
Staten Island
Skateboard Lessons in Staten Island
Private lessons for kids and adults at Owl Hollow Skatepark, Midland Beach, and spots across the island.
Why Learn in Staten Island
An Instructor Who Shows Up
Most skateboard instructors in the NYC area won't make the trip to Staten Island. Leon does. He comes out regularly for students who want real instruction without having to leave the borough.
Brand New Skate Infrastructure
Owl Hollow Skatepark is one of the newest and best-designed parks in New York City. Smooth concrete, modern features, and plenty of flat space make it a great place to learn from the ground up.
Staten Island has always been the overlooked borough when it comes to skateboarding. There are skaters here, but the options for instruction have been thin. Leon started coming out to the island because students kept asking, and nobody else was making the trip. Now he teaches here regularly, mostly at Owl Hollow and around the Midland Beach area.
The vibe is different from the Manhattan or Brooklyn parks. It’s quieter, less crowded, and students get more room to work. For parents looking for a structured activity that doesn’t require hauling the kids into the city, or adults who want to learnwithout the crowds, it’s a solid option. Leon brings the same energy and patience he puts into every lesson, regardless of which borough he’s in.
Where Lessons Happen
Leon teaches at parks and open spaces across Staten Island. Here are the usual meeting spots.
Owl Hollow Skatepark
A freshly built park with smooth concrete, modern ledges, and a well-designed bowl. There's plenty of flat area for beginners to get comfortable before stepping into the transitions. One of the best new skateparks in all five boroughs.
Midland Beach Area
Flat paths and open pavement near the waterfront. Leon uses this area for students who want a calm, low-pressure environment to practice pushing, turning, and building confidence without the skatepark crowd.
Local Parks and Driveways
Staten Island has wide residential streets and smooth driveways that work well for first-time skaters. Leon can meet you at a spot close to home if that's easier for your family.
What to Expect
Owl Hollow is one of the newest skateparks in New York City, and it’s the kind of place where you can start on flat ground and work your way into transitions over a few sessions without ever running out of room. That’s where most Staten Island lessons happen. Leon is one of the few instructors who makes the trip out here, and he treats it the same as any session in Manhattan or Brooklyn — same pace, same focus, no rushing.
Lessons last about an hour. The borough’s wider streets and quieter parks mean less dodging pedestrians and more space to work. Wear flat-soled skate shoes and comfortable clothes. Leon brings a board if you need one. Helmets are required for anyone under 18. New to skating? Read what to expect at your first lesson.
Want to try it yourself?
Book a private lesson with Leon. NYC and Westchester, all ages and skill levels.
Lesson Rates
Leon travels to you. Board available if needed. No extra charge for travel to Staten Island.
Want to skate regularly? See all lesson options — duo, monthly, and multi-session
What Students Say
“Leon is one of the best skater/teachers in New York. He's very knowledgeable. And also very patient with his students. Skating is very difficult and there is a lot of repetition. He will be guiding you the whole way making sure you land trick.”
Bj M.
Google Review
“Leon is patient, encouraging, and leans on years of experience to clearly explain techniques. He does a great job of challenging skaters within their skill levels, keeping things fun while learning new tricks.”
Ali A.
Google Review
Frequently Asked Questions
Start Skating in Staten Island
Book a private lesson with Leon at Owl Hollow or a spot near you.