Lake Michigan, US Boat Rentals & Yacht Charters

Lake Michigan Reviews

1. HK

   Hanna

   50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

   This was the perfect boat for our bach party group of 23 people! There was plenty of space for everyone, with the amazing top deck (with tables and chairs!), the back deck, and the indoor bar and "dining" area. Captain Blue was great at communication leading up to the day, and the whole crew made us feel welcome and celebrated. Especially with the bar included, this is an AMAZING value! You won't regret it.

2. VZ

   Vi

   50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

   Captain Blue and his crew gave us an spectacular night to remember. The staff couldn't be friendlier or more accommodating to our mixed bachelor party of 20. Chicago looked incredible from the river and the fireworks were a nice way to end a lovely cruise.

3. 

   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.

4. 

   Ashwin

   52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

   We had an incredible experience with Jason, and his captain! We were chartering for a proposal and they were kind enough to upgrade us. The boat was beautiful, spacious, and made the day feel so special. Our captain was beyond amazing, fun, and knew exactly where to go for the perfect skyline backdrop. Everything was organized seamlessly from start to finish, with clear directions and details that made the whole process stress-free. I would absolutely use them again and highly recommend them to anyone looking for a first-class experience on the lake!

5. 

   Beatris

   52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

   My experience booking with Jason was a 10/10 through and through from beginning to end. The entire process was seamless, from booking the boat rental to the actual boat day. Jason provided great communication and answered all of my questions promptly. The boat itself was even better than I imagined, very beautiful with a lot of space, very clean and well kept. The captain that was recommended was a great time and really took care of us. I thoroughly enjoyed my entire experience and will be booking with him again!

6. NK

   Nitin

   52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

   Had an amazing time on the yacht! Jason was super responsive and made planning really easy. Captain Kevin was great — everything was smooth, on time, and well-coordinated. They really helped us just enjoy the moment. Would definitely recommend this boat to friends!