Second City Classic

Escape the tourist areas and enjoy the best places to eat in the Gold Coast & Old Town neighborhoods. Our original tour has a little of everything – classic Chicago tastes, diverse culinary insights, plus amazing history and architecture. The Second City Classic, previously called the Gold Coast and Old Town Food Tour visits seven Chicago food tasting locations within the epicurean hot-spot Near North area. Enjoy the best Chicago’s restaurants while tasting local foods from “mom and pop” specialty food stores, famous Chicago attractions and one-of-a-kind ethnic eateries. Between tastings, you’ll experience the life of a Chicagoan as you stroll the bustling tree-lined streets of Chicago’s celebrated Near North neighborhoods of the Gold Coast and Old Town. Our enthusiastic, local guides share their knowledge and recommendations of architectural gems, beautiful gardens, historic mansions, backdoor venues, hidden parks and exciting local attractions and restaurants. You’ll even get the inside scoop on the Original Playboy Mansion and the comedic happenings of The Second City Comedy Club and its legendary performers. Wonder why Chicago is called “The Second City”? We’ll tell you the story! The Second City Classic is perfect for Chicago natives and tourists interested in exploring their inner foodie with various samples of famous Chicago foods. Whether you’re a Chicagoan excited to be a tourist in your own city or visiting for the first time, we guarantee that you will walk away with new historical and architectural perspectives and a greater appreciation for Chicago’s culinary artisans.