Best 316 things to do in Deerfield, IL

See Chicago fireworks from a floating tiki bar on Lake Michigan

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

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

Live Electric Brew jams aboard a historic Chicago fireboat

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

Jet ski across seven lakes with a guide, from shoreline sights to open water

Cruise scenic lakes at your own pace on a guided jet ski ride

Ride past Chicago’s lakefront landmarks by jet ski

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

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

Help open the barn with hands-on farm animal care

Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing

Paddle Lake Michigan with Chicago skyline views

Explore Lake Michigan by boat, from Playpen outings to Chicago river cruises

Bring your group aboard for a captain-led Chicago outing

Cruise Chicago’s waterfront with a certified EMT captain

Cruise Chicago with a flexible captain for your 3–4 hour charter

Chart a captain-led Lake Michigan or Chicago River outing tailored to your plans

Set sail on Chicago waters with a captain at the helm

U.S. Coast Guard-certified captain for your Lake Michigan charter

Experienced U.S. Coast Guard–licensed captain for your Sea Ray outing

Bring your group aboard a rented vessel with a 100GT Masters Captain

Explore Chicago’s shoreline with an experienced captain

Tailor a private Chicago boat outing with an experienced captain