These 10 Old School Skateboards Will Never Go Out Of Style

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There are many similarities between skateboard culture and hipster culture, like their mutual love for skinny jeans, beanies and alt music from the early 2010’s. One could go so far as saying they have more in common than each group would like to admit.

Whatever you think: it’s hard to deny that the skateboard is an integral element in the hipster aesthetic - whether you’re actually doing ollies and kickflips, hanging it up as décor or just carrying it around to give the illusion of skill.

However, despite the glaring similarities, it can sometimes be difficult to find a skateboard that reflects our unique and vintage style. That’s why we’ve put together this list of our 10 favorite vintage-style skateboards, longboards and decks to help you find your perfect hipster-friendly board.

As Tony Hawk would say, “I’m Tony Hawk”.


Rise Penny Skateboard


Swirl Penny Skateboard


Playwheels Teenage Mutant Ninja Turtles Skateboard


Rise Penny Skateboard

Rise Penny Skateboard

rise penny skateboard

Classic plastic Penny board featuring a retro ‘70s feel with colorblocked arcs of gradated hues. Complete 22” board with waffle-textured non-slip deck and matching wheels.

The Penny brand has become synonymous with all plastic skateboards – that’s how popular it is. Their lightweight but durable design makes them perfect for beginner skateboarders, and their colorful hues make them perfect for hipsters who like to stand out. This Rise 22” board features a waffle-textured non-slip deck with retro color-blocked arcs. The matching wheels are also in the same 70’s vibe colors. Penny’s look good and skate well – beginner-friendly in every way.

Swirl Penny Skateboard

Swirl Penny Skateboard

swirl penny skateboard

Classic plastic Penny board featuring a retro print featuring a colorblocked swirls with a ‘70s feel. Complete 22” board with coordinated wheels.

This Penny skateboard is the blue-hued version of the Rise board. With the same classic plastic Penny board style featuring a waffle-textured non-slip deck, the Swirl 22” is just as great for beginner skaters looking for a pop of color. The blue and beige design evokes feelings of standing on Venice beach eating soft-serve ice cream – the perfect Summer aesthetic.

Playwheels Teenage Mutant Ninja Turtles Skateboard

Playwheels Teenage Mutant Ninja Turtles Skateboard

teenage ninja turtles skateboard

The 28" skateboard is a great starting trick board with its 9ply maple deck with double kicktail. The 7.5" composite trucks give you complete control and the 50mm x 27mm PVC injected wheels make for a smooth ride.

It’s turtle time my dudes! Teenage Mutant Ninja Turtles is just about as 90s childhood you could get, so we know that you hipsters will recognize it. Unfortunately, this board is actually designed for 6-12-year-olds (damn youths!) so you won’t be able to ride it. But, if you have a kid or a niece or nephew due for a treat – this is perfect. It’s a great starting trick board thanks to the 9ply maple deck with double kicktail (which allows you to skate in both directions) and smooth PVC wheels. You could also just use it as a wall feature.

MoBoard Vintage Skateboard

Moboard Vintage Skateboard

moboard vintage skateboard

MoBoard skateboards come fully assembled and ready to ride in 23 different fun, colorful styles perfect for kids and adults alike. Stand out from the rest with your one of a kind MoBoard.

You’re definitely missing this retro-style board from your collection. A one-stop-shop when it comes to skateboards, the MoBoard is both practical and pretty to look at. It doesn’t matter if you’re a pro or a beginner because the board allows you to do all sorts of tricks and take sharp turns while also being sturdy. The best bit about the MoBoard is the interchangeable wheels – you can highlight your board and personal style by swapping out the wheels for something more unique and colorful.

MPI Vintage Old School Wood 

MPI Vintage Old School Wood

mpi vintage old school wood

Obviously since the board is from the 70's it features the old school hole pattern which is still compatible with many of today's modern trucks.

Memories of skating on the sidewalk as a kid with a walkman in your pocket will come flying right back to you when you get this MPI vintage board. Originally manufactured in the 1970’s, this board features the old school hole pattern and subtle kicked tail and nose with the functionality of modern parts. The style is undoubtedly retro thanks to the simple wooden deck and green wheels: no one would question your hipster status with this board!

Retrospec Rift Longboard

Retrospec Rift Longboard

retrospec rift longboard

Classic retro-surf-style longboard for commuting, cruising, carving, and downhill riding. Rift provides the agility and control needed to bomb hills and pivot quickly and responsively.

This classic retro-surf-style longboard is made for everything from commuting to cruising, making it ideal for the hipster who wants a board for more than just tricks. The classic rift design provides the agility and control needed to tackle hills and make turns quickly while still remaining durable and sturdy for novice riders. The Retrospec longboard is a perfect mix between the tried and tested classic style and innovative contemporary designs.

MPI VintageTie Dye Skateboard

MPI Vintagetie Dye Skateboard

mpi vintagetie dye skateboard

Completed with modern parts, this skateboard features 4.0 aluminum alloy trucks, and matching 60mm x 41mm 83A Brown wheels.

We don’t want to jump to any conclusions, but this might be the most beautiful skateboard we’ve ever seen. MPI has created a board that any hipster can get behind: vintage style with modern parts and an eye catching design. This tie-dye deck was originally manufactured in the 1970’s (which makes it a true vintage gem) but has been updated with modern parts for ease of use. Whether you hang it up or take it to the streets, it doesn’t matter: this board is a must-have.

MPI Vintage 2-Pack Decks

MPI Vintage 2-Pack Decks

mpi vintage 2-pack decks

This deck features a flat, pointed nose with an ever so slight kicktail. Obviously since the board is from the 70's it features the old school hole pattern which is still compatible with many of today's modern trucks.

2 is better than 1! Get your retro style on with this two pack of vintage wooden decks from MPI originally manufactured in the 1970's. The deck design features a flat, pointed nose with a slight kicktail, making it suitable for skating as well as decoration. Obviously since the board is from the 70's it features the old school hole pattern, however it is still compatible with most of today's modern trucks. This is a once-in-a-lifetime opportunity to own genuine vintage boards.

MPI Vintage 2-Pack Cruiser Decks 

MPI Vintage 2-Pack Cruiser Decks

mpi vintage 2-pack cruiser decks

2-Pack of Decks. 1 To Skate and 1 to Hang! Get Some! Get your retro style on with this deck originally manufactured by MPI in the 1970's.

Also part of the original 1970’s MPI collection, this 2-pack of retro decks is another one on our wish list. The set features one green deck and one retro-style black and yellow deck that both have a faded vintage aesthetic and a design with a flat, rounded nose with a wide rounded tail and a reverse camber shape that is synonymous with its time. If you’re not into actually skateboarding, these decks would make great wall features in any hipster home.

Retrospec Zed Longboard 

Retrospec Longboard

retrospec zed longboard

Our freshest longboard nods to the 1950’s makeshift backyard longboards with its classic surfboard shape and feel. ZED not only carries us here and there, but transports us back to a time of sun, surf, salty air, breezy days, dewy nights, and reverb-doused hits of yesteryear.

The Retrospec Zed longboard nods to the makeshift backyard longboards of the 1950s with its classic surfboard shape and feel. The design transports you straight to a time of sun, surf, salty air and mid-century nostalgia but, just like the skating culture of the time, the board is also tough and durable. Perfect for beginners and experts alike, this Retrospec Zed longboard is highly rated by our fellow internet hipsters and Beach Boys enthusiasts.

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