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Page 5 of 18 • 419 listings
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cassandra
44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!
Amanda was amazing! Highly recommend! She has experience with bachelorette parties so she had great recommendations for timing and captains. She was there to greet us and made everything super easy. However, it’s best to call or text her because she doesn’t check the website often after booking.
DF
Delaney
Luxury Sea Ray 31 SLX Yacht – Lake Michigan Charter for Up to 10 Guests
Booking was simple, everything as expected. We had a great time on the lake and will definitely book again! We had 10 guests and fit totally fine, great seating options! Bart was a great captain.

Ethan
Anchor in the Famous Chicago Playpen with 37' Rinker Fiesta Vee Yacht
Our party had a great time, no complaints! I appreciated that the pricing was transparent and included captain costs. Would book again!
LO
Leila
37ft Beautiful Sea Ray Venture Motor Yacht - Explore Chicago's Famous Playpen
The rental was a smooth process, answered all questions very quickly. The boat was clean and captain Mike was great!!
NF
Natalie
13 Person 26ft Chaparral Powerboat on Lake Michigan with a Bathroom!
Mark communicated clearly, the boat was in great condition and we had a nice afternoon boating. I highly recommend.
MB
Melanie
Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!
Can’t recommend Captain John enough! We chartered with him for an annual friends’ boat day and we all agreed that this was the best experience we’ve ever had. He was professional, flexible in terms of scheduling, and the boat was spacious and comfortable for all 11 of us. His captain and deckhands took great care of us, always making me sure we were safe, having fun, and had drinks and snacks on hand. We can’t wait to charter with Captain John again, thank you for a perfect day!