Best 209 things to do in Wilmette, IL

Sail Lake Michigan for sweeping views of Chicago’s skyline

Sail Lake Michigan with live blues from Michael Charles and his band

See Chicago’s skyline from Lake Michigan on an evening sail

Watch Navy Pier fireworks from the water with Chicago skyline views

90-minute group sail for Navy Pier fireworks and Chicago skyline views

Walk Chicago’s Pedway and spot hidden details in the Loop

Walk the Loop to see Chicago’s hidden interior architecture

Trace Chicago's haunted lore, gangster history, and true-crime disasters on foot

Step inside Chicago’s Art Deco buildings on a 2-hour Loop walk

Cruise Chicago’s lake and river on a historic fireboat with docent-led stories

2-hour happy hour cruise with skyline views and a full bar

Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

Island tunes, skyline views, and a full bar on the Chicago River

Take in Chicago’s skyline from a floating tiki bar with a full bar on board

See Chicago by water from a floating tiki bar with Sunday drink specials

Cruise Chicago’s waterways aboard a floating tiki bar with Sunday drink specials

See Chicago fireworks from a floating tiki bar on Lake Michigan

Watch Chicago fireworks on a 90-minute tiki bar cruise

Watch Chicago fireworks from a floating tiki bar with a full onboard bar

Celebrate on a tiki-themed yacht with an open bar and Chicago skyline views

Private 50-foot charter with two decks, a waterslide, and an open bar

Private river cruising with Bluetooth sound and beverage credits on longer charters

Sail Chicago’s skyline aboard an 80-foot tiki-chic yacht

Celebrate on an 80-foot yacht with an included open bar