Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. KD

   Kevin

   42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

   Used Captain chris and he was great. I wasn't aware that there was a whole team required (3 people total including captain), not that it mattered much. They tried to not let us use the lilly pad because they said the wind caused it to float away with 8 people on it, but we were in the water and it was great. I would not want to hit the play pen without it IMH. John was very kind, and the boat was quite spacious. Overall had a great experience, 5 stars, but noting the lily hiccup that I felt like I had to fight to keep but it appeared to have no issues using it. Would book again

2. JD

   Juan

   42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

   The best charter experience I’ve had! John was amazing, he greeted us at the dock and the crew he recommended was amazing. Captain Ken was the perfect guy for the job, he was fun and a very skilled operator. Deckhands Derroll and G were both great and very personable. Definitely will be booking with John again!

3. CB

   Colin

   27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform

   Alex and his brother did an excellent job making it a very fun and relaxing boating experience for my friend's bachelor party. We all had a great time and would definitely want to do it again, plus would highly recommend to anyone else looking to experience Chicago Boat Scene

4. SS

   Sophia

   38-ft Party Pontoon for Up to 20 Guests in Chicago

   My fiancé and I booked this for our joint Bach party and we didn’t regret it for a second. The boat was very clean and spacious and the staff were extremely friendly. Such an unforgettable time!

5. JG

   Jack

   Burnham Harbor, CAPTAIN/FUEL INCLUDED

   We had an unforgettable experience with Captain Joe and deckhand Ryan! They were incredibly accommodating and flexible, adjusting our itinerary to work around storms so we could still make the most of the day. Their professionalism and positive energy made the entire trip a blast—we were celebrating my 30th birthday, and it couldn’t have been better. The float tube was a huge hit and added so much fun to our time on the water. Highly recommend booking with them—would absolutely do it again!

6. SG

   Stephanie

   7 to 13 passenger Lake Michigan Sailing Charter

   My friends and I rented Captain Russell’s boat for a wedding weekend celebration and had the best time! The boat was beautiful, and Captain Brian made the whole experience super enjoyable. Highly recommend!