Second City Tours serves up a wine-and-cheese tasting adventure through two of Chicago's most upscale neighborhoods, River North and the Magnificent Mile. You'll hit three different restaurants or bars for samples of nine or more red, white and sparkling wines, specially paired with a variety of cheeses, flatbreads and small-plate appetizers. There's more tasting than touring on this excursion, and a minimal amount of walking, so you can focus on the flavors and pairings being offered. The stops sometimes change, but have included chic establishments like Davanti Enoteca, Osteria Via Stato, Quartino, 25 Degrees, Frankie's Scaloppine and Berkshire Room
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