We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
Page 2 of 10 • 240 listings
RB
Renata
New Spacious 40ft Cruisers Yacht for Rent in Chicago
Captain J was fantastic! This was our first time doing something like this and our group couldn’t have had a better experience. Captain J accommodated us in so many ways and responded to my many questions in a timely and considerate manner. I felt like we were so well taken care of. Our evening cruise was spectacular and Captain Dale was a fabulous guide. He took care of everything and made us feel so safe. I would recommend Captain J and Captain Dale to anyone looking for a great time out on the water!
KG
Karol
New Spacious 40ft Cruisers Yacht for Rent in Chicago
Captain J was the best captain we could ask for. He made sure everything went smoothly and safely. we had such a good time on the boat celebrating my birthday at the play pen. I would recommend booking with captain J and his beautiful boat to everything. All around perfect experience.
MB
Melanie
Charter a 40' Luxury Gran Tursimo Yacht for 11 guests - 3 Boats Available!
Can’t recommend Captain John enough! We chartered with him for an annual friends’ boat day and we all agreed that this was the best experience we’ve ever had. He was professional, flexible in terms of scheduling, and the boat was spacious and comfortable for all 11 of us. His captain and deckhands took great care of us, always making me sure we were safe, having fun, and had drinks and snacks on hand. We can’t wait to charter with Captain John again, thank you for a perfect day!
Jahkayah
Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION
What a fantastic experience! I rented Alex's boat yesterday and had an absolute blast with my group of 12 friends. From the moment we arrived, Alex was super friendly and welcoming. He showed us around the boat and made sure we felt comfortable and at ease. The boat itself was immaculate - clean, well-maintained, and organized to perfection. Alex had thought of everything to ensure our day on the water was stress-free and enjoyable. His assistant was also super helpful in getting us settled and answering any questions we had. Alex himself was an absolute pleasure to be around. He was knowledgeable about the area and gave us great recommendations for things to do and see. His enthusiasm was infectious, and he really made us feel like we were part of his own little crew. We had an amazing time cruising around the water, taking in the sights, and enjoying each other's company. The boat handled beautifully, and we were able to fit all 12 of us comfortably. Overall, I would highly recommend renting from Alex. His attention to detail, warm hospitality, and love for boating make for a truly unforgettable experience. We can't wait to come back and do it again!
HR
Hanna
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
I chartered Captain Kyle's boat for my birthday with 12 of my friends and it was a great experience! Communication was top notch and they accommodated a new date when our original date was rained out. Captain Dan was super nice and very professional. The only constructive criticism is that the boat is a long walk from any parking/drop off point at the harbor so be prepared to carry your coolers and belongings a ways. Also, the boat is dated so cushions/surfaces could use some TLC. Also, be sure to bring your floaties or a lily pad because the boat has neither. Overall this is a great boat for the value and I would book again!
MB
Megan
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
The overall experience of this boat rental was easy, affordable and a great experience. I would HIGHLY recommend! We rented the boat for my bachelorette party, and had captain Dan who was, simply, incredible! His communication was great, and he made sure to prioritize our safety. He was kind, easygoing and kept the party going the whole time!