Ahhh, I remember this skateboard well, along with all of my cuts and bruises too.
From memory, the Sidewalk Surfer skateboard was a 1/2 inch thick, flat-as-a-board piece of plywood with a surfer on a wave painted in blue and I believe there was some pin stripping in red too on the face of the board. The wheels were tucked way under the board, unlike skateboards of today that have the wide spread wheels for stability. The wheels were made of steel, great for wear, but terrible for gripping the surface you were skating on, plus they were noisy.
I use to live on a fairly steep street, but it was fun skateboarding down it. I use to grab my skateboard, hike up my street to the top, where it intersected the cross street. I took a few deep breaths, hopped on my board and went zipping down the sidewalk, not the street (hey, it is a ‘sidewalk’ surfer after all) and I quickly picked up speed. Due to the short length, the narrow-set ‘STEEL’ wheels and the uneven sidewalk, the skateboard would get really squirrelly. The skateboard would start zig zagging side to side, while still picking up more speed, until I had no choice but to jump off onto our lawn or a neighbors lawn. Yihah! I felt like I just got thrown from a bull.
Although I came across many different modern day Sidewalk Surfer skateboards photos online, I couldn’t find a photo similar to the one I had as a kid. The attached photo will give you a rough idea of the type of board I had (flat board & steel wheels). 
Wow! Skateboards have sure increased in size from my days of riding them. I guess it’s for better stability, plus you can take a bunch of your friends with you. There was no such thing as ride sharing skateboards in the ’60s.
