We went with a private tour guide and had a nice day in Valparaiso with this included. It's not the cleanest of cities, but yet there is so much to see and do. Having a guide may help many feel more comfortable since I know that it helped us. We never felt unsafe but it's all these weaving roads and I would think it would be easy to lose your sense of direction. So many picture ops and lots of monuments and old buildings. I don't know that I would want to be walking around here at night, but during the day, it seemed fine.
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