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Captain Optional
Relaxed, social outings with an easygoing vibe, where groups enjoy hanging out on the water, using floaties, and making a day of it in Chicago’s playpen.
Well‑maintained, clean cruiser with plenty of comfortable seating inside and out, plus a cooler and floaties that guests consistently appreciate.
Guests describe the captain and owner as respectful, easy to work with, and highly responsive before and during trips, creating a smooth, low‑stress experience.
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AI Overview
Owner's Description
Experience Chicago's Ultimate Luxury Boat Charter Leave the crowded party boats behind and enjoy a private charter designed for comfort, fun, and unforgettable memories on Lake Michigan. The Best Place to Relax... or Celebrate Our spacious yacht offers multiple areas for your group to spread out and enjoy the day. ☀️ Luxury Bow Sun Lounge Stretch out on three oversized padded sun beds while your favorite music plays through premium tower speakers, creating the perfect summer party atmosphere. 🌊 Exclusive Water Lounge Our extended swim platform transforms the back of the yacht into your own private beach club. Relax in comfortable chairs just above the water or jump in and enjoy our oversized floating lily pad and inflatable raft—perfect for swimming, sunbathing, and hanging out with friends. 🛥️ Comfort in Any Weather Enjoy a full-sun cockpit when you want to soak up the sunshine, or choose shade with our optional canopy. If the weather changes, the yacht can be fully enclosed, keeping everyone comfortable while the fun continues. 🎵 Your Party, Your Playlist Connect your music and enjoy premium sound throughout the yacht, whether you're celebrating a birthday, bachelor or bachelorette party, corporate outing, anniversary, or simply an unforgettable day on the lake. Why Guests Choose Us - Extended swim platform—more room than most yachts in our class - Giant floating lily pad and inflatable water raft included - Three oversized padded bow sun loungers - Premium Bluetooth sound system with tower speakers - Sun or shade—your choice - Fully enclosed cockpit if needed - Spacious, clean, and comfortable seating throughout - Incredible views of the Chicago skyline, Playpen, and Navy Pier fireworks Whether you're looking to relax in luxury or turn up the energy, our yacht delivers an experience that goes far beyond a typical boat rental. This isn't just a charter—it's your private floating resort on Lake Michigan. Add-Ons: • Lily Pad $75 • Floating Raft $100
Peter
96 total bookings
- Capacity
- 13 guests
- Luxury, Events & Large groups
- Motor Yacht
Reviews
(41 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
18 photos have been added by reviewers who booked this listing.
CW
Claire
Great boat rental! Very affordable, and captain provided a cooler and lots of floaties to use in the playpen. Captain and owner were both super responsive leading up to the booking. Boat was well maintained, clean and lots of sitting space both inside and outside. Will definitely be booking again!
Peter
Highly recommend booking with Capt Pete. Such an awesome time for our group. Communication with us was great ahead of time, and had an awesome time on the water. Thanks Pete!
Carina
Had a great 1st experience chartering this boat. Owner Peter was communicative and helpful through the process. Everything was thought of for our trip and we appreciated the amenities provided! It was smooth sailing for us and we will definitely book again.
Bria
Our group of 11 had an amazing time out on the lake with captain pete! He communicated well and had all of the amenities needed- coolers, Lilly pad, blue tooth, refrigerator space for food, etc. the boat was clean and had lots of space, accurate to listing. We would definitely book with Captian Pete again!
AI
ANTHONY
Peter is the best. Communication 100, patience- 100 out of 100. He is the best among the rest. I will recommend Peter 100 x out of 100. Look no more, you gat the best among the rest.... thank you Capitano ...
Peter
96 total bookings
Private Luxury Charter in Chicago 🚤✨ Hi, being on the water isn’t just what we do, it’s how we live. Every charter we host is designed to deliver a seamless, high-end experience from the moment you step on board. I specialize in private luxury charters in Chicago, curated for guests who value comfort, style, and attention to detail. Whether you’re celebrating a birthday, hosting clients, planning a romantic escape, or just enjoying a day with friends, I make sure your experience feels effortless and unforgettable. Our priority is simple: your safety, your comfort, and your experience. The boat is always meticulously maintained, and every trip is run with professionalism and care—so all you have to do is relax and enjoy the moment. Expect great energy, stunning skyline views, and a premium atmosphere that transforms a regular day on the water into something truly special. Let’s make your next boat day one to remember !!
Features & Details
- Sea Ray
- Sundancer 360
- Capacity: 13 people max
Safety Equipment
Fire Extinguishers
Life Jackets (1)
Operating Equipment
Generator
Guest Amenities
Cabins (1)
Cooler
Toilets (1)
Washrooms Onboard
Wi-Fi
Leisure & Entertainment Equipment
Bluetooth
Sound System
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
3100 South DuSable Lake Shore Drive
Chicago, Illinois, 60614
United States
Departure Location
Cancellation Policy
Free cancellation up to 7 days before your trip.
Additional Terms & Information
⚓ Weather Policy Charters run rain or shine. In the case of severe weather (captain’s discretion—lightning, high winds, unsafe conditions), your trip may be rescheduled at no cost. Refunds are not guaranteed unless rescheduling is not possible. ⏰ Late / No-Show Policy Please arrive 15–20 minutes early. - Late arrivals will not extend charter time. - No-shows or arrivals over 30 minutes late may result in cancellation without refund. 💳 Cancellation Policy - Cancellations made 7+ days in advance: Full refund (minus processing fees if applicable) - Within 7 days: Non-refundable, but we’ll try to reschedule when possible - Same-day cancellations: No refund 🛟 Safety Rules - The captain has full authority during the charter - Life jackets are available and required in certain situations - No swimming unless approved by the captain - Follow all safety instructions at all times 🍾 Boat Rules - BYOB allowed (no red wine or staining items preferred) - No drugs or illegal substances - No glass containers if specified by the captain - Guests must respect the boat, crew, and other passengers - Excessive intoxication may result in early termination of the trip 👥 Capacity & Responsibility - Maximum of 13 guests per charter (per Coast Guard regulations) - The booking guest is responsible for the behavior of their group and any damages 💵 Gratuity A standard 20% gratuity for captain/crew is not included and is greatly appreciated.
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