The Best Boat Rentals in Illinois

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

This was an Amazing event. The 46 ft Sea Ray was everything and more. From the Bow to the Stern, five ***** accommodations. Touring on the Chicago Lake against the Chicago Skyline, the scenery was breathtaking, the food was on point, and the bottomless mimosas had us feeling like we were vacationing on the French Riviera. IF you're looking for more than a boat ride, but an experience, book it. As you can see from the photos, this was indeed the ultimate Surprise Birthday Celebration, with a vibe. THANKS to the Owner, Kevin, for making this possible, and to Captain Justin for holding strong to that steering wheel.

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

We have chartered with Armand’s boats multiple times, and they are simply the best. We had an incredible time on “Endeavor” and loved how there were plenty of zones and spaces for everyone to comfortably enjoy their time on the water. We’ll be booking again for sure!

28ft. Sea Ray Captained Boat Rental in Chicago

⭐️⭐️⭐️⭐️⭐️ We recently had the pleasure of going on a boat tour with Captain Nemo in Chicago, and we can't recommend it highly enough! From the moment we stepped aboard, Captain Nemo made us feel like family. The views of the skyline from the water were absolutely breathtaking, and the boat itself was comfortable and well-maintained. Captain Nemo's attention to detail and commitment to ensuring we had the best experience possible really stood out. Whether you’re a local or just visiting, this tour is a must-do! Thank you, Captain Nemo, for an unforgettable day on the water!

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

We had a great experience with Captain Z! He and the owner were very accommodating and communication was easy. The boat fit our party of 8. There was a good storage area in the cabin downstairs with a restroom on board. Coolers were provided for our food and beverages. We appreciated that fuel was included in the total cost. We enjoyed cruising around and spending time at the playpen with the beautiful Chicago skyline in the background!

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

We had an incredible experience with this boat rental! The service and communication were seamless from start to finish—everything was clear, timely, and super easy to coordinate. We were lucky to have Captain Jaydenn onboard with us, and he was absolutely amazing—professional, fun, and made sure we had a great time out on the water.

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

Amazing experience with top-notch communication from start to finish. Super responsive and incredibly knowledgeable—especially helpful for first-timers in Chicago. They guided us around the lake and to the perfect fireworks viewing spot, even capturing great photos for us. The captain was skilled and professional, and the music made the ride even better. Highly recommend!