Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. 

   Danielle

   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!

2. 

   Sandra

   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!

3. M

   Mark

   Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

   Another Great Day on the Water This was my second trip with Captain Russell, and it won’t be my last. The boat is better than advertised — super clean and comfortable. Captain Russell just makes it easy. He knows what he’s doing, keeps everything relaxed, and makes you feel like you’ve got your own personal captain for the day. Always a great time out on the lake with him.

4. KA

   Kelly

   27 ft Sea Ray, Captain Included

   Bobby was the best captain! We left right on time and the water was beautiful. He had a cooler with ice prepared and ready for us upon arrival, and made the whole trip a time to remember! I could not recommend him enough!

5. JN

   Jessica

   Party Chicago Fun Lake River | 27ft Xperience Tritoon

   This was an awesome boat and perfect for a small group! We were running a bit late and they were accommodating. 10/10 experience and will be booking again!

6. S

   Sandra

   Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

   Captain Russell was incredibly hospitable and entertaining, making this Afternoon Delight even more special. On the yacht was pure bless -- sunshine, bevies, great music and stunning Lake Michigan views. Plus there's a huge Yeti Tundra hard cooler onboard with ice... just bring your fav adult beverages. Highly recommend for a fun, luxe day with your besties.