One of the most important port cities in Chile is Valparaiso.
I would encourage you to explore the links on this page.
The residential area is built on hills overlooking the harbor.
It is possible to drive into the hills, but it is time-consuming.
In order to create a more efficient way of accessing the city from the residential area, ascensors have long been utilized. Click the following link to see images.
In April 2014, a fire destroyed over 3,000 homes on the hills of Valparaiso. Click here for images of the fire.
We're off to Santiago!