Search yacht rentals in Chicago, Illinois.

Motor Yacht Reviews in Chicago

1. HK

   Hawwa

   Beautiful Four Winns 225 Sundowner Boat w/Big Sound System

   Had an amazing experience with him. He was honestly the best person I’ve rented a boat from and from now on will only be renting from him. He was so easy to work with and so accommodating and caring. 10/10 experience. And I loved the boat as well!!

2. LI

   Leah

   46ft Prestige Flybridge Luxury Yacht in Chicago

   I booked Armand boat for my 31st birthday and it was everything and more! The boat is very spacious and well kept. My guests truly enjoyed and I would 100% rebook this boat.

3. cf

   carolynn

   Luxury Sailing Charters at Navy Pier Marina

   This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)

4. DV

   Danielle

   Luxury Sailing Charters at Navy Pier Marina

   We had a great experience with Captain Greg. The boat was very nice and clean, and we had a great sunset sail! Our kids loved their first sailing experience. Captain Greg even taught my 9 year old how to steer and let all 3 kiddos help with hoisting the sails. Couldn’t have asked for a better night in Chicago!

5. AC

   Alicia

   Luxury Sailing Charters at Navy Pier Marina

   When I say I celebrated my 36th birthday on this beautiful boat, it was AMAZING!! Cait was so incredibly helpful and prompt with any questions I had. Her husband Greg was the coolest captain you could possibly meet. I wish I could rate this 10 stars, for it was truly a wonderful experience! You can’t go wrong if you book with them!! Thank you again!!

6. RM

   Raymond

   Luxury Sailing Charters at Navy Pier Marina

   Cait was a lifesaver! Another captain canceled on me less than 40 hours from a booking on a Saturday! The horror of potentially having 10 guest in my crew with that time of letdown was so disappointing. Luckily Cait answered my bat signal and things happen for a reason because we got her amazing sailing yacht and awesome husband, captain Greg, to take care of us which was such a great upgrade! Thank you for taking such good care of us! We will be back and recommending you to all our friends!