Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. RJ

   Rachel

   50' Multi-level Luxury Yacht with Party up to 12

   Captain Jim and his team went above and beyond to make our charter an unforgettable experience. From the moment we departed to the smooth arrival back at the dock, everything was handled with professionalism, confidence, and a warm, friendly attitude. The boat was immaculate, the ride was smooth, and Captain Jim clearly knew the waters like the back of their hand. They made us feel safe, relaxed, and completely taken care of the entire time. Whether it was pointing out interesting sights, adjusting course for the best views, or making sure we had everything we needed on board, their attention to detail was exceptional. You can tell they truly love what they do—and it shows in the way they connect with guests and manage every aspect of the trip seamlessly. I highly recommend Captain Jim and his team, to anyone looking for a top-tier charter experience. Thank you again for an incredible day on the water!

2. 

   Sumrah

   25ft Rinker - Captained included in price- Chicago

   Joe was incredible! I booked a 2 hour skyline cruise/swim time for my nephew's 8th birthday and Joe made us so comfortable. He answered all my questions about life jacket sizes and weather fluctations and adjusted our departure time to ensure we didn't get caught in a storm. Highly recommend!

3. MA

   Mahab

   46' Spacious Portofino Party Yacht in Chicago For Every Occasion

   Had the best time out on the water with Captain Kyle! He was super professional, friendly, and made sure we felt comfortable and had fun the entire trip. The boat was clean, spacious, and had everything we needed. Kyle knew all the best spots and kept the vibe fun and relaxed. You can tell he really knows what he’s doing and loves what he does. Highly recommend booking with him — can’t wait to go out again!

4. mR

   marissa

   40' Luxury Cruiser Yacht for Charter in Chicago

   We had the best time surprising my cousin and their new fiance, right after their engagement! Our captain and deckhand were BEYOND helpful! They were all about helping me set up decorations for the surprise, putting together a playlist, on top of safety measures, and made sure our pictures were looking fabulous! Our experience on this boat was above and beyond what we expected and I 100% recommend in every aspect.

5. RS

   Robert

   Double Decker 50ft Sea Ray Flybridge Yacht!

   This motor yacht is a great boat for the Oak St. playpen. We had a terrific time and luckily the weather cooperated! The boat is in great condition and offers multiple lounging areas. The speaker system connected easily and allowed us to listen to all our favorites. Using the backend on the stern we were able to also lounge halfway in the water with some beach chairs. Looking forward to the next time we boat with "Liquid Asset"!

6. 

   Lynnae

   Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago

   Great service great crew great experience! Michael was a very helpful and very nice deckhand! Captain Natalia was very experienced informative and thorough making sure we all made it back safe. Can’t stop hearing “3 points of contact!” in my head lol love it! Will be booking again soon.