Crooner Caps

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310 items

Dean Martin Baseball Cap

VerdePlantTees

$21.83

~~$27.29~~ (20% off)

It's too late for me, I'm awake now Dad Hat

Primotees

$21.32

~~$25.08~~ (15% off)

Traditional Pop Crooner Big Band Music Legend Baseball Cap

KORARU-co

$20.15

~~$25.19~~ (20% off)

Crooner Legend Pop Vocalist Music Icon Dad Hat

BRWAS

$21.41

~~$25.19~~ (15% off)

Billy Eckstine Jazz Vocalist Crooner Baseball Cap

Engelbert Humperdinck Painted Effect T-Shirt and Sticker Baseball Cap

DiverseDazzle

$20.15

~~$25.19~~ (20% off)

Performer Radio Broadcast Portrait Baseball Cap

Matastuffmerch

$20.15

~~$25.19~~ (20% off)

Portrait Collage Tribute With Gold Lettering Dad Hat

Inkirra

$21.41

~~$25.19~~ (15% off)

Miller Road Singer Music Retro Portrait Cover Dad Hat

ALYGADesign

$21.41

~~$25.19~~ (15% off)

Vintage Jazz Singer Piano Bar Baseball Cap

chaddillard

$23.04

~~$28.80~~ (20% off)

Martin King Of Cool Dad Hat

KLERIKSTORE

$21.41

~~$25.19~~ (15% off)

Dean Martin Quote Painted HD Art Dad Hat

DiverseDazzle

$21.41

~~$25.19~~ (15% off)

Yellow Glow Style Actor Baseball Cap

WestcoastGhostt

$30.22

~~$37.78~~ (20% off)

Blue Glow Actor Baseball Cap

WestcoastGhostt

$30.22

~~$37.78~~ (20% off)

Glow Style Singer Baseball Cap

WestcoastGhostt

$30.22

~~$37.78~~ (20% off)

Retro Style Actor Baseball Cap

WestcoastGhostt

$30.22

~~$37.78~~ (20% off)

Silhouette Style Actor Dad Hat

Dean Martin King of Cool Vintage Tribute Baseball Cap

CatLovers Studio

$21.83

~~$27.29~~ (20% off)

Dean Martin King of Cool Vintage Tribute Dad Hat

CatLovers Studio

$23.19

~~$27.29~~ (15% off)

Frank sinatra Dad Hat

millerserenade

$23.19

~~$27.29~~ (15% off)

Frank sinatra Dad Hat

millerserenade

$23.19

~~$27.29~~ (15% off)

Frank sinatra Baseball Cap

millerserenade

$21.83

~~$27.29~~ (20% off)

Frank sinatra Baseball Cap

millerserenade

$21.83

~~$27.29~~ (20% off)

Frank sinatra Dad Hat

millerserenade

$23.19

~~$27.29~~ (15% off)

Frank sinatra Dad Hat

millerserenade

$23.19

~~$27.29~~ (15% off)

Release Me Vintage Lounge Singer Poster Art Baseball Cap

LukaRealm

$20.15

~~$25.19~~ (20% off)

Crooning Cowboy Carrot Baseball Cap

Cosmic-Chloe

$18.47

~~$23.09~~ (20% off)

Dan Flashes - high-end menswear Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

The Driving Crooner Dad Hat

SEJFX

$24.98

~~$29.39~~ (15% off)

Summer Holiday Nostalgia Melodies Tee - Timeless Crooner Dad Hat

AhliyWidener

$21.41

~~$25.19~~ (15% off)

The Velvet Rebel: Dean Martin Mid-Century Azure Portrait Dad Hat

Art's Diner

$19.62

~~$23.09~~ (15% off)

The Velvet Voice: Nat King Cole Luminous Jazz Impasto Portrait Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

The Summit: Frank, Sammy, and Dean Rat Pack Impasto Portrait Dad Hat

Art's Diner

$19.62

~~$23.09~~ (15% off)

You're Driving With The Driving Crooner, Baby! Baseball Cap

ChickenFund

$20.15

~~$25.19~~ (20% off)

You're Driving With The Driving Crooner, Baby! Dad Hat

ChickenFund

$21.41

~~$25.19~~ (15% off)

Driving Crooner Metal Band Baseball Cap

droppinggloves

$18.47

~~$23.09~~ (20% off)

He's about at his limit - Tamblay's Menswear Fashion & More Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Skeleton Jazz Singer – Vintage Gothic Crooner Skull Art Dad Hat

inkoutninja

$21.41

~~$25.19~~ (15% off)

Cranston - I Think You Should Leave Baseball Cap

acquiesce13

$25.02

~~$31.28~~ (20% off)

Pickleball Karaoke Crooner Dad Hat

BigPickleBalls

$19.62

~~$23.09~~ (15% off)

Elvis Presley Valentine Art – "All Shook Up" Black Suit Oil Painting Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Frog Crooner Singing into Vintage Microphone Baseball Cap

Samthecreator01

$18.47

~~$23.09~~ (20% off)

Driving Crooner Card Dad Hat

Lil Tecca Drawing Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Lil Tecca Pose Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Lil Tecca Bootleg Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Lil Tecca Pose Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Tec For Lil Tecca Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Retro Bootleg Design Lil Tecca Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Tecca Corporate Retreat 2025 Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Tecca Office Furnishings Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Office Furnishings Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Office Furnishings Blues Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Larboard Oaks Mansion Ghost Tour - Adults only tour after 10pm Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Larboard Oaks Mansion Ghost Tour - Adults only tour after 10pm Dad Hat

Primotees

$21.32

~~$25.08~~ (15% off)

Grinch 60s Motown Soul Singer - Smooth R&B Legend Parody Baseball Cap

heisergarziao

$20.15

~~$25.19~~ (20% off)

NEW SHAPE - The Chair Company Dad Hat

Pulperton

$19.62

~~$23.09~~ (15% off)

Tecca Chairs is a Scam Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Tecca Office Furnishings - high-performance office chairs Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Tecca Office Furnishings Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Vintage Rockabilly Style Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Summer Holiday Nostalgia Melodies Tee - Timeless Crooner Baseball Cap

FsoftGrow

$20.15

~~$25.19~~ (20% off)

The Gothic Crooner Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Tecca Office Furnishings Dad Hat

Primotees

$21.32

~~$25.08~~ (15% off)

Bart Harley Jarvis - I Think You Should Leave Baseball Cap

acquiesce13

$25.02

~~$31.28~~ (20% off)

Buble Snowman Dad Hat

Tinys Ti.ms Wh.o Did Not Die Dad Hat

CarolPooley

$21.41

~~$25.19~~ (15% off)

Radish Ballad: Holding Back the Veg Dad Hat

Rick London Gifts

$22.30

~~$26.24~~ (15% off)

Funny Monster Crooner Parody Design Dad Hat

hangmeart

$23.19

~~$27.29~~ (15% off)

The Driving Crooner I Think You Should Leave Baseball Cap

exuoevirg58

$20.15

~~$25.19~~ (20% off)

Crooner Elvis Rides A Rooster Baseball Cap

ManjaHein

$20.15

~~$25.19~~ (20% off)

Go.d B.less Tin.y Ti.m Whimsical Psychedelic Folk and Vintage Ukulele Inspired Artwork Dad Hat

BrennDaniel

$21.41

~~$25.19~~ (15% off)

The Driving Crooner Dad Hat

ElsaScheffl

$21.41

~~$25.19~~ (15% off)

Vintage Crooner Singing in a Man's World | PERFECT GIFT FOR YOU AND FRIENDS Dad Hat

TIBORTELEKY

$21.41

~~$25.19~~ (15% off)

Ti.n.y Ti.m Whimsical Ukulele Inspired Retro Artwork Baseball Cap

BrianaLarson

$20.15

~~$25.19~~ (20% off)

Palms, roads, freedom. Dad Hat

west-ilustra

$21.41

~~$25.19~~ (15% off)

Cruising the retro wave. Dad Hat

west-ilustra

$21.41

~~$25.19~~ (15% off)

Catnip Crooner: The Tabby Troubadour Baseball Cap

ForeverPrintsOK

$20.15

~~$25.19~~ (20% off)

Become a member.Get 25% off your first order.Plus other neat perks and exclusive savings to help you find the very thing.

Driving Crooner

Tim Robinson

I Think You Should Leave

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Crooner Caps

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Secure Payments

Free Return

Local Support

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