The Best Houseboat Rentals Near Southampton

Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

Awesome experience! I booked this vessel on July 3rd to take birthday photos with a few friends. It’s spacious! Although it mostly rained, Captain Craig was incredible— very professional, great with the boat, and excellent with communication throughout the experience. I definitely will be booking again ✨

Prestige 550 Flybridge Luxury Yacht Charter in Chicago

This boat is incredible. More than enough room for a full charter. The weather wasn't the best, but we still had an amazing experience. Captain Matt was great, him and Will made sure we maximized our trip. Would recommend for anyone looking to have a great time.

Private Cruise Onboard 32ft Hunter Legend Sailboat in Chicago

I am new to the world of sailing, and this was an awesome experience. I was able to have hands-on learning about sailing in the midst of a safe environment and a competent captain. As I don’t own, my own boat, the cost was very reasonable. I plan to do this again then near future!

28' Luxury Charter Serving Lake Simcoe and area

Captain Sandy was absolutely phenomenal! We could not have imagined a more perfect experience. From start to finish, everything exceeded our expectations. Your professionalism, warmth, and attention to every detail made this an unforgettable day for our family. We are beyond grateful and cannot thank you enough. Thank you again and again for giving us memories that we will cherish for years to come!!!

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!

Prestige 550 Flybridge Luxury Yacht Charter in Chicago

Second time renting with Armand and it was another great, easy, reliable experience!