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Popular Milestone Hats & Caps

321 results
Celebrating 60 Years Together Trucker Hat
Celebrating 60 Years Together Trucker Hat
Price$40.95
Commemorative Hole in One Golfer Trucker Hat
Commemorative Hole in One Golfer Trucker Hat
Price$43.65
World's Most Awesome 21 Year Old Trucker Hat
World's Most Awesome 21 Year Old Trucker Hat
Price$42.00
World's Most Amazing 100 Year Old Trucker Hat
World's Most Amazing 100 Year Old Trucker Hat
Price$42.00
World's Most Awesome 100 Year Old Trucker Hat
World's Most Awesome 100 Year Old Trucker Hat
Price$42.00
21st Birthday Vintage Retro Monogram Add Photo Trucker Hat
21st Birthday Vintage Retro Monogram Add Photo Trucker Hat
Price$40.95
Celebrating 80 years birthday confetti hat
Celebrating 80 years birthday confetti hat
Price$38.50
Flowers Milestone Birthday Trucker Hat
Flowers Milestone Birthday Trucker Hat
Price$36.40
U.S. Navy Officer Crest Trucker Hat
U.S. Navy Officer Crest Trucker Hat
Price$40.95
Officially Licensed
40th 'any age' milestone 2 photo pink white trucker hat
40th 'any age' milestone 2 photo pink white trucker hat
Price$35.60
40th 'any age' milestone 2 photo black white trucker hat
40th 'any age' milestone 2 photo black white trucker hat
Price$35.60
40th 'any age' milestone 2 photo blue white trucker hat
40th 'any age' milestone 2 photo blue white trucker hat
Price$35.60
Birthday Crew Retro Sunset Beach Trucker Hat
Birthday Crew Retro Sunset Beach Trucker Hat
Price$38.50
Funny It Took Me 90 Years to Look This Good! Trucker Hat
Funny It Took Me 90 Years to Look This Good! Trucker Hat
Price$39.95
Collection
Funny It Took Me 70 Years to Look This Good! Trucker Hat
Funny It Took Me 70 Years to Look This Good! Trucker Hat
Price$39.95
Collection
Funny It Took Me 80 Years to Look This Good! Trucker Hat
Funny It Took Me 80 Years to Look This Good! Trucker Hat
Price$39.95
Collection
Custom FIRST CHRISTMAS Prostate Cancer Free Trucker Hat
Custom FIRST CHRISTMAS Prostate Cancer Free Trucker Hat
Price$38.50
Collection
MAMA est 2025 Pregnancy Mothers Day Mum To Be Trucker Hat
MAMA est 2025 Pregnancy Mothers Day Mum To Be Trucker Hat
Price$40.95
JUNE 2026 with this Navy Alternative Apparel-Hat Embroidered Hat
JUNE 2026 with this Navy Alternative Apparel-Hat Embroidered Hat
Price$41.05
March 2026 text Navy Adjustable-Hat Perfect fits Embroidered Hat
March 2026 text Navy Adjustable-Hat Perfect fits Embroidered Hat
Price$41.05
Custom Congratulations Celebration Black Colour-Ha Embroidered Hat
Custom Congratulations Celebration Black Colour-Ha Embroidered Hat
Price$41.05
Retro Colorful Striped Forty Birthday Party 40th Trucker Hat
Retro Colorful Striped Forty Birthday Party 40th Trucker Hat
Price$36.20
Minimalist Grandson Birthday Lettering Photo Trucker Hat
Minimalist Grandson Birthday Lettering Photo Trucker Hat
Price$36.40
Custom Face 20th 30th 40th 50th 60th 70th Birthday Trucker Hat
Custom Face 20th 30th 40th 50th 60th 70th Birthday Trucker Hat
Price$36.40
50th Birthday Party Fifty AF Crew Squad Group Gift Trucker Hat
50th Birthday Party Fifty AF Crew Squad Group Gift Trucker Hat
Price$36.40
Custom 30th 40th 50th 60th 70th Birthday Squad Trucker Hat
Custom 30th 40th 50th 60th 70th Birthday Squad Trucker Hat
Price$36.40
One Happy Boy Sunshine 1st Birthday or Everyday Trucker Hat
One Happy Boy Sunshine 1st Birthday or Everyday Trucker Hat
Price$36.40
40th Birthday Party Cheers Beer Black Gold Trucker Hat
40th Birthday Party Cheers Beer Black Gold Trucker Hat
Price$36.40
Not Old I'm Classic 1972, Retro Vintage Birthday Trucker Hat
Not Old I'm Classic 1972, Retro Vintage Birthday Trucker Hat
Price$37.20
Custom Face Birthday Trucker Hat
Custom Face Birthday Trucker Hat
Price$36.40
Over The Hill Getting Old Trucker Hat
Over The Hill Getting Old Trucker Hat
Price$36.40
Over The Hill Getting Old Trucker Hat
Over The Hill Getting Old Trucker Hat
Price$36.40
Vintage 50th Birthday Whiskey Label With Your Name Trucker Hat
Vintage 50th Birthday Whiskey Label With Your Name Trucker Hat
Price$37.20
Vintage Birthday Trucker Hat
Vintage Birthday Trucker Hat
Price$36.40
90 & Legendary Gold 90th Birthday Trucker Hat
90 & Legendary Gold 90th Birthday Trucker Hat
Price$39.95
Elegant U.S. Citizenship Congratulations hats
Elegant U.S. Citizenship Congratulations hats
Price$36.80
250 Years Anniversary 1776-2026 USA Patriotic Trucker Hat
250 Years Anniversary 1776-2026 USA Patriotic Trucker Hat
Price$38.10
60 Year Old Party Animal Trucker Hat
60 Year Old Party Animal Trucker Hat
Price$38.50
CHAPTER fifty in Khaki Embroidered Hat
CHAPTER fifty in Khaki Embroidered Hat
Price$42.85
Stay Legendary with the "40 RIZZ" Birthday Hat
Stay Legendary with the "40 RIZZ" Birthday Hat
Price$34.45
Talk Thirty To Me Black Gold Glitter 30th Birthday Trucker Hat
Talk Thirty To Me Black Gold Glitter 30th Birthday Trucker Hat
Price$37.20
Collection
CHAPTER forty in Navy Embroidered Hat
CHAPTER forty in Navy Embroidered Hat
Price$42.85
Elegant Gold 80th & Legendary Birthday Trucker Hat
Elegant Gold 80th & Legendary Birthday Trucker Hat
Price$39.95
Collection
It's a Vibe Gold Script Trucker Style Hat
It's a Vibe Gold Script Trucker Style Hat
Price$38.50
Colourful 70th Birthday Trucker Hat
Colourful 70th Birthday Trucker Hat
Price$35.30
Vintage 1976 50th Birthday Electric Guitar Bassist Trucker Hat
Vintage 1976 50th Birthday Electric Guitar Bassist Trucker Hat
Price$40.40
Vintage 1986 40th Birthday Electric Guitar Bassist Trucker Hat
Vintage 1986 40th Birthday Electric Guitar Bassist Trucker Hat
Price$40.40
50th Birthday Trucker Hat
50th Birthday Trucker Hat
Price$34.45
50th Birthday Trucker Hat
50th Birthday Trucker Hat
Price$34.45
Cheers to 50 trucker hat
Cheers to 50 trucker hat
Price$36.40
That's Right I'm 21 - Birthday Trucker Hat
That's Right I'm 21 - Birthday Trucker Hat
Price$36.40
Kiss Me I'm 50 Birthday T-shirts and Gifts Trucker Hat
Kiss Me I'm 50 Birthday T-shirts and Gifts Trucker Hat
Price$38.50
95th Birthday Celebration World's Best in Brown Trucker Hat
95th Birthday Celebration World's Best in Brown Trucker Hat
Price$38.50
World's Most Awesome 100 Year Old Trucker Hat
World's Most Awesome 100 Year Old Trucker Hat
Price$42.00
World's Most Awesome 90 Year Old Trucker Hat
World's Most Awesome 90 Year Old Trucker Hat
Price$42.00
Born in 1944 or Any Year 70th Birthday V01 BLACK Embroidered Hat
Born in 1944 or Any Year 70th Birthday V01 BLACK Embroidered Hat
Price$53.30
80 Daily Dose Of Iron Golfer Hat
80 Daily Dose Of Iron Golfer Hat
Price$36.40
Blue Number 40 Trucker Hat
Blue Number 40 Trucker Hat
Price$34.45
Funny 50th Birthday Party Trucker Hat
Funny 50th Birthday Party Trucker Hat
Price$34.45
Fifty and Still Smokin Hot 50th Birthday Trucker Hat
Fifty and Still Smokin Hot 50th Birthday Trucker Hat
Price$36.40

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