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Page 6 of 15 • 355 listings
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Sam
Chicago looks better from the deck of 45' Rinker Motor Yacht
Gill and Captain Maurice made chartering a boat so easy and stress free and were so accommodative. They worked with us to find a better departure time when the morning weather was a bit iffy and overall made the whole charter so smooth and fun! Highly recommend!!
MC
Michelle
50ft Azimut Flybridge Yacht at Navy Pier Marina for 13 Guests
We had a great experience, the crew was very nice and offered to get drinks and water for us. The boat was excellent, exactly what I wanted, enough space for people to spread out and not feel cramped. We even got surprise jet ski rides which was an added bonus. If I need a boat, I would book it again!

Ailinh
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Kevin was a responsive and chill captain. He gave us options on which route we could take and was a great host. He didn’t mind our loud music and made sure we all understood the safety on the boat. Overall would definitely recommend!
GR
Geoffrey
Spacious 35' Sea Ray SLX Motor Yacht Charter in Chicago
Grace helped book an amazing outing, the boat is perfect for a day cruise and time in the playpen for an intimate group. Plenty of room with 7 guests. Loved our captain and ease of charter. Will definitely book this specific boat again with Grace!
AK
Ashutosh
50ft Azimut Flybridge Yacht at Navy Pier Marina for 13 Guests
Doug's boat rental was awesome. The boat was clean, looked great, and my family had an amazing time out on the water. The location at Navy Pier made everything super convenient—we were able to get on the river quickly without wasting time, which was a big plus. The captain and his assistant were fantastic too. They were really attentive and made sure we were taken care of the entire trip. Highly recommend Doug if you’re looking for an easy and enjoyable boat rental experience in Chicago.

Hayley
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Great experience. Kevin was super responsive and the boat was exactly as advertised and had plenty of room for our group of 13. Well maintained - thanks for a great day Kevin!