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Page 4 of 18 • 421 listings
Kaitlin
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Highly recommend! Jimmy was very nice and he even rescheduled us to the following day due to bad weather. He made my birthday very special and I would definitely book with him again in the future!
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suzanne
42FT Regal Commodore Express Cruiser
Great boat, great time! Chris was terrific to work with and boat and experience as pictured and promised. He met us at the dock and was helpful with senior mom and teen kids. Captain Zach very knowledgeable and helpful, too. Would rent again in a heartbeat.
Tonu
Beautiful Ranger 22 Sailboat for rent in Chicago 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!
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Yousuf
Beautiful Ranger 22 Sailboat for rent in Chicago 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!
Kimberly
Beautiful Ranger 22 Sailboat for rent in Chicago 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!
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BRIAN
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Wonderful trip to honor my father who passed away, and who loved sailing on Lake Michigan in the 1950s on his small sailboat. The boat was just large enough to accommodate the 3 of us, which was perfect - a large vessel or motorboat would not have been pertinent to my father's history. Ben was easy to talk to and understood the importance of what we were doing, which made it all the better. Unforgettable trip.