things to do in Oak Park, IL

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

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

Choose your paddlecraft for a self-guided outing on the water

Paddle past the Wild Mile and Chicago's skyline in a single or double kayak

Explore Chicago River routes by kayak or stand-up paddleboard at your own pace

Paddle the Chicago River in a single or double kayak, from the Wild Mile toward downtown

Learn essential sea kayaking skills with certified instructors

Learn paddleboard skills for calm-water adventures

Explore the Old Joliet Prison's history, inmate stories, and surviving cell blocks

Walk through Chicago scenes from Ferris Bueller, The Dark Knight, and more

Follow Chicago’s movie trail with a local actor guide

Explore interactive exhibits and artifacts from Joliet’s past with access to galleries for all ages

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

Catch live music on the rooftop with gallery access

Watch Navy Pier fireworks from the water with Chicago skyline views

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

Discover the sweeter side of wine this Halloween

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

Taste four Chicago pizza styles on a guided West Loop walk

Visit four Chicago pizzerias and compare four pizza styles by bus

Drive through 2.5 miles of holiday lights, themed displays, and a laser show