The Best Boat Rentals Near Gary

Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser

10/10 recommend!! We had a group of 12, and spent all day in the Playpen and had the BEST time! The boat fit us so well, and having the front section to lay down was so lovely. We even extended our trip an hour because we were having so much fun! Dana was incredible with communication and details. Although she wasn’t on the boat with us, she met us at the dock to make sure everything was great.

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

I recently had the pleasure of spending a day aboard this beautiful yacht, and it truly exceeded my expectations. From the moment we arrived, we were welcomed with warm hospitality by a professional and attentive crew. They made sure every detail was taken care of, ensuring our comfort throughout the day. The yacht itself is stunning—luxuriously designed, well-maintained, and spacious enough to accommodate our group comfortably. The interiors are elegant and equipped with every amenity we could possibly need. The outdoor areas are perfect for lounging, dining, and taking in the breathtaking views. Our time on the yacht was both relaxing and memorable, thanks to the crew’s excellent service and the captain’s expertise in navigating the local waters. They took us to the most beautiful and serene spots, making the experience even more special. Overall, our day on the yacht was truly wonderful. I highly recommend this yacht for anyone looking for an unforgettable experience on the water. We’re already looking forward to our next adventure on board.

SeaRay Express Cruiser 340 Luxury Motor Yacht Searay in Chicagoland area

We had an amazing time! There's nothing like being on the water and we can't wait to do it again! We got stuck in the rain for about 20min but Captain Tia and the crew were so professional and calm, we knew we were in good hands. It didn't put a damper on things at all! They made it easy to stay positive and keep the party going once things cleared up.

Yachting 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!

50' Sea Ray-12 Passengers *BELIEVE CHICAGO*

This could not have been a better experience booking with Captain Carlos! We had a group of 20 girls for a bachelorette and booked two of his boats to take out and tie up together. His team was professional and ensured we had an amazing time. The boats we rented were clean, spacious, and had awesome speaker systems. Definitely the highlight of our weekend!

50' Sea Ray-12 Passengers *BELIEVE CHICAGO*

I would highly recommend booking with Captain Carlos. He made the experience stress-free by being great about communicating. The boat is absolutely beautiful and had more than enough room to accommodate all 11 of us. We hired Captain Moni as the driver of the boat and he brought along Lala as a deckhand. Both were SO sweet, personable and made the whole experience that much better. I would recommend this team to anyone booking a boat in Chicago.