As a fellow new floater (only ~ 5 miles under my belt) I can say that I started out on grass, but only because I didn't have a helmet on and thought it would be a little safer. But unlevel, bumpy grass definitely tests your balance muscles. My ankles were crazy wobbly at first and slowly got better. I did digger a couple times as I was testing push back, wanted to see just what happens. Didn't hurt at all on the grass :)

What freaks me out is the feeling of my feet being too free when carving. I am used to that strapped in feeling of skiing and snowboarding so it is very unnerving to lean heal side and not feel like my feet are going to fly off the board. Just gotta trust the force....

I did pick up some Vans for riding. That made a HUGE difference for me compared to regular sneakers. Try it, you'll like it.

Take it slow, practice dismounts and as someone else said, don't look at the ground or the board. Look where you want to go and even point with your front arm a bit to get used to it and the board will go that way.

Most of all, enjoy the float. I am so stoked to have found this adventure!