Take a cupcake crawl on the famed Magnificent Mile. This is where all the great cupcake spots are in the Chicago area. There will be tastings at some of Chicago’s most well-known spots like Sprinkles and Molly’s, as well as trendy boutique shops you may have never heard of like Sacred Grounds Bakery. The tour kicks off at Water Tower Place and there are multiple stops along the way for gourmet cupcakes, ice cream and more. This is a cupcake lover’s dream and makes a great start to a romantic day for two. This tour is great for anyone including families and is popular as a unique birthday party for kids.