Top rated cruising catamaran rentals in Chicago, Illinois.

Cruising Catamaran Reviews in Chicago

1. SD

   ShaunakJune, 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!!

2. 

   VeronicaJuly, 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!

3. 

   AimeeAugust, 2021

   38' Sailing Catamaran, Chicago's Largest!

   Beautiful boat, sailing was magical! Plenty of space for our party of 10. Loved relaxing on the trampoline out front. Captain and crew were friendly and so helpful. Can’t wait to go back again!

4. RS

   RebeccaJuly, 2021

   38' Sailing Catamaran, Chicago's Largest!

   Such a fun boat and great for a larger party! Had so much fun on Lake Michigan. Definitely choose this boat.

5. TC

   TravisJune, 2023

   38' Sailing Catamaran, Chicago's Largest!

   Awesome catamaran on the Lake. Lots of room and very well setup for a day cruise.