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With Captain
Relax on Lake Michigan with skyline views, music on the bluetooth speakers, and a smooth, hosted vibe that groups describe as easy, fun, and memorable.
Well‑kept Sea Ray Sundancer kept in pristine, clean condition, with comfortable seating, bluetooth speakers, and a layout guests say works well for social groups.
Highly praised team known for clear, fast communication, flexibility with plans, and professional captains who keep trips organized, welcoming, and stress‑free.
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AI Overview
Owner's Description
Spend the day on the beautiful Lake Michigan in Chicago by boat! Charter the 41ft Sea Ray Sundancer Motor Yacht for charterer plus 12 guests plus the captain. I have 5 identical Sea Ray Sundancers to choose from. Rates: • Starting at $399 per hour (minimum of 3 hours) • Captain fee $125/hr - Get My Boat will pay Captain direct. Additional Services: Fuel & Gratuity are extra • Fuel - Playpen $200 River $300 • Owner will provide a list of USCG Certified Captains from which to choose from for your yacht rental voyages. Deposit: (Required for Booking / Liability Purposes) • $500 Hours of Operation: 9 AM - 11:00 PM (Seven Days a Week) Weekend trips times are: 10am-2pm, 2:30pm-6:30pm, 7:00pm-11pm Weather-related rescheduled charters do not expire and can be used at a later date.
Captain James
453 total bookings
Superowner
Best of 2026
- Capacity
- 13 guests
- Luxury, Events & Large groups
- Motor Yacht
Reviews
(18 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
19 photos have been added by reviewers who booked this listing.
AC
Amber
We had an amazing experience chartering Captain James' boat ICEMAN IV for our team of nurses! Captain K was outstanding, professional, friendly, fun, and made sure everyone had a great time. The entire experience was seamless from start to finish, and our group truly had the best time. We couldn’t have asked for a better captain or experience. Highly recommend!
KY
Katherine
Captain James and family make this boating experience so easy and enjoyable. I will definitely ride with them again! The boat is so clean and accommodates 12 people comfortably. I highly recommend!
KR
Kyler
Captain James and his wife run a fantastic operation. The boat was in pristine condition and ready exactly when they said it would be. Our captain (captain aaron) was great and even volunteered to get a group photo before we departed. I highly recommend this boat and will book with them again for future excursions
Robyn
We had the best time! Just book with capt James, you cant go wrong!
IT
Isha
Our experience with Captain James (and his wife) was phenomenal from start to finish. They were very responsive and communicative leading up to the boat ride. And on the boat ride, our group had a great time. The boat was equipped with bluetooth speakers and anything else you may need to have a nice day on the water. And the views were of course unbeatable. I look forward to traveling to Chicago and booking with Captain James again!
Captain James
453 total bookings
Superowner
Best of 2026
I am a USCG Licensed Captain. I take great pride in my knowledge and comfort on the water. You are assured to have a great time, eating, drinking, sunning, and listening to your favorite play lists on my custom stereo system Bluetooth enabled.
Features & Details
- Sea Ray
- Sundancer 40
- Capacity: 13 people max
Safety Equipment
Life Jackets (12)
Operating Equipment
GPS ChartPlotter
Inverter
Generator
Guest Amenities
Air Conditioning, Climate Control
Cabins (3)
Oven
Toilets (1)
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
3155 South Lake Shore Drive
Chicago, Illinois, 60616
United States
Departure Location
Cancellation Policy
50% refund of offer amount up to 15 days prior.
Additional Terms & Information
Our Yacht Rental Policies: Cancellations: - Free cancellations until 30 days before the booking start time. - 50% refund for cancellations between 15-30 days before the booking start time. - Cancellations within 14 days of the booking start time are non-refundable. Hours of Operation: 10 AM - 11 PM *Owner can provide a list of USCG Certified Captains from which to choose from for your yacht rental voyages.
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