Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. VC

   Vanessa

   42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

   Had a beautiful day on the water with friends visiting from out of town. We had weather concerns and Kyle kept an alternate day open just incase. That flexibility allowed us to go on the sunniest day of the week. It was magical being out on the water on a perfect sunny day.

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. KS

   Ken

   Double Decker 50ft Sea Ray Flybridge Yacht

   Chicago Yachting and Captain Kelly provided a great experience for my bachelor party. The boat was great and the lily pad provided a great way to hang out in the water together. Playpen was a great spot to hang out in. Would book again!

4. AJ

   Amber

   42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

   I booked this boat for my Bachelorette party & it was so much fun! The owner Kyle & our captain Javier were phenomenal! Very professional and communicative. The boat was clean & exactly like the photos. I will definitely be booking with them again!

5. 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!

6. 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!