Vintage Longboards

Vintage Hedlund Roller Surfer No. 100 Wooden Skateboard Sidewalk Surfboard 19 Early 1960s NOS. One of the Missing Links in Skateboarding History. Long before kickflips, urethane wheels, or California skate parks, there were pioneering boards like this. This Hedlund Roller Surfer No. 100 is not merely an old toy-it is one of the formative stepping stones in the evolution of modern skateboarding. Produced during the earliest years of the skateboard craze by Hedlund Manufacturing of Nokomis, Illinois, this model belongs to a generation of boards that helped transform the simple idea of “sidewalk surfing” into what would become a worldwide sport and cultural phenomenon. Without experimental boards like the Roller Surfer, there would have been no Zephyr team, no Dogtown revolution, no Tony Hawk, and no billion-dollar skateboard industry. This is history in its rawest, simplest form: a plank of hardwood, four steel wheels, and an idea decades ahead of its time. Measuring approximately 19 inches long by 4.5 inches wide, this is the desirable No. 100 model featuring the iconic flowing red “Roller Surfer” script and Hedlund shield emblem. The board presents in remarkable condition and appears to have seen little, if any, actual use. The original varnished hardwood retains a rich golden tone with striking grain throughout, while the graphics remain bold and highly legible. The steel wheels show minimal wear, giving the entire piece the appearance of old dealer stock or an exceptionally well-preserved example. Finding an early Roller Surfer is uncommon. Finding one that still looks this good is considerably rarer. The Birth of Sidewalk Surfing. The early 1960s witnessed one of the most fascinating transitions in recreational history. Inspired by surfers looking for something to do when the waves were flat, manufacturers across America began experimenting with wheeled boards. Hedlund, already respected for its sporting goods, entered this emerging market with its Roller Surfer line. These primitive boards demanded balance, nerve, and commitment. Steel wheels transmitted every crack in the pavement directly to the rider, and their narrow hardwood decks offered little forgiveness. Yet these machines captured imaginations and introduced thousands of children to a completely new way of moving. Within only a few years, these humble designs would evolve into laminated maple decks, precision trucks, clay wheels, and eventually the polyurethane revolution that forever changed skateboarding. This board stands at that pivotal moment-where homemade ingenuity became commercial innovation. Authentic Hedlund Roller Surfer No. Manufactured in Nokomis, Illinois. Approximately 19″ long × 4.5″ wide. Solid hardwood deck with beautiful original finish. Original red Roller Surfer graphics. Original Hedlund shield logo. Excellent preservation with minimal signs of use. Superb display piece for skateboarding, surfing, or Americana collections. Overall excellent vintage condition. The original finish remains attractive with beautiful wood grain and vibrant graphics throughout. The wheels exhibit minimal wear, suggesting extremely light use or careful long-term storage. It displays wonderfully and would be difficult to upgrade. Many people think skateboarding began in California during the 1970s. In reality, boards like this laid the foundation nearly a decade earlier. The Hedlund Roller Surfer belongs to the pioneering first generation that proved the concept of sidewalk surfing could become a legitimate pastime. Every modern skateboard traces its lineage back to simple hardwood machines like this one. Collectors often focus on flashy graphics or famous pro models, but historians recognize these early production boards as the true ancestors of the sport. Surviving examples in near-original condition are becoming increasingly difficult to find, making this not only a fantastic display piece but an important artifact from the dawn of skateboarding itself.

NOS Dave Crabb Toxic Scientist. Very good condition, see photos.

The Vintage 1986 Powell Peralta Tommy Guerrero “Flaming Dagger” Skateboard Deck XT Bonite is a classic skateboard deck from the 1986, made by Powell Peralta in the United States. This deck features a unique design by artist VCJ for skateboarder Tommy Guerrero, known for his iconic style. The “Flaming Dagger” graphic adds a touch of nostalgia to any skateboarder’s collection, making it a sought-after piece for vintage skateboard enthusiasts. Let me know if you have any questions, I’m happy to help. Please take a look at my other listings to find more vintage skateboarding deck’ s.

Vintage 50′s-60′s Wooden Wood Early Skateboard sidewalk “Surfer” Metal Wheels. See photos for measurements. Some scuffs and scrapes but no major damage.

The Vintage 1990 Powell Peralta Steve Caballero Mechanical Dragon Skateboard Deck OG is a classic piece of sporting goods from the 90s, featuring a shaped skateboard deck with a unique design inspired by Steve Caballero’s Mechanical Dragon. Made in the United States by Powell Peralta and artist Sean Cliver this skateboard deck is a rare find for collectors and enthusiasts of vintage skateboarding memorabilia. The OG (original) design captures the essence of the era and brings back nostalgic memories of skateboarding in the 90s. Let me know if you have any questions, I’m happy to help. Please take a look at my other listing s to find more vintage s kateboard decks.

Original powell bones poster. No tack holes but does have some small. Creasi g on bottom right check pics. Thick paper stock this fits in a standard 24×36 frame and my guess is that is 22×30. These never come up anymore.

29.5″ x 7.75″ w/ 16 Wheelbase. 7 Ply Hard Rock Maple. Iconic Super Sparkle Die-Cut Grip. Never built, no holes in tape.

Very nice set hardly used with German bearings.

This is a neat survivor. The dimensions, solid wood deck, steel trucks, and especially those metal wheels place it firmly in the very early era of commercial skateboards. The deck is a simple plank with rounded ends, before the kicktail era. The wheels are steel rather than clay or polyurethane. The “Sidewalk Surfer” graphic uses the exact marketing term that was commonly applied to skateboards when they were first becoming popular in America. The trucks appear factory-made rather than homemade, suggesting a commercial product rather than a garage-built board. The red painted deck with screened lettering is typical of inexpensive department store and sporting goods store skateboards from the period. Collectors like these because they represent skateboarding’s first boom. The progression generally went. Homemade crate scooters and roller-skate conversions (1940s-1950s). Steel-wheel “Sidewalk Surfer” boards like yours (late 1950s-early 1960s). Honest wear without restoration. Note one truck has mis-matched, replacement screws. Please note the small, round, dents on the nose of the board (see finger point pics). Measures approximately 18.75″ long x 4.25″ wide x 3.25 high and weighs 2.12 pounds. The name came from the fact that skateboarding was invented by surfers who wanted something to ride when the ocean was flat. In the late 1950s and early 1960s, manufacturers and magazines often described skateboards as. “Surfing on the sidewalk”. The rider stood sideways, shifted weight much like a surfer, and carved turns in a similar fashion. The idea was essentially a surfboard with wheels. In fact, many of the earliest skateboards weren’t even called skateboards at all. Advertisements used names such as. What’s particularly cool about your board is that the graphic doesn’t say “Skateboard” at all-it says Sidewalk Surfer. That strongly suggests it dates from the very earliest commercial era, before the industry had fully standardized the name. The phrase itself was so iconic that in 1965 the documentary-style skateboarding film. Was originally released under the title “Sidewalk Surfer” in some markets, and skateboarding magazines routinely referred to riders as sidewalk surfers. Your board is basically from the era when skateboarding was still considered an offshoot of surfing rather than its own sport. That’s a big part of its charm to collectors today.

The product is a vintage clear translucent Huffy Thunder Board 24 Ultra Flex skateboard, designed for sidewalk surfing. Produced in the mid-1970s this model is a classic piece of sporting goods that embodies the nostalgia of skateboarding in its prime. The clear and flexible design of the board allows for a smooth and responsive ride, perfect for those looking to experience the feeling of skating in a bygone era. Upgraded wheels are Holland Tunnel with sealed bearings that are currently on the board. Original wheels are also included. Board has truck lifts and grip tape added. Also includes a classic skateboard wrench, 2 extra axle locknuts on original Huffy card, a Skate Safe brochure from Hang Ten and custom denim storage bag with a “K” embroidered on it. This was my skateboard from my youth and have decided it’s time to downsize and let it go to a new home. 23-1/4″ long x 6″ wide (at the widest spot). Please see photos, I try and show the good & the bad through close-up images. Reasonable offers considered and appreciated.