Things To Do
Chicago River Boat Architecture Tours
Our favorite activity for out-of-towners! A boat ride, Chicago history, beautiful architecture, comedic tour guides, and drinks flowing onboard - what more could you ask for!
Navy Pier
Popular Chicago attraction for shopping, rides & games, dining, boat rides, tours of Chicago, cultural attractions, art & exhibitions and so much more.
Skydeck Chicago
Experience views from 103 floors up at Chicago's iconic Willis Tower spanning throughout Chicagoland and up to four states! If you're feeling brave, step out onto the glass floor of "The Ledge".
Cloud Gate
The famous Chicago "Bean" located in Millennium Park.
Wrigley Field
The Chicago Cubs play at home v. The Pittsburgh Pirates on Thursday, June 12 - Sunday, June 15. Check out a game or explore the Wrigleyville neighborhood where you can find countless bars & restaurants on Clark Street.
The Second City
Check out a comedy show at the place where most of your favorite Saturday Night Live cast members started their careers
Au Cheval
Famous for having one of the best burgers in the world! They don't take reservations and wait times can be up to 3-4 hours, so plan accordingly to put your name in and explore the bumping West Loop neighborhood while you wait. Or check out one of their several fast-casual sister locations, Small Cheval, if you're looking for a quicker bite.
The Vig
One of Alex and Dani's favorite restaurants - don't skip out on the burger, the spreads, or the frosé! Located in the heart of the lively Old Town neighborhood. There is also a location in the West Loop neighborhood.
Topo Gigio Ristorante
One of Alex and Dani's favorite Italian spots. Located in the heart of the lively Old Town neighborhood.
Declan's Irish Pub
Alex and Dani frequented this Irish Pub so much they became "regulars" and friends with all the staff. This place is special to them! Perfect spot to grab a pint and great bar food.
Pizzeria Portofino
Located just around the corner from The Westin hotel directly on the Chicago riverfront, serving craft pizzas, pastas, seafood and wines. Make reservations in advanced.
Bavette's Bar & Boeuf
A beloved Chicago steakhouse, located a short 0.3 mile walk from The Westin hotel. Make reservations in advanced.
Gibsons Italia
Unbeatable views along the Chicago River with great steaks, pastas and more. Make reservations in advanced.