Sell on Zazzle

Popular Funny Retirement Hats & Caps

358 results
I'm Retired! Trucker Hat
I'm Retired! Trucker Hat
Price£18.75
Relax I'm Retired! Trucker Hat
Relax I'm Retired! Trucker Hat
Price£18.75
Custom Dad Golf Hat - Personalized Embroidered Cap
Custom Dad Golf Hat - Personalized Embroidered Cap
Price£26.25
I'm A Classic Trucker Hat
I'm A Classic Trucker Hat
Price£18.75
Enjoy Being Retired Trucker Hat
Enjoy Being Retired Trucker Hat
Price£18.75
Enjoy Being Retired Trucker Hat
Enjoy Being Retired Trucker Hat
Price£18.75
If These Are Golden Years Why Do I Feel So Rusty? Trucker Hat
If These Are Golden Years Why Do I Feel So Rusty? Trucker Hat
Price£18.75
Retired Professor Retirement Happier Trucker Hat
Retired Professor Retirement Happier Trucker Hat
Price£18.75
Retirement Plan Fishing Trucker Hat
Retirement Plan Fishing Trucker Hat
Price£18.70
2011 Retirement Trucker Hat
2011 Retirement Trucker Hat
Price£18.75
I'm not retired i'm a professional grandpa trucker hat
I'm not retired i'm a professional grandpa trucker hat
Price£18.75
Funny Its Not A Good Party Until The Cops Show Up Trucker Hat
Funny Its Not A Good Party Until The Cops Show Up Trucker Hat
Price£19.65
Senior Discount Please! Trucker Hat
Senior Discount Please! Trucker Hat
Price£16.80
funny tugboat trucker hat
funny tugboat trucker hat
Price£17.70
EAT SLEEP BEACH REPEAT vintage party trucker hat
EAT SLEEP BEACH REPEAT vintage party trucker hat
Price£17.50
Geezerville Funny Message Hat
Geezerville Funny Message Hat
Price£21.20
Fun THEY SEE ME GOLFIN' THEY HATIN' Retired Trucker Hat
Fun THEY SEE ME GOLFIN' THEY HATIN' Retired Trucker Hat
Price£18.75
I still like to look at girls-hat trucker hat
I still like to look at girls-hat trucker hat
Price£17.70
Vintage Lineman Sunset Retro Trucker Hat
Vintage Lineman Sunset Retro Trucker Hat
Price£17.50
Funny Retired Police Officer-Give It Arrest Trucker Hat
Funny Retired Police Officer-Give It Arrest Trucker Hat
Price£19.65
Old Fart English style Trucker Hat
Old Fart English style Trucker Hat
Price£17.70
How the hell did I get this old? Trucker Hat
How the hell did I get this old? Trucker Hat
Price£17.70
Senior Citizen Embroidered Hat
Senior Citizen Embroidered Hat
Price£24.80
Kamikaze retired trucker hat
Kamikaze retired trucker hat
Price£17.70
I know it all, I just can't remember it all at ... Trucker Hat
I know it all, I just can't remember it all at ... Trucker Hat
Price£17.70
What Do You Call a Person Who's Happy On Monday? Trucker Hat
What Do You Call a Person Who's Happy On Monday? Trucker Hat
Price£17.70
Not In Service Trucker Hat
Not In Service Trucker Hat
Price£17.70
Cool Pickleball Paddle Sports Rainbow Trucker Hat
Cool Pickleball Paddle Sports Rainbow Trucker Hat
Price£18.75
"O-FISH-ALLY Retired:Proud, Free, and Fishing 2025 Trucker Hat
"O-FISH-ALLY Retired:Proud, Free, and Fishing 2025 Trucker Hat
Price£17.70
Funny fishing saying trucker hat
Funny fishing saying trucker hat
Price£18.55
Retired 2025 Not my Problem Any More, Fishing Trucker Hat
Retired 2025 Not my Problem Any More, Fishing Trucker Hat
Price£18.20
Retired Woo Hoo With Vintage Sunset Trucker Hat
Retired Woo Hoo With Vintage Sunset Trucker Hat
Price£17.70
You're escaping, leaving trucker hat
You're escaping, leaving trucker hat
Price£17.90
Fishmore & Campsome, Retirement Specialists, cap
Fishmore & Campsome, Retirement Specialists, cap
Price£17.70
I Don't Know How To Act My Age Trucker Hat
I Don't Know How To Act My Age Trucker Hat
Price£18.75
Officially Retired Trucker Hat
Officially Retired Trucker Hat
Price£17.70
Retired a person who is happy on Mondays Trucker Hat
Retired a person who is happy on Mondays Trucker Hat
Price£21.25
Vintage Retired 2025 Retirement Men Women Trucker Hat
Vintage Retired 2025 Retirement Men Women Trucker Hat
Price£19.90
The Legend Has Officially Retired, Retired 2023 Trucker Hat
The Legend Has Officially Retired, Retired 2023 Trucker Hat
Price£19.90
Retirement Retired 2026 Not My Problem Anymore Trucker Hat
Retirement Retired 2026 Not My Problem Anymore Trucker Hat
Price£19.90
Funny Narrowboats Canal Boats British Cannel M Trucker Hat
Funny Narrowboats Canal Boats British Cannel M Trucker Hat
Price£17.70
I'am A Pilot I Can't Fix Stupid But Funny Pilot Trucker Hat
I'am A Pilot I Can't Fix Stupid But Funny Pilot Trucker Hat
Price£18.50
Funny fishing saying trucker hat
Funny fishing saying trucker hat
Price£18.55
fishing is my retirement plan vintage trucker hat
fishing is my retirement plan vintage trucker hat
Price£18.55
fishing is my retirement plan vintage trucker hat
fishing is my retirement plan vintage trucker hat
Price£18.55
cycling is my retirement plan quote trucker hat
cycling is my retirement plan quote trucker hat
Price£18.55
I Have A Retirement Plan I Plan To Go Geocaching Trucker Hat
I Have A Retirement Plan I Plan To Go Geocaching Trucker Hat
Price£18.75
The Older I Get The Harder It Is To Find My Balls Trucker Hat
The Older I Get The Harder It Is To Find My Balls Trucker Hat
Price£18.70
Never Underestimate An Old Man With A Ham Radio Trucker Hat
Never Underestimate An Old Man With A Ham Radio Trucker Hat
Price£18.75
You Know You're Old Funny Quote Trucker Hat
You Know You're Old Funny Quote Trucker Hat
Price£18.75
The Queen Has Retired Classy Chic Pink Flamingo Trucker Hat
The Queen Has Retired Classy Chic Pink Flamingo Trucker Hat
Price£17.70
Humourous golf hat hole in one club
Humourous golf hat hole in one club
Price£18.10
Going Outside is Highly Overrated Basic Cool Text. Trucker Hat
Going Outside is Highly Overrated Basic Cool Text. Trucker Hat
Price£20.45
Retired Pharmacist Pharmacy Retirement Way Happier Trucker Hat
Retired Pharmacist Pharmacy Retirement Way Happier Trucker Hat
Price£18.75
I'm Old If You Don't Like My Driving Sarcasm Lover Trucker Hat
I'm Old If You Don't Like My Driving Sarcasm Lover Trucker Hat
Price£18.50
I'm Retired This Is As Dressed Up As I Get Trucker Hat
I'm Retired This Is As Dressed Up As I Get Trucker Hat
Price£18.70
Whatever... I'm Retired Trucker Hat
Whatever... I'm Retired Trucker Hat
Price£18.70
I'm Not Old I'm A Classic Trucker Hat
I'm Not Old I'm A Classic Trucker Hat
Price£18.70
Fun golf hat for men World's Okayest Golfer
Fun golf hat for men World's Okayest Golfer
Price£17.70
Retired Electrician Nothing Shocks Me Anymore Trucker Hat
Retired Electrician Nothing Shocks Me Anymore Trucker Hat
Price£18.75
A banner for "Zazzle Plus" featuring a smiling woman opening a Zazzle box.





Unlimited* Free Shipping and Exclusive Offers

START YOUR FREE 30-DAY TRIAL

The Zazzle Promise

  • Love It Guarantee

    Don't love it? We'll take it back! 30-day returns “100% Love It Guarantee.”

  • Easy International Delivery

    Hassle-free shipping with no surprise fees. We cover any customs & duties.

  • Secure Shopping Guaranteed

    100% Secure payment with SSL Encryption.

Search Feedback

Did you find what you were looking for?
If you need help or have a question for Customer Service, please visit our Help Centre