You should snag a copy of Thrasher: Skate and Destroy (PS1) IRL.
...OR if you have to grab the image and emu it.
It'll give you some nice ideas considering the following.

There are 13 levels. They are listed below in order of progression.

Hometown
USA

New York
The Subway
Washington Square Park
Brooklyn Bridge Banks
West Side Sex Shop

Los Angeles
Venice Beach
LA River
The Courthouse

San Francisco
China Banks
The Hills
Embarcadero

International
South Bank, United Kingdom
Das Kolosseum, Germany