Vintage High Roller Hats

Description: The High Roller opened in 1978 in the Sunnyslope area of Phoenix during the first generation of purpose-built skateboard parks. It had two full Pipes, one 20' with 16' flat wall and the other was 16' with a 3/4 pipe leading into a long halfpipe run. It also had two bowls, a huge snake run, a classic clover bowl, and then a large banked freestyle area. Despite being designed for it, it was never actually landscaped, so there were patches of rocky desert fill between the runs that many locals decided to bridge with wood so they could add cool transfers into the mix.

Description: The High Roller 1978

Description: Hope you like it!

Description: A classy skeleton gentleman holding a winning hand in a vintage ornate card frame.

Description: A stylish card player hiding behind shades and playing cards with bold retro attitude

Description: easily distracted by slot machines

Description: Show off your love for high-stakes risk and the realities of the table with this bold "House Wins / Dead Broke" design. Featuring vintage-style distressed casino chips, crown-wearing skulls, and a gritty aesthetic, this graphic perfectly captures the vibe of poker nights, gambling, and casino culture. Ideal for card players, high rollers, and anyone who knows the house always wins!

Description: Roll the dice and embrace the neon glow of Sin City! This spectacular retro travel design brilliantly captures the excitement of the Vegas Strip, featuring both the iconic welcome sign and modern marvels.

Description: A stylish man in a pinstripe suit contemplates his next move amidst neon casino lights, playing cards, and dice. Perfect for poker night, gambling enthusiasts, and lovers of retro neon aesthetics.

Description: Hope you like it!

Description: Vintage gambler graphic featuring a slick mustache character, playing cards, and dollar coins. Perfect retro casino style for high rollers.

Description: A fun graphic text design in the shape of a roller skate.