The Best Water Skiing Boat Rentals Near Chicago

Enjoy a carefree day at Saguaro Lake with Captain Sheldon on a new 2024 wakeboat

Braxton was truly the absolute best! Customer service was perfect. Personality was great. Boating skills were amazing, and he was a great teacher. If we are ever back in Arizona, we will 100% be booking again.

2024 Yamaha 195s Jetboat - up to 7 passengers

We had an incredible experience. The captain was very helpful, attentive. He made sure that the whole group was comfortable and safe throughout the walk. In addition, he had a very good attitude and willingness to make the boat trip something special. I recommend it 100%!

Wake Up the Water with Regal 1900 ESX in Mesa, Arizona

Where to start.... Can't say enough good things about our time out with Joe over the long holiday Labor Day weekend. Whether you've never been out before or you are a seasoned lake dweller who just needs access to a good boat, you'll be in good hands with Joe. Parking at any lake can a bit of an ordeal so just be sure you communicate, know where your going, get your parking pass, are packed accordingly because you will have to carry/haul yourselves, your coolers, & all your personals down the dock. Once you get there, Joe will be waiting for you already in the water & happy to help you load up & get goin'! You won't be greeted with a list of never ending reminders of all the rules so please keep a good thing going & be sure you've reviewed any rules/regulations before hand & just be respectful of the boat! Very few boat/ski rentals will be so laid back with allowing you just breathe & show up & enjoy these expensive expensive toys. Joe is a VERY easy going guy, easy to get along with, pleasant, & knowledgeable when it comes to being captain & managing/facilitating an amazing day on the lake. Can't possibly say enough good things & can only ask others also be respectful to your boating captains, especially when they are so gracious as to allow you to bring your pets and/or kids as it's a ton of work providing a safe but hella good time out there on the lake on these boats, especially on the holiday weekends.. We jumped in & brought our chocolate lab, Joe was well versed with the area & his boat, knew all the best spots to take us w/o any of the usual complaints or reminders of where to put our dog & not wanting her paws on their seats... We obviously reciprocated that kindness & tried our best to keep our dogs feet on the boat floor, lol. She thoroughly enjoyed bow surfing the wakes & swimming as Joe found us the good swim spots. He first drove us around to feel the fun speed of the boat as we soaked up some sun in the bow of his beautiful boat. Very gracious to us & our dog he let me be the dj putting my tunes on & we were off for one heck of a great day! Our guests had bailed on us last min so it was just the two of us, but Joe ensured we still had an even better time w/o the extra liabilities anyway. After some cruising & swimming, we got to indulge in some ample wake time in the water. It was good weather, good people, good driving, good vibes all around. Joe was happy to take me round as many times as I wanted as I reacclimated on my wakeboard, with little communication necessary Joe naturally picked up on my speeds & needs within the water as well as my bfs very different speeds and needs. Riding and boating with Joe as our captain was the most stress free & naturally intuitively curated-to-my-needs boat experience I've ever had (which is saying a lot coming from someone who grew up in a ski boat), you'll get plenty of good ride time with no complaints or over regulating here so long as you honor general lake etiquette. After riding myself sore on the wakeboard, my boyfriend decided to indulge in some tubing to which yet again, Joe did not disappoint with his driving skills. After that it was all sunshine, drinks, swimming, music, cruising, & tans, & Joe was nothing but hospitable through & through. As the day came to a close and my bf & I had managed to sunburn & drink ourselves happy & chatty but we were under no pressure to wrap it up early just so Joe could get in a little sooner, he even allowed me to ride my board a bit more on the way into the boat launch. I could not be more happy/grateful for the day Joe provided & allowed us to have, facilitating & ensuring our safety while also really allowing us to be adults & let our hair down for a good day. We had already reserved a boat with another provider on this website over a week in advance & with absolutely no communication, no recourse, just cancelled on us last min. on a holiday reservation that we as paying customers are typically severely penalized over cancelling if/when I ever have to cancel anything anywhere last min. - Joe came through for us on a busy holiday weekend literally just 2-3 days beforehand, allowing us to make a last min reservation for boats on a date I typically have to reserve over a month in advance if I even want to hope to have a chance at getting on a good quality ski boat with, && he communicated & didn't cancel on us last min. honoring his own end of such services/reservations & working relationships. We arrived about 20min late to our reservation trying to find parking & Joe was also extremely easy going with us there too in a world where I'm constantly getting charged a premium to get yelled at by the service providers.... Joe was gracious, professional, skilled, knowledgeable, & really provided an all around AMAZING stress free day curated to meet our needs which is a rare thing in this day & age. I would definitely recommend renting from him & will most certainly be renting with his services again & again! Could not refer enough or say enough nice things. Maintaining & sharing your ski boat with strangers of varying experience is not an easy job & Joe does this very well. Big thanks for one of the best boat days we've had in a very long time!

Cherry Creek Jet Boat Entertainment (4-5 people)

Tom was a great captain and was very prompt with his communications. We had a great time on the boat and Tom made sure we had an amazing time!

Cherry Creek Jet Boat Entertainment (4-5 people)

We had the BEST day on the water with Tom yesterday! We wakeboarded, wakesurfed, and enjoyed every second on his clean, comfortable boat. The vibes were perfect. Tom was friendly, welcoming, and full of great tips that made our experience even better. He made sure everyone felt included and had fun the entire time. Couldn’t have asked for a better boat day!

This week/weekend LETS GO! Wakeboard/Ski Boat and ALL the TOYS! 24/7/365!

We had the best time. A day on the lake our family will allways remember. Captain Ricky was awesome and really encouraging with the kids learning how to water ski and really was excellent at driving the tubes and water skiers. Had all the fun toys. Highly recommend.