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Page 3 of 10 • 240 listings
JF
Jerediah
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
The yacht was in great condition and clean. The speaker system was perfect for playing music in every part of the boat and outside of it so we could also listen while in the water. There was more than enough space for our group of 11.
Husein
20' Lund Bass Boat for 3 in Chicago, Illinois
I honestly didn’t expect to walk away from this trip with a whole new hobby, but here I am—hooked for life. Guy has this way of making the entire experience feel effortless and exciting, whether you’re a total beginner or someone who’s been at it for years. From teaching the basics with real patience to creating an atmosphere that’s both laid-back and full of energy, he made it easy to fall in love with fishing. The way he explained the gear, read the water, and shared his stories made every moment out there on the water feel like something special. You can tell he truly loves what he does, and that kind of passion is contagious. I went in thinking this was just a one-time adventure, but now I’m already planning my next trip—and buying my own gear. Can’t thank Guy enough for turning what was supposed to be a relaxing weekend into the start of a lifelong obsession. If you’ve ever been on the fence about trying fishing, let Guy be the reason you dive in—you won’t regret it.
Ari
39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois
Captain James and Captain John were wonderful hosts. They were clear about procedures and safety that made my group feel really comfortable. The boat was clean and ready for our use. We had a great time at the playpen. I’d definitely book again if in the Chicago area. Thank you again!
Mariah
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Jimmy’s boat was great and so was our captain! He was patient helped us out—the dock was towards the end of the harbor and he offered to drive closer to pick up so we wouldn’t need to walk so far with all our things! Thanks for a great experience!
Fidelia
Double Decker 50FT Sea Ray Flybridge Yacht!
My experience with Chris was amazing. We were late due to parking because it was Juneteenth. Chris understood and still had us for the full three hours. He was such an amazing and nice host. Captain Dan Leslie was so cooperative and the best captain we could have. They both made my birthday special and fun. I will return.
Taylor
Luxury 40-foot Yacht available to cruise to the Playpen!
Fantastic boat day with our Captain Darrion! We loved the boat, good vibes and fun day. Marlin was easy to communicate with and made our experience seamless. Highly recommend !