things to do in Bolingbrook, IL

Watch Chicago fireworks on a 90-minute tiki bar cruise

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

Slow down with goats, mindful movement, and a guided walk on the farm

Eat your way through Uptown’s immigrant neighborhoods in 2.5 hours

Taste Vietnam, the Middle East, and Sweden while exploring Argyle and Andersonville with a guide

Taste Lincoln Square’s European roots and Silk Road flavors on foot

Taste Chicago classics while exploring the city's landmark-filled streets

Explore Chicago through social adventures with fellow solo travelers

Bike and taste your way through Miami Beach’s Art Deco streets and local eats

Paddle Lake Michigan from Ohio Street Beach for two hours

Paddle Lake Michigan for Chicago skyline views

See holiday lights, market traditions, and Chicago's tree on a downtown stroll

Taste Chicago's holiday flavors and festive sights on foot

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

Charter a 48 ft Sea Ray Flybridge for up to 13 guests on Lake Michigan

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