Nancy Sinatra – 79

The song, These Boots Are Made for Walking, from 1966 is Nancy Sinatra’s signature hit. It was this song that catapulted her into stardom. The daughter of the legendary music icon Frank Sinatra, Nancy began her career back in 1957. The 79-year-old Sinatra had a brief acting career too and appeared in the movie Speedway opposite Elvis Presley. She also co-starred with her father in Marriage on the Rocks. Nancy released her most recent album in 2013, but she hasn’t announced her retirement yet. She has two daughters who both received $1 million each as an inheritance from their late grandfather.