If Michael still does vinery tours around Casablanca valley (between Valparaiso and Santiago de Chile), we highly recommend him.
http://winetoursvalparaiso.cl/index.html
We went to few of the big ones but we especially enjoyed private tours at the smaller vineries. During the couple of dates we ate both local food (excellent!) and food with matching, local wines. Emiliana organic vineyards was great. In Cantrala we had wine and food by the vineyards, with the wine maker. Definitely not your average tours.
We really loved the Lake District. It is simply stunning.
Termas Geometricas was the nicest geothermal spa we could find,
http://www.termasgeometricas.cl
In the middle of beautiful nature.
Huilo Huilo biological reserve is one of the most amazing hotels we've been to.
http://huilohuilo.com/en/
We stayed at the Montana Magica which looks like a tree with a water fall on it. They have plenty of activities in the area, from wild fishing to riding and even climbing to a double volcano. It was +30C down there, and we decided to head for the snow..
We simply rent a car from Temuco airport and drove around. Very easy and safe. On our way back to Temuco we even took hitchhikers, and we never do that
It was a child and her mother and we thought they had some trouble.
Need to visit the northern part of the country one of these days. Chile, Colombia and Argentina are our favourites in South America.