The Best Yacht Rentals in Illinois

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!

50' Multi-level Sea Ray Luxury Yacht with Party up to 12 in Chicago

Loved the boat, the captain was wonderful, communication was the best. Everything was perfect we can’t thank you enough for 4 fabulous hours in the playpen for my weekend celebration. Thx you for making it so easy. We will book this boat and captain again!

42' Mediterranean Yacht for Luxury Cruises in Chicago - 3 Boats Available!

This was my second time on this vessel and both times were wonderful. Crew took safety very seriously which made us all incredibly comfortable. Owner communicated very well for the duration of the booking process and made himself available for any questions I may have had. Captain Dee made sure we had a great time out on the water. Alexis and Hassan were fantastic crew and helped ensure the entire event ran smoothly. We had a small hiccup regarding time but the crew made sure to rectify the situation in a way that kept everyone happy. 10/10 would recommend and definitely would book again! Thank you for everything!

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!

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.

46' Sunseeker Portofino Yacht in Chicago for Parties & Events

Chartered the Happy Hour 2 for a birthday party. Captain Kyle was very easy to communicate with. Clean and lovely boat. Captain Javier was also a fun time! An out-of-town friend said this was his best weekend in Chicago. Thanks so much for the amazing experience for my group! 10/10 would work with Captain Kyle and Captain Javier again!