Witnessing a one-of-a-kind show from a living legend in an intimate setting is something to brag about.

Indoor bouldering is a booming sport, and it’s easy to understand why. Climbing is a full-body workout ... and a cerebral, collaborative process.

The Chicago Sketch Comedy Festival, which debuted in 2002, is now the largest in the world, hosting more than 180 groups and putting on almost 200 shows over eight days.

In Chicago, we like to think of classics as places that have withstood the test of time. They’re old-school. They exude character. They’re reliable to the point you know exactly what to expect when you walk through the door. And typically, they don’t need an introduction to locals.

No matter where or what we were doing, the guide was always teaching us some obscure piece of Chicago holiday trivia, like how the city distributes the Ebenezer Award every year to acknowledge “the most absurd affronts to the Christmas and Hanukah season.”

One of my favorite shows I have seen in the theatre in the last few years, The Woman in Black is full of laughs, scares and a handful of surprises.

At each stop, the food was excellent, and the trek between them felt easy, broken up by stops where our guide explained Chicago history, spanning architecture, culture and geography.

Royal Palms Shuffleboard Club focuses on the generation that doesn’t mix black socks with sandals. Instead, it’s a hip space with loads of shuffleboard courts, a rooftop deck, Caribbean theme with cabanas and tropical cocktails.

At Au Cheval, you are given the option to add bacon and/or a fried egg on top. It’s everything you ever wanted from a burger.

The Christmas Around the World exhibit at the Museum of Science and Industry features a four-story Grand Tree that is surrounded by a forest of more than 50 other smaller trees and vibrant displays to represent holiday traditions from around the globe.