Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. DH

   Danielle

   SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

   From start to finish, I had a 5 star experience. Kat made booking easy, was extremely accommodating, and responsive! The vessel was clean, and just as photoed. Captain Derek was personable, professional and a good time. If you find yourself in Chicago, book with “Owner”, they rock!

2. KW

   Kierra

   41' Stunning Sea Ray Yacht - Stunning throughout

   Mr Bennett boat was beautiful! He’s very communicative, very kind, and welcoming. The entire process from booking to trip end was seamless. The boat was very clean and spacious. I hosted a summer celebration, my friends and I and had an amazing time! I will only be booking with Norman going forward! 🎉

3. 

   Paul

   Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!

   Great time! Only advice is to get your captain booked early! So ask them for a list. Cost of $500 is in your fee but need book Captain directly. Tip is usually 20%. Captain Mike was the best!! Trip was a great time for family and friends. Thank you!!!!

4. KK

   Katherine

   SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

   Every box checked from fun to safety. Great communication from booking to docking back on the deck. So excited to be able to keep you in mind for all boat adventures. Great super clean boat (even the bathroom), expert and experienced captain, the best sound system, and plenty of space for twelve of us to not be on top of each other.

5. ME

   Makaeda

   Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!

   This was our groups first experience in Lake Michigan. The waves were definitely something we’ve never experienced but the hospitality from Mike, Tony and the crew was amazing they were very warm and welcoming and we had a great time during our trip. We would definitely book with them again and recommend.

6. 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!