19~~ (15% off)

AKA 1908 - Pink & Green Ivy League AKA Gift Dad Hat

Gbriel3

$21.41

~~$25.19~~ (15% off)

AKA 1908 - Pink & Green Ivy League AKA Gift Dad Hat

Gbriel3

$21.41

~~$25.19~~ (15% off)

AKA 1908 - Pink & Green Ivy League AKA Gift Baseball Cap

Retro Vintage Club Varsity Lettering Athletic Heart Graphic Baseball Cap

Tokraz-art

$20.15

~~$25.19~~ (20% off)

Golden Retriever Vintage Collegiate Athletic Club Est. 1868 Dog Lover Tee Baseball Cap

PupPrintCo

$18.47

~~$23.09~~ (20% off)

Classic Teal and Grey Argyle Knit Pattern Baseball Cap

zenjiinspired

$20.15

~~$25.19~~ (20% off)

The Kennel Varsity '50 Dad Hat

Stillness store

$19.62

~~$23.09~~ (15% off)

Cherry Check | Cute Cherry Checkerboard Pattern | Coquette & Kawaii Aesthetic Baseball Cap

Shruz

$18.47

~~$23.09~~ (20% off)

Welcome Back To School First Day Teacher Girls Kids Coquette Baseball Cap

JamesCrArt

$18.47

~~$23.09~~ (20% off)

Nantucket Coastal Dogs Golden Retriever Dad Hat

Coastal Joy

$21.41

~~$25.19~~ (15% off)

Cute Red and Pink Hearts Grid Minimalist White Pattern Preppy Vibe with Pop of Pink Baseball Cap

Nantucket Coastal Dog Car Trip Watercolor Dad Hat

Coastal Joy

$21.41

~~$25.19~~ (15% off)

Mahjong Bird Bam Cheers Preppy Shirt Mah Jong Player Wine Baseball Cap

ArleneRowe

$18.47

~~$23.09~~ (20% off)

Cute Coquette Cherries Pink Bow Kawaii Aesthetic Baseball Cap

AestheticTrd

$18.47

~~$23.09~~ (20% off)

It Is My Birthday Girl Pink Tiara Leopard Bow Glitter Party Graphic Baseball Cap

raedattia

$20.15

~~$25.19~~ (20% off)

Life Checkpoint / Check Print - Bright Beige & Lime Plaid Baseball Cap

lifrary365

$20.15

~~$25.19~~ (20% off)

Pink Flamingo Tropical Beach Summer Fashion Baseball Cap

DewCreates

$20.15

~~$25.19~~ (20% off)

Cute Summer Duck Retro Vintage Pastel Animal Illustration Baseball Cap

bilal sibgui

$18.97

~~$23.72~~ (20% off)

Preppy Palm Tree Summer Vacation Beach Dad Hat

Auchi_Verse

$21.41

~~$25.19~~ (15% off)

Preppy Coastal Retro College Style Summer Beach Baseball Cap

Auchi_Verse

$20.15

~~$25.19~~ (20% off)

Y2K Calm Pastel Pink Tropical Graphic Baseball Cap

TrinovaCreates

$21.83

~~$27.29~~ (20% off)

Fresh Prints Tennis Club University Crest Poster Dad Hat

Matinez Pink

$19.62

~~$23.09~~ (15% off)

Meet Me By The Water Retro Beach Badge Dad Hat

Lobory

$21.05

~~$24.77~~ (15% off)

Meet Me By The Water Retro Beach Badge Dad Hat

Lobory

$21.05

~~$24.77~~ (15% off)

Bold Navy and Mustard Yellow Houndstooth Pattern Baseball Cap

zenjiinspired

$20.15

~~$25.19~~ (20% off)

Item preview, Funny Beagle Pool Party Summer Vacation Aesthetic Cute Dog Photography Retro Holiday Style Beach Lover Gift designed and sold by Kzara Visual.

Funny Beagle Pool Party Summer Vacation Aesthetic Cute Dog Photography Retro Holiday Style Beach Lover Gift Baseball Cap

Kzara Visual

$20.15

~~$25.19~~ (20% off)

Tropical leopard bloom Dad Hat

Stardust Closet

$19.62

~~$23.09~~ (15% off)

Item preview, French Bulldog Poolside Photography Print Pink Summer Resort Artwork Luxury Vacation Aesthetic Contemporary Coastal Inspired Decor designed and sold by Kzara Visual.

French Bulldog Poolside Photography Print Pink Summer Resort Artwork Luxury Vacation Aesthetic Contemporary Coastal Inspired Decor Dad Hat

Kzara Visual

$21.41

~~$25.19~~ (15% off)

Cute Preppy 2nd Grade Coquette First Day of School Kids Girl Baseball Cap

KristineLi

$18.47

~~$23.09~~ (20% off)

Cute Crab Beach Summer Coastal Coquette Aesthetic Baseball Cap

Velustro Shop

$20.15

~~$25.19~~ (20% off)

Coastal Padel Session Retro Sunset Racket Graphic Baseball Cap

Freshloop Studio | Whimsical Vintage Art

$18.47

~~$23.09~~ (20% off)

Bow Babe | Cute Blue Ribbon Coquette Typography Design Dad Hat

Rush2Buy

$19.62

~~$23.09~~ (15% off)

Item preview, Funny Dog Wall Art For Coastal Living Room Decor Fashion Pet Print Luxury Yacht Artwork Beach House Picture Coastal Vacation Home Poster designed and sold by Kzara Visual.

Funny Dog Wall Art For Coastal Living Room Decor Fashion Pet Print Luxury Yacht Artwork Beach House Picture Coastal Vacation Home Poster Dad Hat

Kzara Visual

$21.41

~~$25.19~~ (15% off)

Super Honey Retro Daisy Lightning Bolt Baseball Cap

The secret storage room

$20.99

~~$26.24~~ (20% off)

Dockside Harbor Club Vintage Nautical Badge Baseball Cap

AHK18

$21.83

~~$27.29~~ (20% off)

Preppy Leopard Pencil Bow Coquette Teacher Back to School Baseball Cap

clothesy7

$19.64

~~$24.56~~ (20% off)

Retro Distressed Smiley Face Lightning Bolt Baseball Cap

The secret storage room

$20.99

~~$26.24~~ (20% off)

Trendy Cheetah Leopard Print Ghost Wearing Black Witch Hat Holding Halloween Pumpkin Dad Hat

EricCotanori

$21.41

~~$25.19~~ (15% off)

Retro Coastal Grandpa Aesthetic Beach Sunset Surf Club Vintage Summer Art Dad Hat

MartBook

$19.62

~~$23.09~~ (15% off)

GT Monogram Gin and Tonic Leisure Club Vector Art Dad Hat

Cozy-Old-Pub

$21.41

~~$25.19~~ (15% off)

Girls' Generation Collegiate Varsity Crest | SNSD Inspired Academic Core Design Dad Hat

Meivelle

$20.52

~~$24.14~~ (15% off)

Malibu Coastal Living Vintage Sunset Club Dad Hat

MWSailingClub

$20.52

~~$24.14~~ (15% off)

Chocolate Brown and Cream Classic Houndstooth Pattern Dad Hat

zenjiinspired

$21.40

~~$25.19~~ (15% off)

The Perfect Pear Coquette Ribbon Aesthetic Dad Hat

Akira Design Store

$26.14

~~$30.75~~ (15% off)

Coquette Lobster Bow For Bright Coastal Summer Days Dad Hat

FreshVibe Prints

$21.41

~~$25.19~~ (15% off)

Cozy Baked Apple Red Winter Plaid Pattern Baseball Cap

zenjiinspired

$20.15

~~$25.19~~ (20% off)

Golden Hour Margarita Club Luxury Monogram Letter M Minimalist Aesthetic Graphic Dad Hat

Cozy-Old-Pub

$21.41

~~$25.19~~ (15% off)

Preppy Coastal Style with Raccoon - Beach Bum Bandit Dad Hat

Giddy Bear Gifts

$19.62

~~$23.09~~ (15% off)

Preppy Coastal Style with Sea Otter - Beachside Mischief Baseball Cap

Giddy Bear Gifts

$18.47

~~$23.09~~ (20% off)

Back to School Better Than Yesterday Coquette Varsity Bow Aesthetic Dad Hat

VibeQuill

$19.62

~~$23.09~~ (15% off)

Preppy Coastal Style Zebra in Floaty Baseball Cap

Giddy Bear Gifts

$18.47

~~$23.09~~ (20% off)

Varsity Training Squad AC Athletic Club Vintage Ivy League Crest Baseball Cap

Melian Vintage

$20.15

~~$25.19~~ (20% off)

Oakridge Tennis Club - Retro Country Club Aesthetic Baseball Cap

Melian Vintage

$20.15

~~$25.19~~ (20% off)

Cute Coquette Golf Bows Preppy Pastel Collage Baseball Cap

DariaOltes

$20.15

~~$25.19~~ (20% off)

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Preppy Style Caps

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