things to do in Northbrook, IL

Rent a bike near the Lakefront Trail and Navy Pier—return it by shop closing

Rent a bike for 4 hours steps from Navy Pier and the Lakefront Trail

Hire a Lake Michigan captain familiar with Chicago’s boating hot spots

Host a private celebration aboard a Hamptons-inspired catamaran

See Chicago’s illuminated skyline from two waterfront perspectives

Discover Chicago’s darker history from the river

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

Set your own pace on a private Chicago yacht cruise

Watch Chicago open up beneath you on a professionally piloted helicopter flight

Double-decker catamaran for private entertaining and water views

Discover Lincoln Park’s nature and history with a local guide

Sail Chicago’s lakefront on a private charter with time to swim and relax

Spend a relaxed day on Lake Michigan with a licensed captain at the helm

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

Celebrate, cruise, and swim aboard a 52-foot Sea Ray

Cruise Chicago with a safety-focused captain experienced in commercial fishing

See Chicago’s skyline from above street level and explore at your own pace

Discover the voices that shaped American culture

Sail Lake Michigan with Chicago skyline views

Explore Chicago's past with a private guide and museum admission included

Explore Chicago’s story through historic artifacts and hands-on exhibits

Uncover the women behind Chicago's art, architecture, and civic life

Trace Chicago's skyline story through Loop landmarks

Sail Lake Michigan at sunset for Chicago skyline views from the water