Framed by its brazen architecture, Chicago makes a striking backdrop for a Lake Michigan Sail. Moor up at the Navy Pier for Ferris wheels, fountains and footlights; then cruise downtown for a gourmet experience and shimmering sunset scenes at the top of Willis Tower.

When to visit

Kick off the holiday season with the ‘Magnificent Mile Lights Festival’. Occurring every late November, it’s a celebration that’s great for the whole family. Join Mickey Mouse parading through town, and spend a frosty evening marveling at the legendary fireworks.

Hot Tip

Chicago is the Hollywood of the Midwest – see how many movie locations you can spot as you saunter through the city - on foot or from the river!