The Run Down

Chicago’s Riverwalk is a labyrinth of life in the heart of downtown. The 1.25-mile-long path, which was expanded in 2016, offers unique city views and plenty of family-friendly activities. It’s perhaps best enjoyed on the river itself, which is where today’s guide sets off. You’ll start with a scenic and educational boat tour, then cool off with homemade gelato and a refreshing water fountain.

1. Chicago River Architecture Tour @ Wendella Tours & Cruises

2. Gelato @ Sweet Home Gelato

1. Wendella Tours & Cruises

The exploration begins at Wendella Tours & Cruises, which offers a variety of rides on both the river and Lake Michigan. One of the most “touristy” activities in Chicago, the 45-minute architecture tour is the perfect way for the kiddos to learn about Chicago’s background, with the added excitement of a boat ride. Plus, it’s just fun to play tourist (if, that is, you are a local).

Boarding for the tour is at the river level, so you’ll need to walk down a set of stairs (or a ramp) by the Wrigley Building off Michigan Avenue. The tours depart from two different docks, so check to make sure you have the correct one. Arrive at least 15 minutes early to queue up and watch the busy traffic on the river.

When your boat docks, you’ll board and listen to a brief safety overview. Passengers can choose from benches, chairs, and standing-room spots but are also free to move around during the tour. Once everyone is situated, you’re off!

As you head east toward the lake, you’ll get up close to Navy Pier and other prominent attractions. The kids will be awed by the views of downtown as well as the open water in front of them.

The tour continues back on the river, and you’ll weave under bridges, past skyscrapers and around condominiums. You’ll pass commuters making their way to the train, tourists meandering down Michigan Avenue, and diners enjoying a meal on the Riverwalk. The ride goes through the financial district, past the Merchandise Mart and along the Civic Opera House. Wave to the other tour boats, kayaks, and party pontoons you pass along the route — more often than not, they’ll wave back, sometimes initiating, too.

Don’t forget that your activity is more than just a ride on the river. As an architecture tour, the docent offers a broader wealth of information, teaching you and your young ones fun facts about the city’s history, design and founders. The kids will be delighted to find out the word “Chicago” loosely translates to “stinky onion.” They’ll gawk upward at the Willis Tower, the tallest building in the world from 1973–1998. Let them know that any self-respecting Chicagoan will always refer to it as the Sears Tower (its 2009 name change be damned).

Things to note:
– Tickets can be purchased in advance, which is a good idea on a busy day.
– Seating is first come, first served on the spacious top deck, and covered lower level. The boats are outfitted with bathrooms and offer concessions with drinks and light snacks.

2. Sweet Home Gelato

After all that time in the sun, everyone is ready for some sustenance. The Riverwalk is lined with a variety of restaurants, cafes and pubs to refuel and rejuvenate. Pinched on the River, a 10-minute walk toward the lake from where the boat tour ends, is a reliable spot for families to enjoy a meal al fresco. It’s a little removed from the other bars and taverns that cater to day drinkers while still offering exciting views of the city. The Mediterranean-inspired menu includes salads, wraps, bowls and sandwiches for every size appetite.

If you’re just in the mood for a refreshing snack, look no further than Sweet Home Gelato. Nestled on a quiet strip just west of La Salle Street, Sweet Home Gelato is the ideal kid-friendly spot for a cool pick-me-up. The family-owned store offers artisan gelato, milkshakes and coffee as well as baked goods, such as brownies and macaroons. Plus, it’s conveniently located right next to a fountain with 14 water jets that will catch the kids’ attention from far away.

Walk half a mile west on the scenic Riverwalk, retracing some of the route you just took on the boat. You’ll pass bars with live music, tourists taking in the city and locals soaking up the sun. As you approach the fountain, kick off your shoes and let the cool water soothe your feet. The kids will want to play and might get a little wet — and that’s okay.

The scent of sweet and buttery waffle cones will start to waft over, turning your attention to the compact storefront set back 15 feet from the fountain. With a smoother and denser texture, gelato is ice cream’s more sophisticated Italian cousin. Sweet Home offers gelatos in flavors ranging from classic strawberry to the more nuanced Nutella, as well as half a dozen choices of sorbet.

Choose from a decant waffle cone or a classic cup, with rainbow or chocolate sprinkles to top it off. If you are so inclined, adults can also get a boozy sundae, such as peach sorbet topped with prosecco. Sit at one of the many patio tables to enjoy your treats and watch the traffic on the Chicago River float by you.

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