The Best Yacht Rentals in Portage

42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

Had a beautiful day on the water with friends visiting from out of town. We had weather concerns and Kyle kept an alternate day open just incase. That flexibility allowed us to go on the sunniest day of the week. It was magical being out on the water on a perfect sunny day.

Double Decker 50ft Sea Ray Flybridge Yacht

Chicago Yachting and Captain Kelly provided a great experience for my bachelor party. The boat was great and the lily pad provided a great way to hang out in the water together. Playpen was a great spot to hang out in. Would book again!

39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

Everytime I've driven on Lakshore Drive and seen all the people out in their boats having fun, I've thought about how nice it would be to rent one. I finally did for my birthday and it was a perfect afternoon! Boat very clean, well-managed, and friendly and helpful captain. Will rent again from Cap't James.

42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

I booked this boat for my Bachelorette party & it was so much fun! The owner Kyle & our captain Javier were phenomenal! Very professional and communicative. The boat was clean & exactly like the photos. I will definitely be booking with them again!

Come enjoy fun in the sun on our 30ft Bayliner Ciera for 8 passengers in Chicago

Great experience. From the moment I submitted my request for the boat, extremely fast communication. Very much appreciate all the great communication and timeliness. The actual boat ride was so fun, and it flowed so well- from the morning of, when i got a text from the captain about where to meet, to getting on the water. Great experience.

39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

I’d highly recommend Captain James’ boating charter! My friends and I went to the playpen and had the best time. The boat had plenty of room for our group and was very clean. We used Captain Daniel Chavez for our charter. He was awesome! Overall this was a great experience!!