Best 315 things to do in Northbrook, IL

See Chicago landmarks by helicopter with a 5-passenger twin-engine aircraft

Cruise Chicago’s river in a vintage 1950s Milo Craft

Paddle Lake Michigan’s shoreline for city views and guided instruction

Night kayak tour to watch Navy Pier fireworks

Learn essential sea kayaking skills with certified instructors

Self-drive pontoon on the Chicago River with Navy Pier fireworks

Jet ski on Lake Michigan with skyline and Navy Pier views

Taste four Chicago pizza styles on a guided West Loop walk

Visit four Chicago pizzerias and compare four pizza styles by bus

Learn About Winemaking in the Heart of Chicago

Taste your way through downtown Boston on a private donut walk

Parasail up to 500 feet above Lake Michigan for skyline views

Trace Chicago’s Prohibition history across four neighborhood speakeasies

Taste Chicago classics while exploring the city's landmark-filled streets

Bike and taste your way through Miami Beach’s Art Deco streets and local eats

Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included

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

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

Discover Chicago architecture and fireboat history on a guided river cruise.

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

Live Electric Brew jams aboard a historic Chicago fireboat

Live stand-up, touring comedians, and skyline views aboard a historic fireboat