Best 308 things to do in Wilmette, IL

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

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

Host a private Chicago event with open-air decks and a professional crew

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

Put an expert captain at the helm of your boat

Set out on Lake Michigan with an experienced captain

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

Host a private kitten yoga party with playtime at The Arboretum of South Barrington

Stretch, cuddle and take photos with rescue puppies in a private yoga session

Stretch, cuddle, and play with rescue kittens in a 1-hour indoor class

Help open the barn with hands-on farm animal care