If you're streetwise, you can survive even tough city environments—you have plenty of knowledge and experience. Your streetwise friend can help you navigate New York City's subway system.
The informal adjective streetwise is good for describing people who are resourceful, smart, and a little bit sly. When your cousin comes to visit from his isolated house in the country, he'll want a streetwise guide like you to show him around your urban neighborhood. The origin of streetwise is uncertain, although we know it was coined in the U.S. some time during the mid-20th century.