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Would taking the free room the Navy is providing (in a nice hotel) in Santiago and commuting via shuttle/taxi/train be worth the savings or should I just eat the hotel in Viña for a few nights?
Way too far for that. Rent a car and drive. Used to be a toll road too so research the route. Nice drive in the daytime. Avoid leaving/entering Santiago, Vina, Valpo during morning and evening rush hour.
Here’s what he got back to me with.
“it’s pretty easy to knock out the city in a day. Absolutely do the free walking tour, and be sure to visit the pre-colombian art museum and the human rights museum.”
I’ve also attached a few lists his embassy liaison sent him with more things to do as well as hiking suggestions.