Bolocco has worked as a journalist on the Spanish language edition of CNN, on Telemundo and on various programs for Chilean Television and acted on the soap opera Morelia.

She then studied a year of civil engineering at the University of Santiago, Chile, before dropping out to pursue costume design at the INCA-CEA Institute.

On May 26, 1987, she beat 67 contestants to become the first Chilean to win the Miss Universe beauty pageant that was held at the World Trade Centre in Singapore that year.

She then took a starring role as the evil Karina Lafontaine de Montero in the Mexican Televisa's hit soap opera Morelia, which was aired to more than 70 countries throughout the Americas, including Chile, and Europe.

In October 1996, Bolocco took the job as co-host in one of the shows with the highest ratings in Chilean television history, Viva el lunes ("Long Live Monday"), alongside Kike Morandé and comedian Álvaro Salas.

In February, 2000, Bolocco became an established hostess for the Viña del Mar Song Festival, with partner and longtime host Antonio Vodanovic.