things to do in Homer Glen, IL

Learn About Winemaking in the Heart of Chicago

Take the wheel on a 22 ft pontoon cruise on the Chicago River

Paddle Lake Michigan with Chicago skyline views

Paddle Chicago's lakefront with skyline views and basic instruction

See Chicago fireworks from a floating tiki bar on Lake Michigan

Watch Chicago fireworks on a 90-minute tiki bar cruise

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

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

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

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

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