If summer isn't your favorite season, escape it and hit Ski Portillo in Chile. Not only will you be reunited with snowy slopes, but from July 31 to August 7th, you'll also get to experience the ski resort's annual Wine Week. A different Chilean winemaker is on hand each weekday to present their vineyard's offerings during après-ski, with representations from the San Antonio, Mapio, Colcagua, Apalta and Casablanca Valleys.
If you can't make those dates, you can warm up for the North American ski season during Wine Fest, August 28th to September 4th. There's no additional charge for either wine event, prices for the week (including accommodations, lodging, four meals a day and lift tickets run $990 to $1,590, in US dollars.