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Page 2 of 17 • 403 listings
JC
John
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Our experience with Kevin and his boat was perfect. Our group had a wonderful day out on the lake and going up and down the river. Evan was a great Captain and would recommend him highly. Everything was exactly as advertised and we would definitely do it again!
KM
Katiana
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
The crew was so communicative leading up to the date. The boat was amazing! So much space and so clean. I highly recommend this team. Captain Evan was all about keeping us safe, but also ensuring we got the best time in the water. I’d book again! This is gonna become a yearly tradition.
SY
Sarah
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
What a great time!! We rented Kyle’s boat for a bachelorette party and 10/10 would recommend to another group. There were 12 of us and we had plenty of space between the front, back, and inside of the boat. Captain Dan was fantastic and we would recommend him as well! Overall a great experience and our favorite part of our bachelorette weekend! Definitely would rent again!!
Liz
Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
We had a fabulous day on the water! Jason was responsive and helpful during the booking phase making the process seamless. Captain Justin was awesome as well. I recommend for anyone looking for a fun day on Lake Michigan!
Brittany
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Patrik was so kind! We absolutely loved our sunset cruise around Milwaukee. He was so friendly and had great areas to go by! We loved every part of our engagement session and can’t think of a better skipper 🥰
MJ
Meneka
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing with Nijole and her husband was an incredible experience! From the start, they were very responsive in communication and flexible with our requested times, even allowing us to extend once on the water. Their knowledge, warmth, and passion for sailing made the trip both safe and fun, with stunning views that we’ll never forget. Highly recommend!