Who we are

Growing up in the Chicagoland area, we’ve always loved the magic of Lake Michigan, and now we’re here to share that experience with you! Meet Tilly’s Dream—our custom, Coast Guard Certified 40-foot pontoon, designed for unforgettable moments on the water. With room for up to 35 guests, this spacious vessel is packed with everything you need for the perfect outing: a full-sized bathroom for convenience, multiple coolers to keep your drinks icy cold, and a Bluetooth stereo system so you can set the vibe with your favorite tunes.

At Funboat Chicago, your safety and enjoyment are our top priorities. Our vessel is captained by highly trained, USCG-certified Master Captains who ensure every trip is smooth, secure, and stress-free. Whether you're new to boating or a seasoned water lover, our crew is dedicated to delivering a seamless and fun-filled experience.

We love bringing your vision to life! Whether it's a lively celebration or a laid-back cruise, we’ll work with you to tailor every detail to your preferences. Ready to set sail? Contact us today to book your charter and create an unforgettable adventure on Chicago’s iconic waters!

The two creators of Fun Boat Chicago, Jim and Pat

Contact us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!