Things To Do
The Art Institute of Chicago
The Art Institute of Chicago is a must-see for art lovers. Spend hours wandering through world-class collections, including the iconic Impressionist masterpieces.
Chicago River Architectural Boat Tour
The Chicago River Architectural Boat Tour is a must-do if you want to take in the city’s stunning skyline from the water—complete with a knowledgeable guide and a relaxing breeze. Sure, it's informative and picturesque, but it’s still not as good as the exclusive, up-close personal tour Jeremy gave Sara on a kayak. There were fewer tourists, more splashes, and—let's be honest—who needs a microphone when you have Jeremy’s charm and navigational prowess? But hey, the boat tour’s a solid second choice.
Wrigley Field
Wrigley Field: The hallowed ground where the Great American Pastime thrives—and one of Jeremy’s favorite spots to catch a game with friends. It’s where memories are made, like the time Jeremy took Sara to her first Cubs game and, in true Wrigley fashion, the Cubs pulled off an epic comeback. From the iconic ivy-covered walls to the timeless energy of the crowd, Wrigley is the kind of place where even a first-timer can feel like a lifelong fan.
Lakefront Trail
The Chicago Lakefront Trail is the perfect spot for a scenic walk, jog, or bike ride with unbeatable views of Lake Michigan and the city skyline. It’s where Jeremy popped the question to Sara, so it’s got a special place in their hearts (and in the city’s charm).