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With Captain
Relaxed, upscale day on the water with skyline views, Playpen hangs, river cruising, and fireworks, on a spacious, comfortable ride guests rave about.
New, luxurious feel with tons of seating and helpful extras like onboard coolers, praised for comfort, space to spread out, and overall premium condition.
Widely praised for clear communication, kindness, and going above and beyond with thoughtful help, creating a trustworthy, easy, and stress-free experience.
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AI Overview
Owner's Description
Ready to turn your Chicago summer plans into an unforgettable day on the water? Cruise in style aboard our luxury 30-ft 2024 Chaparral 307 SSX — perfect for soaking up the sun, skyline views, fireworks, and Playpen vibes. •Great for: -Bachelor/bachelorette parties -Birthdays -Corporate outings -Just-because days •Choose Where You’ll Go -Chicago Playpen – Anchor, swim and relax -Skyline Cruises – Day or night -Chicago River (4-hour minimum) -Fireworks Cruises on Wednesdays @ 9PM and Saturdays @ 10PM •Capacity: -Up to 10 guests + captain/crew •Captain Info -A USCG licensed captain is required and must operate the boat during the rental period. Due to USCG regulations, we cannot select a captain to you directly. To charter the boat, we have a pre-approved captains list who are USCG licensed and are familiar with our boat that can provide you with the best experience for you and your party riding out in Chicago. The captain's fee will be included with our cost. Getmyboat will charge the fee and they will pay the Captains directly. Once your booking is confirmed, we will share the list of the approved captains with you for you to select. Captains typically charge $125/hr (Weekday), $150/hr (Fri-Sun), $180/hr (Holiday/Special Events). Renters will communicate directly with the captain. We will share their contact info for you to reach out to coordinate times and if you have any questions. •Safety and Cleanliness -We prioritize the safety of our guests. We have all the required USCG Life and Safety equipment onboard and are licensed to operate a bareboat charter in the State of Illinois. -Expect a clean and sanitized boat upon boarding. •Location -31st Street Harbor -3155 S. Lake Shore Dr, Chicago Chicago, IL 60616 -Paid parking nearby | Lyft/Uber recommended •Parking: -There is an outdoor pay-for-parking in close proximity to the harbor as well as street parking. Please check for any closures of the pay-for-parking. -Recommended to take Lyft/Uber to the harbor •Boat Amenities -Premium JL Audio bluetooth sound system (bring your playlist!!!) -Plenty of cooler space -Complimentary water and ice -Swim-friendly infinity step platform -Sun lounge seating (Seats covert to a sunbed) -Blue neon LED lights for night cruises -Restroom onboard -BYOB + snacks welcome -Adult and Children Life vests -Tons of storage •Charter Guidelines: -Maximum of 10 passengers plus captain/crew -Must be 21 to drink alcohol •Summer 2026 Events -May 5: Cinco de Mayo -May 23-25 Memorial Day Weekend -June 8-10: NeoCon (Design Industry Event) -June 12-14: Windy City Boat.& Yacht Show -June 18-21: Juneteenth / Black Yacht Weekend -June 28: Chicago PRIDE Weekend -July 3-5: Independence Day Weekend & NASCAR Cup -July 11-13: Blvck Scene Weekend -July 19: Chicago to Mackinac Race -July 25/26: Chicago Scene Boat Party -July 31- August 2: Lollapalooza -August 14-16: Chicago Air and Water Show -August 20- 23: Chicago International Boat Show -August 22/23: Chicago Triathlon -September 5-7: Labor Day Weekend Please don't hesitate to reach out if you have any questions! Here to help out and plan your trip in the Lake!
Frank
5 total bookings
- Capacity
- 10 guests
- Luxury, Events & Large groups
- Motor Yacht
Reviews
(2 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
Katey
Frank was an incredible host for this boat- such a beautiful boat with a luxurious feel. He was very accommodating, communicative, and he just exuded kindness and honesty- the kind of person you'd feel comfortable paying this much money to! He even brought a trolley to help carry our coolers. They also had coolers on the boat- which was so helpful and unexpected. We had such a great time on the boat. HIGHLY recommend.
JD
Julie
Renting Frank's boat was a fantastic experience. Everything was perfect and it is a beautiful boat with tons of seating. Frank was great to communicate with and the captain was great!
Frank
5 total bookings
Features & Details
- Chaparral
- 307 SSX
- Capacity: 10 people max
Safety Equipment
Bilge Pumps
Fire Extinguishers
First Aid Kit
Flares
Kill Switch Lanyard
Life Jackets (12)
Medical Supplies
Navigation Lights
Navigation Equipment
PFDs (6)
Sound Signals
VHF Radio
Operating Equipment
Autopilot
GPS ChartPlotter
Depth Sounder
Guest Amenities
Cooler
Sun Protection
Toilets (1)
Towels
Leisure & Entertainment Equipment
Bluetooth
Sound System
Outdoor Sun Bed
Accessories
Fish Finder
Inflatables (2)
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
3155 South DuSable Lake Shore Drive
Chicago, Illinois, 60616
United States
Departure Location
Cancellation Policy
Free cancellation up to 5 days before your trip.
Additional Terms & Information
- Weather The Owner may cancel the rental at their discretion if the weather is deemed unsuitable for chartering due to conditions such as large waves, heavy rains, thunderstorms, or strong winds. In such cases, the Charterer must reschedule (at no additional cost) for a future rental with the current season, subject to availability. - Charterer's Responsibility Operation and Maintenance: The Charterer is responsible for the proper operation and maintenance of the Vessel during the rental period and must comply with all applicable laws and regulations. - Captain The Vessel must be operated by a certified US Coast Guard Captain. The Charterer is responsible for hiring a Captain and must confirm in writing at least seven (7) business days before the rental period that they have contracted a licensed US Coast Guard Captain. If the selected Captain is not from the Owner's recommended list, the Charterer must provide the Captain's resume and license number.
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