Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. 

   Erica

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   Ben is wonderful he is so passionate and knowledgeable about sailing and he made it a great time.

2. CM

   Caley

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!

3. 

   Tonu

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   It was the perfect experience! Right from the beginning, I began steering, pulling the halyard and raising the main sail. I learned the basics easily and Ben is great to talk to because of his years of experience and pleasant demeanor. I very much enjoyed my time and even more so am happy to have learned so much so quickly. I highly recommend this for anyone trying to see what sailing is all about!

4. YH

   Yousuf

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   Our experience sailing with Ben was great. He is a pro and is clearly very passionate and knowledgeable about sailing. This passion is infectious, and we learned plenty from him. He also allowed us to take an active role in the process given our interest in sailing. Ben was also very personable, interesting, and pleasant to converse with, which is an important quality when sailing with someone! Would highly recommend!

5. 

   Kimberly

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   Benjamin communicated quickly and clearly and was super flexible as our plans changed. We rented the boat without a captain and he also provided a super helpful instruction sheet with every single thing we'd need to know... from harbor bathroom codes to the color of the jib sheet! So thorough and helpful, and it set us up for a perfect afternoon on the water. Thank you!

6. 

   Devon

   Top of the line Sea Ray Sundancer 340 Motor Yacht - Accommodate 12 Guests

   Arthur and his crew were great at accommodating us for an event at the playpen on one of the busiest days of the summer. Arthur was very responsive leading up to the day and even helped find another captain after ours cancelled. Communication the day of wasn’t the best as I believe there was another charter before us but we were able to finally link up and take off for the full allotted time. We had a blast!