The Best Yacht Rentals Near Holland

28ft. Sea Ray Captained Boat Rental in Chicago

Captain Memo you were awesome!! Thank you for the charter. The boat was great, you were great, the day was great! If you’re looking for a nice day out on the water with some friends/family look no further. Truly, we highly recommend using Captain Memo. Out of everyone, he was the most responsive and was an overall great person. Our group had a blast with him! Thank you again!!

46' Luxury Yacht! Price all inclusive!

We had the absolute BEST experience with Captain Terry and Vanessa on our Lake Michigan boat charter in Chicago! From the moment we stepped aboard, we were warmly welcomed and felt completely at ease. Terry and Vanessa are not only experienced and professional, but also genuinely kind and fun people — they truly made our time on the water unforgettable. Their boat was beautiful, clean, and incredibly well-maintained. You can tell they take pride in every detail. We especially appreciated how safety-conscious they were, which made it easy for us to relax and enjoy the ride. They gave us the perfect balance of hosting and letting us do our own thing — we never felt rushed or restricted, just completely cared for and free to enjoy the experience. We had such a wonderful time cruising along the Chicago skyline and taking in the amazing views. Whether you’re celebrating something special or just looking to enjoy a peaceful and memorable day on the lake, Terry and Vanessa are the crew you want. We would absolutely book with them again and highly recommend them to anyone looking for an exceptional boat day!

44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available

Capt. Tim and crew were very accommodating and helpful. We rented the boat to scatter a loved ones ashes close to Navy Pier. Capt Tim was very receptive to our feelings and knew actually what we needed. We had a great celebration of life on his boat!

28ft. Sea Ray Captained Boat Rental in Chicago

Our party of 4 had a great time on Captain Memo’s boat. He was very communicative and sent a helpful video on where to find the marina. He also took pictures for us and sent them promptly following the ride. He made us feel very safe and welcomed.

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

Beautiful large boat for a bachelorette, plenty of seating space, we were able to hire a masseuse that provided massages in one of the rooms since it was a bit chilly, which was convenient. Will def rent again!

Ultimate 52 " Yacht at Diversey Harbor –Perfect for PlayPen!

We had an amazing day out on the boat. Jason was very helpful in the build up and Captain Jimmy was brilliant! The boat s huge and perfect for a trip on the lake. We would 100% do this again! So much fun.