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With Captain
Guests describe a luxurious, lively day on the lake and river with great music, city views, and a fun, easygoing vibe they’re eager to repeat.
Spacious Sea Ray with full bathroom, comfortable cabin spaces, and a strong sound system; reviewers highlight how impressive and enjoyable the boat feels.
Renters report smooth, reliable experiences with helpful captains, noting everything matched expectations and made the outing feel easy and well handled.
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AI Overview
Owner's Description
Discover luxury aboard our prestigious 48-foot Sea Ray yacht docked at Diversey Harbor. This vessel, ideal for up to 13 people, comes equipped with a full bathroom, a dynamic sound system, comfortable bedrooms, and various entertainment spaces. Choose your preferred time for a magnificent powerboat experience: Rental Rates: Weekdays - Monday-Thursday: $235/hour - Friday - Sunday Pricing: - April 15th - May 15th Weekends: $235/hour - May 16th - May 31st Weekends (including Memorial Day weekend): $270/hour - June Weekends: Friday $355/hour, Saturday $390/hour, Sunday $355/hour - July/August Weekends: Friday $390/hour, Saturday $420/hour, Sunday $390/hour - September Friday $355/hour, Saturday $390/hour, Sunday $355/hour - October Weekends: $235/hour *Fuel, Cleaning, and Tax are included in the cost of the rental* Water Toys: We have a lily pad available for rent for $60 What's Included • All required safety gear and life jackets • Bathroom • Bluetooth speaker system • Cooler • Kitchen What To Bring • Food and beverages (Alcohol is allowed) • Bags of ice • Swimsuit & towel • Phone charger Holidays and special events are subject to a price increase: • Memorial Day Weekend (May 23rd - 25th) • BYW (June 19th- 21st) • 4th of July Weekend (July 3rd - 5th) • Blvck Scene Party (July 11th - 12th) • Chicago Boat Scene Party (July 25th) • Air and Water Show (August 15th - 16th)
Optional Add-ons
These options can be added during checkout.
Floating Lilly Pad
$60 per trip
KD
Kevin
502 total bookings
Superowner
Best of 2026
- Capacity
- 13 guests
- Luxury, Events & Large groups
- Motor Yacht
Reviews
(29 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
3 photos have been added by reviewers who booked this listing.
MS
Mason
Great experience all around. Our captain Alex was awesome, too.
RK
Rish
I proposed to my girlfriend on the Sea Ray boat, and it was an unforgettable experience. Kevin was fantastic to work with—he coordinated everything seamlessly and responded very quickly to all my questions. Captain Evan was also great. They both went above and beyond to make the proposal and our evening truly special and memorable.
JC
John
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!
Kathryn
Had the best time on this boat! We also got set up with Captain Evan, who was exceptional! Will definitely be booking this again.
TJ
Thea
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!
KD
Kevin
502 total bookings
Superowner
Best of 2026
Get ready for an unforgettable day on the water in Chicago! With a fleet of four luxury yachts, I offer the perfect boating experience for any occasion—whether you're celebrating, relaxing, or just looking to enjoy the city skyline from the lake. Each yacht is fully equipped with Bluetooth sound systems, coolers, bathrooms, and spacious entertainment areas to ensure a comfortable and fun time. Groups of up to 13 guests can cruise, anchor in the Playpen, or soak up the sun on deck. 📍 Location: Diversey Harbor, Chicago
Features & Details
- Sea Ray
- 450 Sundancer
- Capacity: 13 people max
Safety Equipment
Anchor & Rode
Bilge Pumps
Carbon Monoxide Detectors
Fire Extinguishers
First Aid Kit
Flares
Life Jackets (13)
Lifebuoys
Medical Supplies
Navigation Lights
Navigation Equipment
Oil Pollution Prevention
PFDs (15)
Sound Signals
Tool Kit
VHF Radio
Operating Equipment
Autopilot
GPS ChartPlotter
Inverter
Depth Sounder
Generator
Guest Amenities
Air Conditioning, Climate Control
Berths (2)
Cabins (2)
Cooler
Fridge
Heating
Oven
Pillows & Blankets
Shower
Sink
Sun Protection
Toilets (1)
Washrooms Onboard
Leisure & Entertainment Equipment
Bar
Bluetooth
Sound System
Indoor dinning Area
Indoor Lounge Area
Outdoor Dinning Area
Outdoor Lounge Area
Outdoor Sun Bed
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
2601 North Cannon Drive
Chicago, Illinois, 60614
United States
Departure Location
41.9294473,-87.634601
Chicago, Illinois, 60614
United States
Cancellation Policy
Free cancellation up to 14 days before your trip.
Additional Terms & Information
Weather Policy: The safety of our guests is our top priority. Therefore, the vessel owner or hired operator has the authority to determine whether weather conditions are suitable for chartering ("charterable") or not ("uncharterable"). Uncharterable weather conditions typically include, but are not limited to, heavy storms, small craft advisory warnings, gale storms, strong winds, and large waves. These conditions pose potential risks to guest safety and may result in rescheduling the charter. If your charter is canceled due to weather, we will issue a credit for the full amount of your booking, which can be applied toward a future charter. This credit does not expire. On the other hand, light rain, passing storms, and cooler temperatures are generally considered charterable. These conditions may not significantly impact the safety and enjoyment of the charter experience. However, please note that the hired operator will still monitor and assess the weather conditions to ensure they remain within acceptable limits for a safe and enjoyable charter.
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