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With Captain
Guests describe a fun, lively day on Lake Michigan with skyline views, smooth logistics, and a relaxed vibe that still feels special for groups.
Multiple matching Sundancer yachts give groups a comfortable, spacious setup for hanging out together, with guests praising the overall condition.
Renters highlight clear, fast communication, flexibility with weather and timing, and a crew that steps up to save plans and keep trips running smoothly.
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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
Captain James
402 total bookings
Superowner
Best of 2026
- Capacity
- 12 guests
- Luxury, Events & Large groups
- Motor Yacht
Reviews
(12 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
10 photos have been added by reviewers who booked this listing.
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!
RC
Rachel
It was great! We ended up having a little later departure and they extended our arrival by the amount of time we missed out on from the departure. Really appreciate all the communication and help from James and his crew! Thank you so much, it was so fun!
Dan
Fantastic boat and great day out during air and water show!
Austin
We had a great time! Captain James was flexible and communicative even when the weather was unpredictable. Definitely would book with Captain James again
Christian
Booked on July 3 for July 5 after a different company canceled our longstanding reservation. Even with the high holiday demand and short notice, they went above and beyond to ensure we had a fantastic time. Quick communication and clear instructions saved my groups holiday plans. The boat was great and so was the captain. Absolutely recommend.
Captain James
402 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: 12 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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