Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. JP

   Jessica

   Private Luxury Charter In Chicago - Sea Ray 360 Sundancer Motor Yacht

   We had a wonderful time on the boat. Our captains Peter & D were the absolute best- helped us get settled, were very professional yet relaxed, and covered us in when it started to rain. Boat was in fantastic shape, 10/10 would totally love to book again!!

2. 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!

3. VB

   Victoria

   39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

   Everytime I've driven on Lakshore Drive and seen all the people out in their boats having fun, I've thought about how nice it would be to rent one. I finally did for my birthday and it was a perfect afternoon! Boat very clean, well-managed, and friendly and helpful captain. Will rent again from Cap't James.

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. HB

   Haniyyah

   Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht

   Thank you for an amazing experience! My friends and I had a fantastic time on Lake Michigan. The boat was clean and well-maintained, the sound system was great, and our captain was professional, friendly, and made sure we had an incredible time. Everything on the water exceeded our expectations.