Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. 

   Jahkayah

   Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht

   What a fantastic experience! I rented Alex's boat yesterday and had an absolute blast with my group of 12 friends. From the moment we arrived, Alex was super friendly and welcoming. He showed us around the boat and made sure we felt comfortable and at ease. The boat itself was immaculate - clean, well-maintained, and organized to perfection. Alex had thought of everything to ensure our day on the water was stress-free and enjoyable. His assistant was also super helpful in getting us settled and answering any questions we had. Alex himself was an absolute pleasure to be around. He was knowledgeable about the area and gave us great recommendations for things to do and see. His enthusiasm was infectious, and he really made us feel like we were part of his own little crew. We had an amazing time cruising around the water, taking in the sights, and enjoying each other's company. The boat handled beautifully, and we were able to fit all 12 of us comfortably. Overall, I would highly recommend renting from Alex. His attention to detail, warm hospitality, and love for boating make for a truly unforgettable experience. We can't wait to come back and do it again!

2. 

   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.

3. 

   jaida

   32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

   My friends and I had an amazing time on Vance’s boat! This is my second time renting his boat, and it’s always a pleasure. He is very responsive on the app, and created a great experience for us. He was also very understanding for a late comer in our group. Vance brought us to playpen in Chicago quickly and safely for the black charter weekend. I would highly recommend booking with Vance!

4. LL

   Lindsey

   Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

   This trip was extremely easy and fun. Hans was so kind, and made sure our group was having a good time by going above and beyond and accommodating to us during a busy air and water show weekend. Could not recommend this booking more!!

5. CH

   Chelsea

   Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises

   10/10 would recommend booking with West. From inquiry to day of, the communication with West was great.The boat is gorgeous and spacious. My friends and I enjoyed the experience and would definitely book again.

6. KJ

   Kyle

   Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required

   The owner was very responsive and communication was on point. The price of this vessel compared to others is a great deal. Captain Joe was a cool dude and made sure we were taken care of. I recommend booking.