things to do in Northbrook, IL

Sail Lake Michigan on a private weeknight cruise with sunset and skyline views

Anchor at Chicago’s Playpen for swimming, skyline views, and a laid-back day on the water

Private Lake Michigan fishing with an expert crew

Cruise Chicago’s lakefront for skyline and Navy Pier views

Cruise about two miles offshore for wide-open Chicago sunset views

Speed across Lake Michigan with your own music and skyline views

Cruise offshore from Navy Pier for fireworks and skyline views

Look beyond the brickwork to uncover a neighborhood's surprising stories

Sail Chicago’s lakefront on a private yacht with a captain, swimming and music on board

Private Lake Michigan sailing with swimming, snacks, and a certified captain

Sail Chicago’s lakefront at sunset aboard a private 37-foot yacht

A private sail for proposals, photos, and a champagne toast

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

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

Make the most of a quick day fishing on the water

A half-day fishing trip with plenty of time on the water

More time on Lake Michigan when summer fish are farther offshore

Make the most of a weekday fishing trip on Lake Michigan

Ride a foodie bus to restaurants seen in The Bear, with tastings along the way

Taste Mexican cuisine and discover Pilsen’s mural-covered streets

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

Paddle the Chicago River after dark with city lights and stories from your guide

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

Pilot a 2-person Craig Cat and cruise the Chicago River skyline