90s Skateboarding Hats
Description: Skate Rags was a Southern California based clothing company that operated from the mid-1980s to early 1990s. Their tagline was "To Fit and Survive" and as such, marketed their apparel as being a bit more durable, though not sure if that was just marketing bs or if there was any truth to it, I just know my SR gear didn't fare much better than any of my other stuff. Nonetheless, Skate Rags had some cool designs and built up a great following, but as the skateboarding landscape changed in the 90s, they struggled to find their place and folded. Their team riders included Mike McGill, Tom Groholski, Monty Nolder, Sam Cunningham, Ben Schroeder, Mark Partain, and Rob Mertz, to name a few. Rip it up!
Jason Lee (Classic Skateboarding Graphic) Hat
by TheDisneyElite1955
$12 $19
Chris Pastras (Classic Skateboarding Graphic) Hat
by TheDisneyElite1955
$12 $19
411 Video Magazine Videocassette July 1993 Nov 2004 Hat
by TheDisneyElite1955
$12 $19
Description: Retro 90s bootleg rap style graphic featuring cool skateboarding and hip hop cats wearing caps, hoodies, and sunglasses in a purple lightning storm.
Storm Cats Skateboarding Hip Hop 90s Bootleg Graphic Hat
by PRINTCRAFTART
$12 $19
Description: Bring back the wild energy of the 90s with this neon skateboarding zombie illustration. Featuring an undead skater rocking vintage streetwear, a backwards cap, ripped jeans, and a classic skateboard, this artwork blends retro skate culture with horror comic vibes. The glowing neon colors and detailed linework make it perfect for skaters, horror fans, punk lovers, and anyone obsessed with nostalgic 90s aesthetics. Great for stickers, t-shirts, hoodies, posters, phone cases, and more. Perfect gift for skateboarders, zombie fans, retro gamers, and lovers of edgy streetwear art.
Retro Skateboarding Zombie – 90s Neon Undead Skater Illustration Hat
by Cofefe Studio
$12 $19
Description: A rebellious trash panda shredding in retro 90s style, blending skateboarding culture, bold comic art, and vintage streetwear attitude.
Retro Raccoon Skateboard Trash Club 90s Streetwear Hat
by Camaleon designs
$12 $19
Description: Catch major retro vibes with this vibrant, hand-drawn design featuring a cool skater girl mid-action, perfect for anyone who loves 90s fashion and street style. This energetic piece is ideal for skateboarding enthusiasts and those who want to express their unique flair and dynamic spirit.
Description: Get ready to shred with this funny skater chick design! Featuring a cool little yellow bird wearing a streetwear beanie and gold chain, ready to hit the concrete skatepark with a worn-out skateboard and graffiti spray paint. Perfect for fans of urban streetwear, 90s skate culture, and hilarious animal parodies with a retro flame font aesthetic.
Chirper Skater Chick Funny Skateboarding Bird Streetwear Parody Hat
by Drusillack
$12 $19
Description: Stay rad! This funny, cute hand-drawn illustration features an adorable T-Rex dinosaur wearing a retro cap and sunglasses, skateboarding like a pro. Inspired by vintage 90s skate and street culture.
Stay Rad Cute Skateboarding T-Rex Dinosaur Retro 90s Hat
by Doggy buggy lover
$12 $19