Yeah fruits is cherry on stage 2.
As for other good beginning maps, refer to Dellort.
But I would disagree on beginning with CS:S. I would say stick with one or the other. I've surfed 90% of my surfing on surfiT and when i went over to CS:S, something felt different. I can't put my finger on it, but it just seems off. Something with the air-strafing feeling odd. Regardless, I would stick with one or the other.
Good luck!