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Page 4 of 10 • 240 listings
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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!
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!!
MA
Mahab
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
Had the best time out on the water with Captain Kyle! He was super professional, friendly, and made sure we felt comfortable and had fun the entire trip. The boat was clean, spacious, and had everything we needed. Kyle knew all the best spots and kept the vibe fun and relaxed. You can tell he really knows what he’s doing and loves what he does. Highly recommend booking with him — can’t wait to go out again!
JS
Jessica
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
We had such a great time! Kyle was great to work with and very responsive making the whole process easy. Captain G was awesome as well and really helped make the experience fun and smooth. We’ll definitely be booking the boat again! Highly recommend!
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!