Playful Nostalgia Caps

1000+ items

Fortress Of Naps No Monsters Allowed Bedroom Dad Hat

TeeARTHY

$21.41

~~$25.19~~ (15% off)

Two Child Statues Sitting on a Bench Against a Rustic Wall in a Sunny Courtyard Baseball Cap

Nmallia

$18.47

~~$23.09~~ (20% off)

D Gari Orange Retro Smiling Boy Food Logo Baseball Cap

Jarekjutec

$22.67

~~$28.34~~ (20% off)

Electric Y2K Flip Phone Pop Art Burst Baseball Cap

Ashleigh David

$18.47

~~$23.09~~ (20% off)

Just Roll With It – Neon Retro Roller Skates Aesthetic Design Baseball Cap

Apotheosis by Irie Meraki

$20.15

~~$25.19~~ (20% off)

Groovy LOVE Pool Ball Retro Flower Dad Hat

CosmoWaderty

$21.41

~~$25.19~~ (15% off)

Skippy Rabbit Death To Tyrants Baseball Cap

Ktbehhorns

$20.15

~~$25.19~~ (20% off)

I Knew It, I Knew You Friendship Bracelet Baseball Cap

TT Design & Creative Studio

$22.67

~~$28.34~~ (20% off)

Illustration - Cartoon Duck, Playful and Childlike Ambiance Baseball Cap

AnimeShin

$21.83

~~$27.29~~ (20% off)

Warning Don't Grow Up It's A Trap Funny Adulthood Life Humor Quote Baseball Cap

JonesFlora2025

$25.19

~~$31.49~~ (20% off)

Playful Character Silly Face Monochrome Baseball Cap

SomeHitori

$20.15

~~$25.19~~ (20% off)

Warning Don't Grow Up It's A Trap Adulthood Humor Childhood Nostalgia Youth Gift Baseball Cap

HumansStuck12

$25.19

~~$31.49~~ (20% off)

It's Weird Being The Same Age As Old People – Funny Aging Quote Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Naughty By Nature – Patriotic Baseball Heart Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Pop‑Art Puppy Explosion Baseball Cap

ZolaDesings

$18.47

~~$23.09~~ (20% off)

Furby Techno Legacy Poster Graphic Design Art Print Dad Hat

KielRusselI

$24.98

~~$29.39~~ (15% off)

Naughty By Nature – Patriotic Baseball Heart Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Cassette Tape Cat Retro 90s Mixtape For Music Lovers Dad Hat

roarsomethings

$19.98

~~$23.51~~ (15% off)

Adventure Time Jake the Dog Mens Baseball Cap

stickerjiggel

$19.31

~~$24.14~~ (20% off)

Small Toys Created Massive Memories Baseball Cap

pradeepvisuals

$20.15

~~$25.19~~ (20% off)

I Used to Be a Man Trapped in a Woman's Body Then I Was Born – Vintage Laugh Factory Vibes Dad Hat

JonesFlora2025

$26.76

~~$31.49~~ (15% off)

I Used to Be a Man Trapped in a Woman's Body Then I Was Born – Vintage Laugh Factory Vibes Dad Hat

RetroMini2026

$26.76

~~$31.49~~ (15% off)

I Used to Be a Man Trapped in a Woman's Body Then I Was Born – Retro Comedy Energy Forever Dad Hat

RetroMini2026

$26.76

~~$31.49~~ (15% off)

Don't Grow Up It's A Trap Childhood Nostalgia Funny Adulting Dad Hat

HumansStuck12

$26.76

~~$31.49~~ (15% off)

Spookiz Party Poster Design Today Graphic Art Fun Baseball Cap

IvelisseTrumb

$21.83

~~$27.29~~ (20% off)

Toy Story Aliens Poster Design Today Graphic Art Dad Hat

IvelisseTrumb

$23.19

~~$27.29~~ (15% off)

TIDDLYWINKS APPRECIATION SOCIETY Dad Hat

Moko7

$21.41

~~$25.19~~ (15% off)

Rubber Duck Bath Time Pattern Baseball Cap

Owcomm

$20.15

~~$25.19~~ (20% off)

Retro Cowboy Friendship Bracelet Infinity And Beyond Toy Nostalgia Fan Design Baseball Cap

DienesAngele

$20.99

~~$26.24~~ (20% off)

Floor Is Lava Champion Dad Hat

Frank Ring

$21.41

~~$25.19~~ (15% off)

Floor Is Lava Champion Baseball Cap

Frank Ring

$20.15

~~$25.19~~ (20% off)

Kawaii Pastel Boombox with '90s Mix Tape Sticker Baseball Cap

KawaiRewind

$18.47

~~$23.09~~ (20% off)

Take A Ride Back To The Good Days Baseball Cap

pradeepvisuals

$20.15

~~$25.19~~ (20% off)

Row Of Yellow Rubber Duck Toys Lined Up Evoking Playful Bath Time And Childhood Memories Baseball Cap

Nmallia

$18.47

~~$23.09~~ (20% off)

Arcade Prizes Retro Shirt Dad Hat

SoftSproutstu

$21.41

~~$25.19~~ (15% off)

Vintage Apple Car Road Trip Escape Plan Cartoon Design Dad Hat

RRMadeArt

$21.41

~~$25.19~~ (15% off)

Castores Hermanos Beaver Cartoon Poster Design Today Graphic Dad Hat

JeanMason51

$21.41

~~$25.19~~ (15% off)

Angry Beavers Sunglasses Cartoon Poster Design Today Graphic Dad Hat

LisaAlma

$21.41

~~$25.19~~ (15% off)

Splash Mountain Cartoon Adventure Poster Design Today Graphic Dad Hat

LisaAlma

$21.41

~~$25.19~~ (15% off)

Six Seven Pixel Squad Retro Gaming Chaos and Arcade Fun Baseball Cap

FGTV2021

$20.99

~~$26.24~~ (20% off)

Colorful Pixel Character Collection Retro Arcade Chaos Collage Baseball Cap

FGTV2021

$20.99

~~$26.24~~ (20% off)

Angry Beavers Purple Burst Poster Design Today Graphic Dad Hat

SharoKayd

$21.41

~~$25.19~~ (15% off)

Ed Edd Eddy Cartoon Trio Poster Design Today Dad Hat

SharoKayd

$21.41

~~$25.19~~ (15% off)

Angry Beavers Pop Art Cartoon Poster Design Today Dad Hat

SharoKayd

$21.41

~~$25.19~~ (15% off)

Angry Beavers Dangerous Hungry Cartoon Poster Design Today Baseball Cap

SharoKayd

$20.15

~~$25.19~~ (20% off)

Angry Beavers Daaamm Funny Cartoon Poster Design Today Dad Hat

SharoKayd

$21.41

~~$25.19~~ (15% off)

Felix Minute Mouse Cartoon Poster Design Today Graphic Baseball Cap

GodfreyCorkery

$20.15

~~$25.19~~ (20% off)

Retro 90s Cartoon Smirking Golden Retriever Prankster Baseball Cap

DuckOddity

$20.48

~~$25.61~~ (20% off)

Daggett Yellow Cartoon Character Poster Design Today Graphic Baseball Cap

JohnCarmichael

$20.15

~~$25.19~~ (20% off)

Norbert Bonnie Year Poster Cartoon Design Today Graphic Dad Hat

JohnCarmichael

$21.41

~~$25.19~~ (15% off)

Norbert Grey Vintage Cartoon Poster Design Today Graphic Dad Hat

JohnCarmichael

$21.41

~~$25.19~~ (15% off)

Norbert Round Vintage Cartoon Poster Design Today Graphic Baseball Cap

JohnCarmichael

$20.15

~~$25.19~~ (20% off)

Daggett Closeup Cartoon Character Poster Design Today Graphic Dad Hat

JohnCarmichael

$21.41

~~$25.19~~ (15% off)

Norbert Wooden Stump Cartoon Poster Design Today Graphic Dad Hat

JohnCarmichael

$21.41

~~$25.19~~ (15% off)

Admit It You'll Miss Me 6-7 Times This Summer Cute Coquette Dad Hat

mjohnson9

$21.41

~~$25.19~~ (15% off)

Playful Cloud Bears & Magical Baseball Cap

BrynjáShop

$18.47

~~$23.09~~ (20% off)

Oklahoma Retro Cassette Tape Graphic Poster Design Today Dad Hat

JayiaGribbleu

$21.41

~~$25.19~~ (15% off)

I Don’t Always Watch Cartoons oh wait yes i do. Dad Hat

peteys71

$21.41

~~$25.19~~ (15% off)

Pink kitty Baseball Cap

charreadyarts1

$18.47

~~$23.09~~ (20% off)

I Don’t Always Watch Cartoons oh wait yes i do. Baseball Cap

peteys71

$20.15

~~$25.19~~ (20% off)

Raised on Neglect and Cartoons Retro Colorful Typography Dad Hat

CoastalEmp

$21.41

~~$25.19~~ (15% off)

Little fox, wax crayon drawing on lined paper Baseball Cap

Mauswohn

$19.31

~~$24.14~~ (20% off)

retro boombox stereo Baseball Cap

Mudikeys

$26.87

~~$33.58~~ (20% off)

Offline Club Y2K Flip Phone Baseball Cap

SambaStr

$18.47

~~$23.09~~ (20% off)

Retro Robot ERROR 1984: Too Cool To Compute Baseball Cap

CosyCush

$18.47

~~$23.09~~ (20% off)

Colorful Retro TV with Geometric Chaos Dad Hat

AnnArtshock

$23.37

~~$27.50~~ (15% off)

Retro TV with 80s geometric shapes Dad Hat

AnnArtshock

$23.37

~~$27.50~~ (15% off)

Mini Pollution Baseball Cap

Sibyl-Arts

$20.15

~~$25.19~~ (20% off)

Item preview, “School House Rock!” inspired retro typography design featuring bold, chunky yellow lettering with hand-drawn texture and comic-style shading. Isolated on a transparent background designed and sold by PIXEL POP DESIGNS - Beyond the Norm!.

“School House Rock!” inspired retro typography design featuring bold, chunky yellow lettering with hand-drawn texture and comic-style shading. Isolated on a transparent background Dad Hat

PIXEL POP DESIGNS - Beyond the Norm!

$21.94

~~$25.82~~ (15% off)

I chill harder than you party Baseball Cap

lexthelord

$18.82

~~$23.53~~ (20% off)

After Awhile Crocodile Dad Hat

theartfulaspie

$21.41

~~$25.19~~ (15% off)

Pink Glitch Ampersand Stars Symbol Dad Hat

powersunlight

$19.62

~~$23.09~~ (15% off)

Pink Glitch Ampersand Stars Symbol Dad Hat

powersunlight

$19.62

~~$23.09~~ (15% off)

Fortune Teller Paper Game Indie Pop Opalite Inspired Aesthetic Design Dad Hat

creatingmouseshop

$21.41

~~$25.19~~ (15% off)

Cheech Wizard Baseball Cap

Agencyau

$21.83

~~$27.29~~ (20% off)

80 For The Children Dad Hat

Agencyau

$23.19

~~$27.29~~ (15% off)

Quack Chaos: Midnight Bath Pattern Dad Hat

Jimakmo

$21.41

~~$25.19~~ (15% off)

Polished Glass Marbles Nostalgic Texture Pattern Baseball Cap

pinkal

$20.15

~~$25.19~~ (20% off)

Hand Bunny Shadow Puppet – Playful Light and Shadow Illustration Baseball Cap

EmeraldeaArt

$18.47

~~$23.09~~ (20% off)

What If I’m Just Not Feral Enough Retro Feral Raccoon Baseball Cap

krystalRomanart

$21.83

~~$27.29~~ (20% off)

"Retro Gaming Console Character" Dad Hat

Dogandesighn

$21.41

~~$25.19~~ (15% off)

"Retro Cassette Player Character" Baseball Cap

Dogandesighn

$20.15

~~$25.19~~ (20% off)

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Playful Nostalgia Caps

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