Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. JG

   Jennifer

   Enjoy "The Good Life" - 35' Four Winns

   boat good size for our group of 10, was disappointed we could not sit on the back of the boat while sailing...it would have helped with the space for our group and the experience, especially at night. Roger our captain was wonderful - polite, professional, made our safety first

2. SR

   Staci

   DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island

   I would highly recommend booking with Nick. The boat was very nice, Nick was super responsive and easy to work with, and his Captain pick (Lee) was amazing. No complaints and made for a very smooth booking and charter experience.

3. KF

   Khari

   Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

   We had an amazing time out on the water thanks to boat owner Breanna and Captain Mike! From the moment we arrived, everything was handled professionally and with such a warm, welcoming attitude. Breanna made the booking process smooth and stress-free, and Captain Mike was outstanding—friendly, knowledgeable, and clearly experienced. What stood out the most was how safe we felt the entire time. Captain Mike explained all the safety protocols before we left the dock, and throughout the trip, he stayed attentive and in control. It allowed us to fully relax and enjoy the experience, knowing we were in great hands. The boat was clean, comfortable, and well-equipped. Whether you’re looking to cruise, swim, or just soak up the sun, this is the trip to book. We highly recommend Breanna and Captain Mike to anyone looking for a safe and unforgettable boating experience. We’ll definitely be back!

4. 

   Cheri Ann

   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!

5. TI

   Tariq

   51ft Sea Ray Sundancer Yacht at Diversey Harbor!

   Can’t speak highly enough about the professionalism. The captain prioritized our safety, communicated clearly, and made sure everything ran smoothly from start to finish. It was my first time, and I couldn’t have asked for a better experience — truly 10/10 across the board. Grateful and impressed! He also made us feel completely at home and comfortable throughout the entire trip. I’ll definitely be booking with him every time. The boat was exactly as advertised — clean, spacious, and just what we were looking for. Highly recommend!

6. HK

   Hanna

   Tiki Themed Party Boat, 18-36 Guests, captain, crew & beverage package included.

   This was the perfect boat for our bach party group of 23 people! There was plenty of space for everyone, with the amazing top deck (with tables and chairs!), the back deck, and the indoor bar and "dining" area. Captain Blue was great at communication leading up to the day, and the whole crew made us feel welcome and celebrated. Especially with the bar included, this is an AMAZING value! You won't regret it.