Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. SD

   Shreerupa

   Ask about Reduced Pricing Sept 2nd - Oct 19th * 44FT Regal Commodore

   Robert was fantastic. He was very prompt with his communication. The boat was very clean and had plenty of seats and space to accommodate our group of 13. Our primary goal was watching the Air & Water show which was running late. Robert was kind enough to give us extra time for free so that we had the best experience and did not miss the main attraction of the show.

2. MC

   Madeline

   450 Sea Ray Sundancer Pure Comfort! End of Summer Discounts!

   I highly recommend booking Captain Anthony for your boat day! He is a great host and made sure that our group didn’t have to worry about anything and could just have fun. Our friends are still raving about how much they enjoyed it. Thank you Captain Anthony!

3. FM

   Fernando

   Ask about Reduced Pricing Sept 2nd - Oct 19th * 44FT Regal Commodore

   Captain Robert gave us an unforgettable day on the water! From the moment we boarded, he made everyone feel welcome and comfortable. His professionalism, local knowledge, and easygoing personality created the perfect balance of safety and fun. The boat was spotless, the ride was smooth, and every detail was taken care of so we could just relax and enjoy. We can’t wait to book with him again — highly recommend!

4. bs

   bryan

   Luxurious 60FT Azimut | Double-deck Yacht

   Chris was on point with communication and the captain was great. I recommend this boat for 13 people. The boat had plenty of room. We paid extra to have to boat stocked with beverages, which was very convenient. Great experience all around!

5. PC

   Paige

   42FT Regal Commodore Express Cruiser

   Our party of 12 had an amazing time with Captain Dan Leslie on the 'Big Daddy' boat. From start to finish, the experience was absolutely fantastic. Our captain was not only well-informed but also incredibly fun, making the journey enjoyable and engaging. The boat itself was exactly as advertised, clean and well-maintained, which added to the overall experience. Whether you're looking for a relaxing day at sea or an adventure with friends, this boat trip delivers on all fronts. I can't wait to do it again!

6. AU

   Alana

   39' Formula Motor Yacht - Great for Playpen!

   Dan’s boat was incredible! He made the experience very smooth, and set us up with a great, reliable captain. This was a great value for the experience! I highly recommend!