Skip to main content
Book a private virtual tour for conferences and corporate events

Visual Skyline Scavenger Hunt in Rooftop Bar

Engage with the cityscape and each other with this interactive group event.

Learn about the cityscape and bond with your co-workers or friends during a group event of an architectural and historical visual scavenger hunt. While enjoying cocktails in a chic River North rooftop bar, your group will enjoy the incredible views while scouring the cityscape for historical and architectural clues. This unique experience makes a memorable event for corporate team-building or family and friend groups.


From the 26th-floor vantage of Apogee Lounge, a rooftop bar, your group will see a wide variety of buildings reflecting different architectural styles and historic eras. Apogee has incredible skyline views facing north, east, south, and even a little bit to the west. And this group event is great for any time of year and Chicago weather. When the weather is good, your group can venture out onto the patio. The inside space takes takes advantage of even more magnificent architectural views.

Here in River North you can spot anything from itty-bitty 19th-century commercial storefronts to 1980s post-modern high-rises to the glistening new flagship McDonald’s. Famous architectural landmarks that are viewable include the Tribune Tower, Holy Name Cathedral, and the modernist AMA Building. The skyline views are stunning!

Your group event begins over cocktails as guests are organized into teams of 3-4. Then the game begins! Your group will get into the competitive spirit with this one-of-a-kind visual scavenger hunt. The clues correspond with a distinct building or other human-made feature within the Chicago skyline view. These clues may address architectural design, a surprising story or historic fact. Teams will try to spot the building that matches each clue. Educated guesses may be fueled by some knowledge of Chicago history and architecture and maybe ideas in engineering, too.

After the action-packed hunt, guests get a brief intermission to chat over another cocktail and delicious appetizers. (You would book the cocktails and food package direct with Apogee, with options like pork belly buns or tuna tartare). Then the group event peaks with an exciting 20-minute presentation with the Detours tour guide. She or he will explain the untold stories and ideas behind the architecture and landscape features from each clue. For part of it, your group will collectively piece apart the cityscape as we look out the windows.

Then without further ado, the winning teams will be announced, with special prizes awarded!

This interactive visual scavenger hunt guarantees team bonding for your corporate team, family or group of friends. Your group will interact with each other and the Chicago architecture around them. It’s an action-packed group event. Plus, you have more fun when you learn!


Our highly-trained, expert tour guides are smart, fun and passionate about Chicago architecture and history. We share the human side along with the secret stories behind buildings and new ideas in appreciating architecture.

As you look into possibilities for your Chicago private group event, this quick guide may help you determine if we would be the best Chicago tour company for your group. Dates book up quick, so call us now to reserve a spot for your group event!

In business since 2010, we are a top-rated Chicago tour company. We hold five-stars on both TripAdvisor and Google. Many of our Chicago architecture walking tours integrate historic bars, food, and music history. We hope you’ll join us to explore stories and places locals don’t even know, both downtown and in Chicago neighborhoods.


2 Hours




  • Enjoy stunning skyline views from a rooftop terrace, both indoors and outdoors
  • See architectural styles from Italianate to post-modern
  • Learn lesser-known details and forgotten stories behind Chicago buildings
  • Engage with your group over seasonal cocktails and creative appetizers

Stories & Ideas

  • Recall the bygone days of River North’s more sordid past
  • Learn about nuances of architectural construction
  • Get the lowdown on the history of Chicago pizza
  • Consider the constant change of Chicago neighborhoods

Tour Includes

  • Curated game with instructions and clues
  • Expert commentary by Chicago Detours’ tour guide
  • Prizes for winning teams
  • Special gifts for all participants

Tour Location

Get More Info

Get More Info


Call: 312.350.1131
E-Mail: [email protected]