By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
Page 1 of 13 • 298 listings
MS
Manisha
27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!
Capt Tim Jr was first and foremost a safe and cautious captain given the windy day and choppy lake. He was accommodating, personable, took great pics - and all around gave us a very fun experience that we will surely repeat with him.
IC
Isabel
Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago
We absolutely loved our experience! Our captain, Drake, was wonderful and we were very impressed with the boat. We had 13 guests, and the boat was comfortable for all of us. We went on a Saturday evening and enjoyed the fireworks and city views. Highly recommend!

Barb
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
The boat is exactly as listed. Had a great night out watching the navy pier fireworks. Communication was excellent. The weather wasn’t cooperating and the captain was quick to reach out with details. We ended up rescheduling twice. Chicago weather what are you going to do. But once we got in the boat everything was so lovely. And there is a boat dog named, Piper. Piper kept us all entertained! Highly recommend!
SG
Samantha
Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
This was the most fun I’ve had in Chicago so far, the weather was beautiful and we had a smooth ride. We rented the boat for a bachelorette and communicating with Kevin was so easy, he was able to answer all of our questions patiently, he was so kind and made the whole process so easy. Our captain was Riley, I would totally recommend him, he was puntual, funny and made our trip so fun and also made us feel so comfortable and safe. He was clear with instructions and was patient with us as well. I would totally recommend Kevin and his boat to everyone!
CR
Ceci
Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
Our charter with Kevin was great and everything was as pictured. There were 8 passengers (aside from the captain), and we were all seated comfortably. Directions to get to the dock as well as directions leading up to the day were very clear & Kevin was very responsive. Definitely recommend booking with him.

Jessica
Maxum Motor Yacht At Burnham Harbor, Captain/Fuel Included
Captain Joe and Ryan were awesome! Joe was super responsive leading up to the charter and made the entire experience so easy and enjoyable. We had the best afternoon on the water and couldn’t have asked for a better crew. Highly recommend booking with them!