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Private Playpen & Sunset Charter - 29ft Sport Cruiser, Captain & Fuel IncludedPrivate Playpen & Sunset Charter - 29ft Sport Cruiser, Captain & Fuel IncludedPrivate Playpen & Sunset Charter - 29ft Sport Cruiser, Captain & Fuel IncludedPrivate Playpen & Sunset Charter - 29ft Sport Cruiser, Captain & Fuel Included

Private Playpen & Sunset Charter - 29ft Sport Cruiser, Captain & Fuel Included

With Captain

100% refund within 3 days of your trip
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Modern sport cruiser designed for open-air lounging and smooth rides, well suited to sightseeing, unwinding, and enjoying the city from the lake.
Trips include a dedicated captain, so your group can relax and focus on the views and company instead of navigation or handling the boat.
Renters say this listing is great for:
SightseeingSunset CruisingCouplesRelaxation
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AI Overview

Owner's Description

There is no better view of Chicago than from the water. We offers fully private experiences on Lake Michigan aboard a 2017 Cruisers 298SS South Beach Edition - a premium 29-foot sport cruiser built exactly for this. Your group of up to 6 has the entire boat. Just your crew, the skyline, and Lake Michigan. We depart from Belmont Harbor on Chicago's North Side - convenient for Lincoln Park, Lakeview, Wrigleyville, Bucktown, and Andersonville. No fighting downtown traffic, no South Side drives. Pull up, board, and you're on the water in minutes. Every charter is 3 hours and fully private. We run three time slots daily: - Morning — 10:00 AM to 1:00 PM - Afternoon — 1:30 PM to 4:30 PM (most popular) - Evening — 5:00 PM to 8:00 PM Our most popular experiences: - The Playpen: Anchor at Chicago's legendary summer boating scene. Swim, sun, socialize, watch the skyline. The quintessential Chicago lake day. - Sunset cruise: Watch the city go gold from the water as Chicago lights up for the evening. The most photogenic 3 hours in Chicago, period. - Navy Pier Fireworks: Wednesday and Saturday nights all summer — the best fireworks view in the city is not on the pier, it's from the water. Limited slots available. - Celebrations: Bachelorettes, birthdays, anniversaries, proposals, date nights, corporate outings. Private boat, your group, your music, your pace. The Boat: The 2017 Cruisers 298SS South Beach Edition is a premium 29-foot sport cruiser powered by a 380-horsepower MerCruiser 8.2L engine. Built for open water, it handles Lake Michigan conditions with confidence and covers ground quickly when you want to move. - Spacious bow seating area - perfect for sunning and photos - Aft cockpit with rear-facing lounge seating - Swim platform with ladder for easy water access - Bluetooth audio system - connect your own playlist - Large cooler with ice - bring whatever you want to drink (no red wine, no glass) - USCG-required safety equipment throughout What's Included -- No Hidden Fees - Licensed USCG captain for the full charter - Fuel - we cover it, you don't - Commercial marine insurance - All USCG-required safety equipment - Bluetooth audio - bring your playlist - Cooler - Swim platform access - All marina fees You bring: Food, drinks (BYOB - alcohol welcome, no red wine, no glass), sunscreen, towels, whatever makes your time on the water yours. Pricing - Clear And Simple Standard Charter (Weekdays) Mon – Thu - $885 - $295/hr Weekend Charter - Fri – Sun - $1,125 - $375/hr Fireworks Charter Wed & Sat evenings - $1,200 - $400/hr Holiday / Special Event Jul 4, Air & Water Show, etc. - $1,800 - $600/hr Add-ons: Extra hour Perfect For - Bachelorette and bachelor parties - Birthdays and milestone celebrations - Anniversary and date nights - Proposals - Corporate team outings and client entertainment - Friends and family lake days - Navy Pier fireworks from the water - Summer visitors who want the real Chicago experience About Your Captain The company is operated by a USCG-licensed captain. Your captain handles all navigation, safety, and local knowledge so you can focus on enjoying the experience. We know where to anchor at the Playpen, when to position for the best fireworks view, and how to make your 3 hours on the water feel longer than they are. How To Book Select your date and time slot and book directly. We confirm within a few hours and send everything you need to know - exact dock location at Belmont Harbor, parking details, what to bring, and contact info for your captain. The Details - Departure: Belmont Harbor, Chicago North Side - Capacity: Up to 6 passengers (private — your group only) - Duration: 3-hour minimum, additional hours available - BYOB: Yes - alcohol welcome for guests 21+ - Swimming: At captain's discretion based on conditions - Captain fee and fuel: Included in all pricing

JJ

JJ

Owner
Capacity
6 guests
Powerboats, Pontoons, & RIBs
Bowrider
JJ

JJ

Owner

Features & Details

  • Cruisers Yachts
  • 298 SS
  • Capacity: 6 people max

Safety Equipment

Anchor & Rode
Bilge Pumps
Fire Extinguishers
First Aid Kit
Flares
Kill Switch Lanyard
Life Jackets (7)
Lifebuoys
Life-Saving Appliances
Medical Supplies
Navigation Lights
Navigation Equipment
PFDs (9)
Sound Signals
Tool Kit
VHF Radio

Operating Equipment

GPS ChartPlotter
Depth Sounder

Guest Amenities

Cooler
Shower
Sink
Toilets (1)
Washrooms Onboard

Leisure & Entertainment Equipment

Bluetooth
Sound System
Outdoor Sun Bed

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

Belmont Harbor Boat Docks, Chicago, IL, USA
Chicago, Illinois, 60657
United States
Departure Location

Departure Location

41.946224,-87.6388732
Chicago, Illinois, 60613
United States

Cancellation Policy

Free cancellation up to 3 days before your trip.

Additional Terms & Information

Full refund if cancelled more than 72 hours before departure. Inside 72 hours, payment is non-refundable. No-shows forfeit the full booking. If the captain cancels due to unsafe weather or conditions, you receive a full refund or same-season reschedule. Maximum 6 passengers - no exceptions. BYOB welcome for guests 21+, no red wine or glassware aboard - cans and plastic only. No illegal substances aboard. All passengers must sign a waiver before boarding. Swimming at captain's discretion based on conditions. Captain has final authority on all safety and operational decisions at all times. Soft soles only on deck - no black-soled shoes. Cancellation & Weather We take weather seriously on Lake Michigan. If conditions are not safe, we reschedule you at no penalty - always. Our standard cancellation policy: full refund if cancelled more than 72 hours before your charter. The captain has final authority on departure decisions and your safety is always the priority.

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