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With Captain
Spacious cruiser geared toward socializing, with layout well-suited for Playpen raft-ups and relaxed skyline cruises with friends.
Trips run with a captain included, so your group can focus on celebrating and taking in the Chicago skyline while navigation is handled.
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AI Overview
Owner's Description
This 36ft luxury cruiser is perfect for birthdays, bachelor and bachelorette parties, or just a fun day with your crew. This boat delivers the full experience for you to party in the Playpen or cruise the Chicago skyline. Capacity - Up to 12 guests (perfect for splitting cost) What You Get - Spacious luxury yacht with full cabin - Premium sound system (Bluetooth to play your own music) - LED lighting for night cruises - Air conditioning + heat (big upgrade vs most boats) - Bathroom onboard - BYOB friendly (bring drinks, food, coolers) Popular Routes - The Playpen (Chicago’s #1 boat party spot) - Chicago River skyline cruise - Sunset + night rides Why This Boat This boat gives you: - Real luxury yacht feel (not a small boat) - Space to move, dance, and relax - Comfortable in any weather (AC + cabin) Pricing: - Message for best rates (weekday vs weekend varies) - 3-4 hour minimum recommended With a full group, cost comes out to roughly $40 per person/hr Important Info: - Captain provided / arranged - No red wine (to protect interior) - Please respect the boat (we keep it clean + premium) Message Before Booking. I respond fast and can help you plan: - best times for Playpen - how to structure your trip - group setup + party planning - table service at nightclubs with bottles flowing all night (optional add-on) Let’s make this an experience your group won’t forget!
AA
Amyn
Owner- Capacity
- 12 guests
- Luxury, Events & Large groups
- Motor Yacht
AA
Amyn
OwnerI run private yacht charters for groups that want a fun, social, and well-organized day on the water on the Playpen or a skyline cruise. We keep things simple: ✔ Easy booking ✔ Fast communication ✔ Clean, well-maintained boats ✔ Experienced captains ✔ Zero confusion on the day of your trip I've worked with thousands of guests and know exactly how to help you plan the perfect outing from timing the Playpen crowds to setting up the perfect party for your group. If you're looking for a luxury yacht experience or a fun party boat, I’ll help you get it dialed in. Message me anytime. I'm happy to answer questions and help you plan.
Features & Details
- Monterey
- 322 Cruiser
- Capacity: 12 people max
Safety Equipment
Anchor & Rode
Bilge Pumps
Fire Extinguishers
First Aid Kit
Life Jackets (12)
Navigation Lights
Sound Signals
Operating Equipment
GPS ChartPlotter
Depth Sounder
Generator
Guest Amenities
Air Conditioning, Climate Control
Cooler
Fridge
Heating
Kitchen Utensils
Pillows & Blankets
Sink
Sun Protection
Toilets (1)
Towels
Washrooms Onboard
Leisure & Entertainment Equipment
Bluetooth
Floats
Sound System
Accessories
Inflatables (1)
Water Mat
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
Cancellation Policy
Free cancellation up to 7 days before your trip.
Additional Terms & Information
Rental Terms & Policies Timing - Charter time starts at the scheduled booking time (not arrival time) - Please arrive 15–20 minutes early for boarding - Late arrivals do not extend the trip Guest Count - Maximum 12 guests total (strictly enforced) - No exceptions due to Coast Guard regulations Food & Drinks - BYOB allowed (drinks, snacks, coolers welcome) - No red wine or staining liquids - Please clean up after your group Rules Onboard - No smoking inside cabin - No illegal substances - No excessive unsafe behavior (captain has final say) - Shoes may be removed depending on conditions Captain & Safety - Licensed captain will operate the vessel - All guests must follow captain instructions at all times - Safety equipment is provided onboard Weather Policy - Charters proceed in light rain or cloudy conditions - In case of unsafe weather (determined by captain), trip may be: - - rescheduled - or refunded Damage & Cleaning - Renter is responsible for any damages caused by their group - Excessive mess may result in a cleaning fee - Security allowance may be used if necessary Cancellations - Subject to platform cancellation policy (see booking terms) Questions Message anytime before booking. We’re happy to help plan your trip and make it smooth.
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