Trip Type: Fun

Dive into the City That Never Sleeps, where the culture is built on energy, finance, and the arts. Attend a Broadway show, explore world-class institutions like The Metropolitan Museum of Art (The Met), or stroll through Central Park.

Known as the “Windy City,” Chicago is the birthplace of the modern steel-framed skyscraper, boasting a world-renowned architectural scene (take a boat tour!). Its cultural pulse is felt in its contributions to Jazz and Blues music and its distinctive deep-dish pizza. Don’t miss the art at the Art Institute of Chicago or the reflective “Bean” sculpture at Millennium Park.

Immerse yourself in the heart of American democracy. Key activities revolve around the National Mall, featuring the Lincoln Memorial, Washington Monument, and the U.S. Capitol Building. Its culture is dominated by history, politics, and the incredible free access to the Smithsonian Museums (like the Air and Space Museum).