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Page 1 of 12 • 286 listings
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Lillian
46ft Carver 410 Sports Sedan Motor Yacht Charter on Chicago River
⭐️⭐️⭐️⭐️⭐️ We had such an amazing experience! We booked the yacht for my husband’s birthday and Angela helped make the evening truly special. She was friendly, professional, accommodating, and made us feel comfortable from the moment we arrived. Cruising the Chicago River at sunset was absolutely beautiful and such a memorable way to celebrate. Everything went smoothly and our group had a wonderful time. I would definitely recommend booking with Angela and would happily book again! ❤️⚓️✨

brett
Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht
Best day ever. Boat was better than advertised, even more spacious than we realized and very well kept. Eric and Claudia were our captain and crew and they made the day even better. Very friendly and accommodating. Our group of 12 had the best day. Highly recommend 10/10
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Crystal
Cruisers Y3375 Express Yacht Downtown Chicago Experience
Me and my friends had a great boat ride! Ramsey was extremely easy to communicate with and was very responsive throughout the entire process. He even FaceTimed us to walk us through how to setup the Bluetooth because we weren’t able to get it to work while on the boat. I would definitely recommend this boat charter and Captain Sam for your operator!
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Eleana
Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour
We had such a fun time out on the boat for my sisters bachelorette!! Our captains were fun, knowledgeable and gave us some optionality on where we wanted to go and jump in the water. Communication was great and I would absolutely recommend to others!

Barb
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
The boat is exactly as listed. Had a great night out watching the navy pier fireworks. Communication was excellent. The weather wasn’t cooperating and the captain was quick to reach out with details. We ended up rescheduling twice. Chicago weather what are you going to do. But once we got in the boat everything was so lovely. And there is a boat dog named, Piper. Piper kept us all entertained! Highly recommend!
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Samantha
Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
This was the most fun I’ve had in Chicago so far, the weather was beautiful and we had a smooth ride. We rented the boat for a bachelorette and communicating with Kevin was so easy, he was able to answer all of our questions patiently, he was so kind and made the whole process so easy. Our captain was Riley, I would totally recommend him, he was puntual, funny and made our trip so fun and also made us feel so comfortable and safe. He was clear with instructions and was patient with us as well. I would totally recommend Kevin and his boat to everyone!