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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$200
Fishing Charters
Let a captain do the driving while you do the fishing
$90
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$225
Kayaks
Who says you need a motor to have fun on the water?
$225
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90
MD
Meghan
Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
What a great experience! My birthday group and I embarked on what felt like a once-in-a-lifetime adventure. We booked Nasco's boat from 8 PM to 11 PM, allowing us to enjoy the fireworks at 10 PM. The boat was beautiful, clean, and spacious enough for all of us to fit comfortably. Nasco was excellent at communicating with me throughout the process, and I look forward to booking again!
Julia
Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
Definitely recommend booking with Jason. The booking process and communication leading up to our reservation was top notch. My group had an amazing time and the boat was beautiful! Captain Jimmy was also great and made sure we were taken care of. Looking forward to booking with Jason again in the future.
Beatris
Ultimate 52 " Yacht at Diversey Harbor –Perfect for PlayPen!
My experience booking with Jason was a 10/10 through and through from beginning to end. The entire process was seamless, from booking the boat rental to the actual boat day. Jason provided great communication and answered all of my questions promptly. The boat itself was even better than I imagined, very beautiful with a lot of space, very clean and well kept. The captain that was recommended was a great time and really took care of us. I thoroughly enjoyed my entire experience and will be booking with him again!
CR
Celine
Diversey Harbor Relax and Enjoy on this 52ft Yacht
Kevin did an amazing job of making sure we had a positive experience. He called to let us know that there would be a change in of time and captain and made that process seamless. Anytime I’m in Chicago I will be sure to reach out for a rental!
Paul
Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!
Great time! Only advice is to get your captain booked early! So ask them for a list. Cost of $500 is in your fee but need book Captain directly. Tip is usually 20%. Captain Mike was the best!! Trip was a great time for family and friends. Thank you!!!!
TJ
Thea
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
My friends and I had such a great time on this yacht! The yacht was spacious and clean, perfect for our group to relax and enjoy the day. Everything went smoothly from booking to the very end. Kevin’s customer service was hands down the BEST I’ve experienced. He was responsive, helpful, and kept us informed every step of the way. Our captain, Evan, was just as amazing! The ride was smooth, safe, and so much fun. I highly recommend booking with Kevin, and I’ll absolutely book with him again when I return. Thanks for everything!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!