things to do in Schaumburg, IL

Cruise Chicago’s waterfront with a certified EMT captain

Captain for hire on Lake Michigan, with payment options and holiday rates

Trade airport waiting time for a guided taste of Chicago

Go beyond Chicago’s main sights with a private guide and time in local neighborhoods

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 with a flexible captain for your 3–4 hour charter

Cruise with Captain Rudy at 31st Street Harbor

Hire a Chicago captain for a Lake Michigan outing

Cruise Chicago by private boat with an experienced captain

Hire a seasoned Lake Michigan captain with 40+ years of experience

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

Private cruising for relaxed gatherings and celebrations

Hire a captain for 3–4 hours, with flexible languages and a safety-first focus

Cruise on a 46 ft Sea Ray Express with up to 13 guests

Cruise Chicago by private boat on a 50 ft Sea Ray Sundancer, up to 13 guests

Hire a Lake Michigan captain familiar with Chicago’s boating hot spots

Private yachting for celebrations, family gatherings, and corporate outings

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

Bring your group aboard for a captain-led Chicago outing

Enjoy a Chicago charter with a USCG-licensed captain and 15+ years of experience

Hire a Polish-speaking captain for your rented Lake Michigan boat

Host a private celebration aboard a Hamptons-inspired catamaran

Spend a relaxed day on Lake Michigan with a licensed captain at the helm