10 of The Craziest Skateboarding Tricks Ever Done: Extreme Stunt Showcase

Explore the 10 most daring skateboarding tricks in history, from Danny Way's feats to Tony Hawk's legendary stunts. Get ready for a thrill ride!

Ever watched a skateboarding trick that had you gasping, “Is that even possible?” Well, you’re in the right spot! We’re about to dive deep into some of the most insane, heart-stopping, on-the-edge-of-your-seat skateboarding tricks ever executed. You’ll bear witness to the unimaginable skills of some really audacious skaters, pushing the limits of what’s feasible and making history while they’re at it. So let’s hit the pavement and shred through the stories, shall we?

What are the craziest skateboarding tricks ever done?

Skateboarding is far from just a means of transportation. It’s an art form, a display of courage, skill, creativity, and sometimes sheer insanity. So, when skaters hit the pavement, they aren’t just doing tricks; they’re transcending boundaries and rewriting the laws of physics. Grab your board and helmet because we’re about to experience ten of the most unreal skateboarding tricks that have ever been pulled off.

Image of a skater jumping high with a skateboard over a flight of stairs. Source: pexels
Image of a skater jumping high with a skateboard over a flight of stairs. Source: pexels

1. Danny Way’s helicopter drop-in

First up on our vertigo-inducing list is no other than pro-skater Danny Way’s insane Helicopter Drop-in. Known for his crazy stunts and fearlessness, Danny Way took things to stratospheric levels with this stunt.

Unbelievably, Danny decided to drop into a ramp from a hovering helicopter. This trick wasn’t just impressive. It was straight-up bonkers. The margin for error was so small – a split-second mistake could’ve led to disaster. The risk he took shows his undying dedication to pushing skateboarding boundaries. Consequently, he landed the trick successfully and became a skateboarding legend.

2. Danny Way jumping over the Great Wall of China

Danny Way seems to have a knack for making history, and his record-breaking jump over the Great Wall of China redefines what’s thought to be achievable by a skateboarder. Arguably one of the most daring stunts in skateboarding history.

Danny did not just jump over the Great Wall of China. He did it without a safety net, propelling off a mega ramp at 50 mph. To even conceive such a stunt indicates mental tenacity that’s off the charts. The successful landing of this trick gained him well-deserved international applause.

3. Danny Way’s risky half-pipe jump

Danny also made the list with his half-pipe jump from a helicopter, held as one of the most dangerous skateboard tricks ever executed. The distinct danger of landing hard on the coping or falling flat from a significant height made this stunt a sight to behold.

Rob Dyrdek couldn’t hide his fear as he stated, “I was off in the corner on each one…”. These words echo the collective gasps of the skateboarding world. This defiance of danger is a testament to Danny’s commitment to pushing the limits.

4. Bob Burnquist’s mega ramp jump

Bob Burnquist’s Mega Ramp stunts deserve an honorable mention, especially his audacious jump onto a helicopter. If you thought dropping in from a helicopter was intense, Bob kicked it up a notch by jumping onto it.

Bob opted to soar onto the skid of a helicopter via his mega ramp, making his landing look easy. This deceptive ease shouldn’t fool you. The potential for disaster was real and immense, but Burnquist handled it like the pro that he is.

5. Bob Burnquist’s skydive stunt

Bob Burnquist didn’t stop there. He took his helicopter-skateboarding palate to new heights with a seemingly impossible skydiving stunt. Can you imagine? Skydiving from a helicopter onto a mega ramp!

This unique accomplishment involved jumping from the helicopter, skydiving down, then making a successful landing on his mega ramp, thus merging skydiving and skateboarding in an adrenaline-fueled rush. This trick makes for one of the most exciting moments in skateboarding history.

6. Don Nguyen’s terrorizing Hill bomb

Skateboards and steep hills have always been a terrifying pair. When Don Nguyen, a.k.a The Nuge, decided to hill bomb Baker Street in Los Angeles, he put his sanity into question. A feat like this definitely earns a spot on our list.

Image of a group of skaters bombing hills. Source: unsplash
10 of the craziest skateboarding tricks ever done: extreme stunt showcase | image of a group of skaters bombing hills unsplash | skateboard salad

Baker Street is America’s fifth steepest hill, with a 32% grade. Filled with dangerous potholes and cracks, it’s a beast to bomb. And yet, with nerves of steel, The Nuge successfully made it down, making it all look too easy.

7. Ollie on the iconic El Toro stair set

Don Newman wasn’t just famous for his hill bombs but also for being the first to Ollie the iconic El Toro stair set. This feat displayed his indomitable spirit and his constant pursuit of greatness.

The El Toro stairs are infamous within the skateboarding community for being brutally challenging. And yet, The Nuge conquered this urban monster in an extraordinary Ollie, forever cementing his place in skateboarding history.

8. Tony Hawk’s loop of death

Tony Hawk, a household name in the skateboarding world, didn’t earn his legendary status by playing it safe. Among his numerous feats, the Loop of Death is definitely a standout. Nicknamed so for its dangerous and gravity-defying nature, this trick astounded the skateboarding community.

The execution of this full-loop trick involved a high degree of precision, speed control, and guts. Successfully completing the Loop of Death placed Tony in a unique league of skateboarders, underlining why he is indeed the face of skateboarding.

9. Tony Hawk’s iconic 900

Besides the Loop of Death, Tony Hawk is famous for his iconic 900, a trick that involves spinning two and a half times in mid-air (900 degrees) while skateboarding—another far-fetched venture that won him widespread admiration.

The successful landing of the 900 was a pivotal event, ushering in a new era of vert skateboarding. It’s one of these iconic tricks that have put skateboarding on the map as a respected extreme sport.

10. Rodney Mullen’s impossible

To round up our list, we cannot ignore the trick aptly named “Impossible” by its innovator, Rodney Mullen. This trick involves the board doing a full 360-degree flip vertically (end over end, rather than spinning like a kickflip), with the skater’s back foot being used to whip the board around its axis—a trick that appears to breach the laws of physics at a glance.

The execution of the “Impossible” requires not just nerve but also enormous skill. By pulling off such a trick, Rodney Mullen assures his place in skateboarding lore as a true innovator.

Ready to hit the skate park for some action of your own now? Make sure to check out these common skateboarding injuries to keep safe on your own quest for skateboarding stardom. Or, if you’re looking for some additional inspiration, take a look at these worst pro skateboarding bails. Remember, every pro started somewhere, and even the greats didn’t land every trick. Keep practicing, keep pushing your limits, and you might just redefine the world of skateboarding yourself. Keep shredding!

My favorite complete skateboard (at the moment):

Enjoi Whitey Panda Complete Skateboard

10 of the craziest skateboarding tricks ever done: extreme stunt showcase | 61vn95mf7ql. Ac sl1184 | skateboard salad
My favorite complete skateboard (at the moment):

Enjoi Whitey Panda Complete Skateboard

I had my board stolen a few years ago and was forced to quickly replace it with a complete. I got one with an Enjoi deck and loved it so much that I still buy the Whitey Panda deck each time I need a new deck. This complete with budget-friendly, beginner-friendly parts, but I still swear by it.

Tapping into my skateboarding experience

I’ve got to be honest with you. I’m no pro skater or anything, but I’ve got a fair share of fun and falls in the skate park. One thing that’s really helped me develop my skills, apart from maintaining a regular practice schedule, is watching others. Observing their techniques, their stances, and the way they shift their feet—it’s enlightening!

Mimicking the pros may seem a bit daunting at first, especially when you’ve had your share of bumps and bruises. But hey, Rome wasn’t built in a day, right? Don’t aim for the top immediately. Learn the basics, embrace the falls, and remember that progress takes time.

“Skateboarding isn’t just an adrenaline-pumping sport, it’s also a cultural phenomenon, a form of artistic expression, and, for many, a way of life.”

Remember when we talked about the indomitable spirit of skateboarding? Well, it’s not just for the pros. It’s for you too! Whether you’re hitting the ramps for the first time or pushing to land the perfect kickflip, keep that spirit alive. And, while you’re at it, why not check out why you need to start skating for more inspiration and motivation? Skate on!

To appreciate the complexity and sheer audacity of the tricks performed by these world-class skateboarders, let’s consider data on their height, speed, and other physical aspects.

SkaterTrickHeight (feet)Speed (mph)
Danny WayHelicopter Drop-In35+N/A
Danny WayGreat Wall JumpN/A50
Tony HawkLoop of DeathN/ARequirement of high speed
Bob BurnquistMega Ramp Jump70N/A
Rodney MullenImpossibleLow (Street tricks)N/A
The table shows the rough estimates of height & speeds involved in executing some of the world’s most insane skateboarding tricks.

If you are a visual learner, check out the video below from YouTube.

Frequently Asked Questions (FAQ)

For those dipping their toes into the limitless pool of skateboard tricks, you might be brimming with questions. Here are some answers to frequently asked queries about executing insane skateboarding tricks.

What is the most difficult skateboarding trick to perform?

The difficulty level of a trick can differ significantly based on the skateboarder’s skill level and experience. However, many skateboarders consider the “Ollie” to be one of the most challenging tricks to master despite its simplicity. Rodney Mullen’s “Impossible” and Tony Hawk’s “900” are also considered demanding due to their high difficulty and risk factors.

How can a beginner start to learn skateboarding tricks?

Starting with the basics is key. Practice balancing on a skateboard, learn to push and turn, and then gradually move on to simple tricks like Ollies or Kickflips. It’s essential to be patient and consistent. But if you’re looking to make your skateboarding journey more comfortable, explore these useful skateboarding life hacks.

Is protective gear necessary while performing skateboarding tricks?

Absolutely! Safety should be your top priority when performing any skateboard trick. Helmets, knee pads, elbow pads, and wrist guards can significantly reduce the risk of severe injuries.

Are there specific skateboarding tricks that are more popular than others?

While popularity can vary, tricks like Kickflips, Ollies, Heelflips, and Grinds are frequently performed by skateboarders at all levels. On the professional scale, audacious tricks like Danny Way’s Helicopter Drop-in and Tony Hawk’s Loop of Death have sealed their spots in the annals of skateboarding fame.

Final thoughts

We took an exhilarating ride through the world of some of the most daring and mind-boggling skateboard tricks ever pulled off. From Danny Way’s incredible feats to Tony Hawk’s gravity-defying stuns, each one underscores the spirit of skateboarding – relentless, audacious, and wildly creative.

What’s the craziest trick you’ve seen, or maybe even pulled off yourself? And did I cover everything you wanted to know? Let me know in the comments section below. I read and reply to every comment. If this article stirred the skateboarding enthusiast in you, share it with a buddy or two and tickle their curiosity! Dig deeper into the skateboarding universe on my full blog. Until then, thanks for reading, and keep on shredding!

Key takeaways

We covered the daredevil world of the most insane skateboarding tricks. Here are some key takeaways:

  • Danny Way’s Helicopter Drop-in, jumping over the Great Wall of China, and half-pipe jump from a helicopter are all wild stunts that push the envelope.
  • Bob Burnquist added a twist to the helicopter stunts with his mega ramp jumps and skydiving stunt.
  • Don Newan terrorized the infamous Baker Street in Los Angeles with his hill bombing.
  • Rodney Mullen achieved the “Impossible,” a trick that defies physics.
  • Tony Hawk’s Loop of Death and iconic 900 are other noteworthy feats in this arena.
  • While these tricks are impressive, they come with a high risk of injury and require extreme skill and experience.
  • Skateboarding is a constant journey of learning, pushing limits, and embracing the falls; the key is to enjoy the ride.

Helpful resources

Steven Portrate
Written by Steven Sadder, Staff Writer

Hey! I'm Steven, a lifelong skater, and proud New Yorker. I’ve been skating since I was a teenager. I may be a bit older now, but I'm not slowing down. Follow me for skating tips and latest gear reviews.

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Edited by Nick Eggert, Staff Editor

Nick is our staff editor and co-founder. He has a passion for writing, editing, and website development. His expertise lies in shaping content with precision and managing digital spaces with a keen eye for detail.

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