The Best Boat Rentals Near Waukegan

28ft. Sea Ray Captained Boat Rental in Chicago

There’s not enough words to describe how great our experience was with Captain Memo. His communication was great. He was very knowledgeable of the water. Made our experience very memorable. If you’re looking to experience a wonderful yacht day Book now!!! Thank you Memo for going over and beyond to make sure we felt safe and have good time!!

28ft. Sea Ray Captained Boat Rental in Chicago

⭐️⭐️⭐️⭐️⭐️ We recently had the pleasure of going on a boat tour with Captain Nemo in Chicago, and we can't recommend it highly enough! From the moment we stepped aboard, Captain Nemo made us feel like family. The views of the skyline from the water were absolutely breathtaking, and the boat itself was comfortable and well-maintained. Captain Nemo's attention to detail and commitment to ensuring we had the best experience possible really stood out. Whether you’re a local or just visiting, this tour is a must-do! Thank you, Captain Nemo, for an unforgettable day on the water!

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

We had an incredible experience with this boat rental! The service and communication were seamless from start to finish—everything was clear, timely, and super easy to coordinate. We were lucky to have Captain Jaydenn onboard with us, and he was absolutely amazing—professional, fun, and made sure we had a great time out on the water.

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

Captain Tim was amazing! He was super communicative, fun, patient, and just a great captain overall. Everybody had a great experience on the boat and absolutely loved it! The boat itself was also gorgeous. We would definitely book with Captain Tim again.

32ft SeaRay Sundancer for Charter in Chicago

We had an amazing day with Nick and his brother Ryan on their boat!! They took care of everything we needed, made sure we had an amazing day and were very accommodating! The boat was beautiful, and very clean! We are already booking our next day out!

25ft Rinker - Captained included in price- Chicago

Joe was incredible! I booked a 2 hour skyline cruise/swim time for my nephew's 8th birthday and Joe made us so comfortable. He answered all my questions about life jacket sizes and weather fluctations and adjusted our departure time to ensure we didn't get caught in a storm. Highly recommend!