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Things To Do

For those visiting the Windy City for the event, here are some of our favorite things to do!
Gibsons Italia

Gibsons Italia

233 North Canal Street, Chicago, IL 60606

Skylar and Harley celebrated their 4-year anniversary here! Don't miss out on the Cacio e Pepe or King Crab Bisque.

Architecture Boat Tour

Architecture Boat Tour

112 East Wacker Drive, Chicago, IL 60601

This is an amazing way to see downtown Chicago! Skylar and Harley have each gone 3+ times - you learn something new every time.

Greek Islands

Greek Islands

200 South Halsted Street, Chicago, IL 60661

One of the Segal family's go-to restaurants, Greek Islands is great for a fun, authentic dining experience. You have to try the flaming saganaki cheese!

Cloud Gate in Millennium Park

Cloud Gate in Millennium Park

201 E. Randolph St., Chicago, IL 60602

More commonly known as 'The Bean,' this is a must-see for any first time visitors to Chicago!

Quartino Ristorante

Quartino Ristorante

626 North State Street, Chicago, IL 60654

Quartino is a bustling Italian restaurant where you can get house-made pasta at a fantastic price. Skylar loves the Tortellini, Harley prefers the Chicken Parm - you can't go wrong with either!