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The Best Water Skiing Boat Rentals Near Chicago
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Chicago
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$1,150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$190-$1,220
Sailboats
Set sail with these traditional wind-powered boats
$145-$920
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$390
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$340-$775
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$390
Kayaks
Who says you need a motor to have fun on the water?
$155-$245
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$430-$970
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$105-$190
Diving
Explore the ocean depths with trained boat operators
$630
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$200
Top Water Skiing Boat Rental Locations Near Chicago
Lake Geneva, Wisconsin
10 boats to rent
Williams Bay, Wisconsin
7 boats to rent
Milwaukee, Wisconsin
12 boats to rent
Holland, Michigan
8 boats to rent
Lake Michigan, United States
347 boats to rent
Madison, Wisconsin
8 boats to rent
Toledo, Ohio
8 boats to rent
Glen Lake, Michigan
12 boats to rent
Detroit, Michigan
36 boats to rent
Torch Lake, Michigan
21 boats to rent
Saint Clair Shores, Michigan
21 boats to rent
White Bear Lake, Minnesota
8 boats to rent
Minneapolis, Minnesota
24 boats to rent
Minnetonka, Minnesota
23 boats to rent
Wayzata, Minnesota
10 boats to rent
Lake Minnetonka, Minnesota
57 boats to rent
Spring Park, Minnesota
12 boats to rent
Osage Beach, Missouri
19 boats to rent
Recent Reviews in Chicago
EL
Eli
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo’s add, pricing, services and communication deserve a 7 star rating along with the planning punctionality, care and personalized experience while service. Ricardo covers all the areas and knows the lake very well. Our party loved the experience and we will return for more!!
MR
Makaiyah
2024 Yamaha 195s Jetboat - up to 7 passengers
Ricardo was an amazing yacht host. He arrived right on time and made the entire experience smooth from the start. He was incredibly friendly and welcoming, and he even let us drive the boat, which made the trip even more exciting. Ricardo also generously offered us extra time on the water, which we really appreciated. His professionalism and kindness made the whole outing memorable. I would definitely recommend booking with him if you’re looking for a great yacht experience!
Lilibeth
2024 Yamaha 195s Jetboat - up to 7 passengers
Very fun!! He gave us the perfect mix of relaxation and thrill. He was very accommodating and had a great energy. Amazing experience 10/10 would definitely recommend!!
LP
Lynda
Wake Up the Water with Regal 1900 ESX in Mesa, Arizona
Joe was on time, easy to get in touch with, quick to reply. Made it an amazing experience!
CD
Christi
2024 Yamaha 195s Jetboat - up to 7 passengers
⭐️⭐️⭐️⭐️⭐️ We had an exceptional experience with Ricardo as our boat captain. He came right up to our private home boat dock which made everything effortless from start to finish. He gave us a fantastic tour of the beautiful homes on Lake Butler and shared great insight along the way. The tubing experience was incredibly fun and perfectly tailored to our group. Ricardo was professional friendly and made the entire outing unforgettable. We will absolutely be booking with him again.
AL
Alexis
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.
Top Water Skiing Boat Rental Locations in the United States
Palm Beach, Florida
148 boats to rent
Denver, Colorado
25 boats to rent
St. George, Utah
15 boats to rent
Aurora, Colorado
8 boats to rent
Riviera Beach, Florida
142 boats to rent
Palm Beach Shores, Florida
89 boats to rent
West Palm Beach, Florida
86 boats to rent
Littleton, Colorado
13 boats to rent
Phoenix, Arizona
138 boats to rent
Lake Park, Florida
93 boats to rent
Hurricane, Utah
13 boats to rent
Daytona Beach, Florida
57 boats to rent
Toms River, New Jersey
18 boats to rent
Brielle, New Jersey
17 boats to rent
San Antonio, Texas
16 boats to rent
Canyon Lake, Texas
13 boats to rent
Mound, Minnesota
4 boats to rent
Gibsonton, Florida
3 boats to rent
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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Real reviews from happy Getmyboaters.
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