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Ready to Roll? Skateboard Lessons for Kids and Families in Westchester

Meet Leon Toppin, who brings 33 years of skating experience to lessons for ages 3 through adult.

October 22, 2026

Maybe your child has been asking for a skateboard, but you have no idea where to begin. Maybe team sports haven’t been their thing, and you’re looking for another way to get them moving. Or maybe you’re hoping to turn some of that screen time into time spent learning something new.

For Westchester families, skateboard instructor Leon Toppin offers a place to start.

Leon Toppin with skateboard outside

With 33 years of skating experience and 20 years of teaching, Leon works with children as young as 3, teens, adults, and families throughout Westchester County and New York City. He welcomes all skill levels, from first-time riders to skaters ready to build on what they already know.

A New Way to Get Moving

One of the appealing things about skateboarding is that kids can work toward their own goals. They have a skill to practice and a reason to get outside, without needing to join a team.

For a child who’s curious about skating, lessons offer a chance to explore that interest with an experienced instructor. And parents don’t need to be skaters themselves to help their child get started.

Leon teaches both outdoors and indoors, depending on the season and what works for the family. His 5.0-star rating across 18 Google reviews offers another point of reassurance for parents choosing an instructor.

Choose the Lesson That Fits Your Family

Whether you’re booking for one enthusiastic beginner, a pair of friends, or a parent-child outing, Leon offers several options:

  • Private lessons: $120 per session
    Individual instruction for skaters at any skill level.
  • 3-Lesson Starter Pack: $300
    Three lessons at $100 each, giving a new skater time to get started and keep practicing.
  • Group lessons: $80 per person, with a minimum of two people
    An option for friends who want to learn together.
  • Family lessons: $180 for two people
    Make it shared time on the boards. Adults are welcome to learn, too!

A Birthday Party for Your Skateboard Fan

Have a child who would love to spend their birthday at the skatepark? Leon also offers private skateboard birthday parties at local skateparks.

For families looking for an active celebration built around their child’s interests, it’s an option worth exploring. Contact Leon directly to discuss your party and ask about availability, pricing, and arrangements.

Give Them Something to Look Forward To

With the holidays approaching, skateboard lesson gift cards offer an experience to put on the wish list.

They’re a thoughtful option for a child who keeps asking to learn, a teen who wants to develop their skills, or an adult ready to try something new. Grandparents and other family members looking for an experience gift can contact Leon to arrange one.

Book a Lesson With Leon

Ready to get rolling? Visit leontoppin.com or call or text (914) 294-4407 to learn more and book.

Mention Macaroni KID in the notes field when booking so Leon knows we sent you!

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