Boat Rentals Near You

Local Reviews

1. HG

   Hardik

   26 ft. Chaparral SSX257 Luxury Vessel

   I rented this boat for the weekend to propose to my girlfriend, with the stunning backdrop of the Navy Pier and Chicago skyline — and the entire experience was absolutely perfect. From the start, the process was seamless and professional. Mark was incredibly responsive and helpful, answering all of my questions quickly and thoroughly. Communication was smooth throughout, and the boat itself was exactly as described — clean, well-maintained, and just like the listing photos. A special shout-out to our captain, Eduard, who went above and beyond to help with planning and flawlessly executing the proposal. He was not only professional and accommodating, but also a genuinely great person to spend time with. This experience exceeded all expectations, and I couldn’t have asked for a better setup for such a memorable moment.

2. MC

   Matthew

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   This trip was way better than I expected! Getting to the boat was simple, communication was excellent, and the boat itself was amazing. We couldn’t have asked for a better way to spend our last day in Chicago. Huge shout-out to our Captain, Matt, who went above and beyond to make the day special, and his deckhand, Dan, who was just as great. Truly an incredible experience from start to finish.

3. DC

   Douglas

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   Capt Craig & mate Richie was fantastic! Took us out for an unforgettable experience and he was super accommodating to our scheduling needs. Would highly recommend them!!

4. RM

   Ross

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   Amazing experience from booking until we finally docked after our adventure. Captain Matt, and the deckhand Joe were extremely professional, cool, and accommodating. The boat was better than expected. It was large, very clean, and it had an exceptional sound system, which was easily connected to Bluetooth. I would 100% book again with this boat.

5. SE

   Sabrine

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

   So stunning, and a TON of fun! You get a little tour of Chi and a ton of pic opportunities and then a good amount of time to swim or paddle board. So amazing and definitely will book again!

6. AB

   Amanda

   Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

   We had the most amazing girls' weekend, and we can't rave enough about our experience! Armand, Captain Matt, and Deckhand Joe were absolutely wonderful to work with. They went above and beyond to make sure everything was perfect for us—from the moment we stepped on the boat until the very end. The boat itself was beautiful, clean, and so comfortable—perfect for relaxing, soaking in the sun, and having a great time on the water. But what truly made the weekend unforgettable was the incredible crew. Captain Matt was professional, friendly, and made us feel safe and at ease the entire time. Deckhand Joe was equally fantastic—helpful, fun, and always making sure we had everything we needed. We’re so grateful for everything they did to make our weekend special. Highly recommend this experience if you're looking for the perfect mix of relaxation, fun, and top-notch service on the water!