Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. KB

   Kelly

   August, 2022

   26' Formula Yacht Is Ready For Fun in Chicago

   This was an amazing experience from start to finish! Cheryl was super communicative throughout the entire booking process and was helpful in recommending our captain, Derek who was the best!!! On the day of our outing, Cheryl notified me that the boat we had booked was not working and upgraded us to a bigger boat which was AWESOME. My group and I couldn't have had a better time or experience and would highly recommend booking with Cheryl.

2. AH

   Alexis

   June, 2022

   26' Formula Yacht Is Ready For Fun in Chicago

   This was a fantastic experience. Cheryl made the process seamless and I would definitely recommend anyone book with her. It was my first time and she helped with booking a captain and addressing any of my concerns beforehand. My boyfriend and our friends had a wonderful time, and I will definitely be booking with Cheryl again!

3. SD

   Shaunak

   June, 2021

   38' Sailing Catamaran, Chicago's Largest!

   Captain Brian and Russell were A W E S O M E!!! From the beginning, Brian was great ... very responsive to inquiries and follow up questions. During the cruise, that's when our experience went from GREAT to AWESOME! Brian and Russell were great, on-time, professional and courteous. They took good care of us and just let us relax. Thank you for making our UChicago graduation celebration weekend a fun and memorable experience! HIGHLY RECOMMEND cruising the lakefront and swimming in the Play Pen!!

4. 

   Veronica

   July, 2019

   38' Sailing Catamaran, Chicago's Largest!

   My friends and I rented the catamaran boat from Jim for the 4th of July and had such an amazing time. The boat was even better in person and comfortably fit me and 12 of my friends. Captains Russell and Brian were also amazing. They were so much fun and so accommodating. They set everything up for us (the cooler with all of our drinks, bowls of chips we had brought, etc). We rented the boat for 3 hours but were having such a good time that we asked if we could pay to extend our use for another hour. Luckily they had no other immediate obligations and they were able to make it happen. As a nice bonus, they even had those fun water noodles for us to use. So much fun and my friends and I can't wait for our next boat outing with these guys!

5. MW

   Meg

   July, 2023

   50ft Azimut Luxury Italian Yacht in Chicago, Illinois

   We had an excellent charter. The boat was beautiful and in excellent condition. The captain who was referred to us did it and amazing job as well. Communication with the owner of the boat and set up was just as expected. Thank you so much we would love to charter again!

6. HB

   Hayden

   August, 2022

   Fuel & Lily Pad Included on 37' Four Winns 348 Vista Yacht!

   Absolutely lovely! Had an amazing time celebrating my 30th birthday. Theresa was incredibly professional and communicative and the captain I chose from her recommendation list was top notch (fun but very professional). Not to mention the boat itself was awesome!