Avi and I took this tour with his parents on our first visit to Chicago and had such a great time! Be sure to get there about 20-30 minutes early to get a seat on the top deck where you will have the best views. They have a bar so you can enjoy a beverage while you take in the beautiful sites and listen to the docent tell you about the history of Chicago architecture!
This is a great way to spend a couple hours of your day. It is walkable from the Drake too!
Avi knows this is one of my favorite spots for a day time glass of wine while in the city. You can get a great meal and a drink and then shop for amazing Italian grocery products - my favorite is picking up a bag of Vecchi chocolates on the ground floor next to the gelato.
Avi and I went here the first time he took me to the city. It is right on the river and when the sun is out there is no better spot to enjoy a glass of wine while looking at the city skyline and watching the yachts go by.
Best. Burger. Ever. Get there before it opens to put your name on the list otherwise you might have a 2 hour wait ahead of you.
Great outside area for enjoying a glass of champagne or a cocktail. It is near a bunch of great restaurants including Monteverde, Au Cheval and Girl and the Goat.
No trip to Chicago is complete without a picture in front of the bean!