Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. WZ

   Will

   Sunseeker 70' Exclusive Motor Yacht - Perfect for Private Events in Chicago

   The captain and crew were friendly, professional, and made sure everyone had a fantastic time. The boat was beautiful, well-maintained, and exactly as described. Communication was easy throughout the process, and the entire experience was smooth from booking to the end of the trip. Highly recommend for anyone looking to plan a fun and memorable day on the water!

2. GR

   Geoffrey

   Spacious 35' Sea Ray SLX Motor Yacht Charter in Chicago

   Grace helped book an amazing outing, the boat is perfect for a day cruise and time in the playpen for an intimate group. Plenty of room with 7 guests. Loved our captain and ease of charter. Will definitely book this specific boat again with Grace!

3. AK

   Ashutosh

   50ft Azimut Flybridge Yacht at Navy Pier Marina for 13 Guests

   Doug's boat rental was awesome. The boat was clean, looked great, and my family had an amazing time out on the water. The location at Navy Pier made everything super convenient—we were able to get on the river quickly without wasting time, which was a big plus. The captain and his assistant were fantastic too. They were really attentive and made sure we were taken care of the entire trip. Highly recommend Doug if you’re looking for an easy and enjoyable boat rental experience in Chicago.

4. SR

   Steve (Kris)

   Sunseeker 70' Exclusive Motor Yacht - Perfect for Private Events in Chicago

   We had an amazing experience! The boat was beautiful, and everything exceeded our expectations. Captain Damian and Jules were both outstanding—they were professional, friendly, attentive, and made sure everyone in our group had a fantastic time. We even had a brief rain shower, but it ended up being a unique part of the experience watching it move across Lake Michigan. If you’re looking for a first-class charter in Chicago, I highly recommend them. We can’t wait to book again next year!

5. 

   Melissa

   30 foot Rinker Captain included in price!!!

   Captain Joe was the perfect captain for our bachelorette party! He took all of the photos of the group we asked for, so kindly. He was attentive, but low key- and even navigated a surprise rain shower. Would 100% recommend him for any occasion.

6. KR

   Kelsey

   Sea Ray 400 Express Cruiser Yacht Available In Chicago

   Lovie’s boat was so much fun! It fit our group of 11 so effortlessly. The sound system bumped, and the floaty they provided was perfect. We had such a good time! Would definitely book this boat again!