Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. MG

   Maddy

   29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

   We had such a great trip. We got a nice tour of the city and then were able to anchor up in a nice spot to relax tied up on floaters to the boat. The boat has everything you need. And captain was so helpful and accommodating. We really enjoyed our time!

2. AG

   Ali

   20 Passenger Captained Boat - $400 off Fridays and Sunday Fundays!

   We booked a 20 person pontoon with Troy for my bachelorette party and he mad the booking process so easy! Then day of Corey and Bree were our captains and were so fun and amazing! Would 10/10 recommend the boat to any group looking for a fun activity :)

3. SC

   Santhosh

   Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

   We had a last minute booking and Nicole was kind enough to accommodate us and communication was great. Amazing boat, super friendly couple who are great to have conversations with. They made sure everyone had a great time safely. Highly recommend!

4. AE

   Ahmad

   Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

   This is our third time renting a boat from Jason, and once again, we were completely impressed. The entire experience, from the boat itself to the communication, is always top-notch. For this outing, we had Jimmy as our captain, and I cannot recommend him enough! He was fantastic and truly elevated the whole experience for our group. It is always a pleasure dealing with Jason, and we already can't wait to rent from him again!

5. SR

   Sarah

   29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

   Had a great time, captain was thorough in his explanation of how to get to the boat, was great communicating and we had a wonderful ride! We were a little late due to traffic and he was kind enough to extend a few extra minutes so we had the full time on the boat which was very generous!

6. 

   Dorissa

   44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain

   Our group had an amazing time! We truly had such a fun and memorable experience. Our captain was incredibly professional, communicative, and kind from start to finish. The entire booking process was excellent and communication was perfect. Everything exceeded our expectations....We are absolutely going to book again.