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All listings in Illinois

Incredible tours in Illinois, United States.

Page 1 of 241 listings

Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.
Powerboats in Chicago · 6 guests

Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.

5.0
$225+/hour
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

4.9
Superowner
Best of 2025
$210/hour
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
Superowner
$350/hour
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Powerboats in Chicago · 12 guests

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

5.0
Superowner
Best of 2025
$170/hour
24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches
Powerboats in Chicago · 5 guests

24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches

5.0
$200/hour
27' Chris Craft with Water Toys plus Jet Ski Available
Powerboats in Chicago · 6 guests

27' Chris Craft with Water Toys plus Jet Ski Available

4.9
Superowner
$240/hour
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
Events in Chicago · 12 guests

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

4.9
Superowner
Best of 2025
$200/hour
Burnham Harbor, CAPTAIN/FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN/FUEL INCLUDED

5.0
$250+/hour
Sail & Swim from a Luxury Sailing Yacht
Sailing in Chicago · 7 guests

Sail & Swim from a Luxury Sailing Yacht

5.0
Superowner
$200/hour
Instant Book
LUXURY - Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!
Events in Chicago · 12 guests

LUXURY - Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!

5.0
Superowner
$300+/hour
Luxury Sea Ray Sundancer for up to 12 peope
Events in Chicago · 12 guests

Luxury Sea Ray Sundancer for up to 12 peope

4.5
$350/hour
40ft Formula 40 Performance Cruiser in Chicago
Tours in Chicago · 13 guests

40ft Formula 40 Performance Cruiser in Chicago

5.0
$349/hour
Come enjoy fun in the sun on our 30 ft Bayliner Ciera 8 passengers
Events in Chicago · 8 guests

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

4.6
$200/hour
44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available
Events in Chicago · 13 guests

44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available

5.0
Superowner
$575+/hour
Experience Lake Michigan like never before on Beautiful 35ft Maxum
Events in Chicago · 10 guests

Experience Lake Michigan like never before on Beautiful 35ft Maxum

4.8
$225/hour
Chicago Luxury Boat Rental
Events in Chicago · 10 guests

Chicago Luxury Boat Rental

5.0
$225/hour
Ask about our SPECIAL end of season Sunday Savings! Captain included.
Sailing in Chicago · 6 guests

Ask about our SPECIAL end of season Sunday Savings! Captain included.

5.0
$450/hour
Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!
Events in Chicago · 10 guests

Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!

5.0
$275/hour
No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit
Sailing in Chicago · 12 guests

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

4.8
$245/hour
No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA
Events in Chicago · 36 guests

No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA

5.0
$793/hour
20ft Bayliner VR5 Boat in Rockville, IN
Powerboats in Indiana · 8 guests

20ft Bayliner VR5 Boat in Rockville, IN

5.0
$510/day
DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island
Events in Chicago · 12 guests

DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island

5.0
$375/hour
Sailing Lessons with Chicago's #1 Rated Sailing School
Tours in Chicago · 6 guests

Sailing Lessons with Chicago's #1 Rated Sailing School

New
Best of 2025
$175+/hour
68' Luxurious Private Yacht Charters in Chicago
Events in Chicago · 45 guests

68' Luxurious Private Yacht Charters in Chicago

5.0
$1,750/hour

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Tours Reviews in Illinois

  1. MS

    Michael

    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

    I had some friends visiting Chicago and wanted to impress them. Renting a boat from Kevin was the crown jewel of the weekend! Our captain Evan was very professional, accommodating and friendly. The boat exceeded expectation. Would definitely book with them again!

  2. Katey

    Katey

    Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!

    Frank was an incredible host for this boat- such a beautiful boat with a luxurious feel. He was very accommodating, communicative, and he just exuded kindness and honesty- the kind of person you'd feel comfortable paying this much money to! He even brought a trolley to help carry our coolers. They also had coolers on the boat- which was so helpful and unexpected. We had such a great time on the boat. HIGHLY recommend.

  3. SL

    Seeta

    Luxury Sea Ray Sundancer for up to 12 peope

    We had am amazing time at the Air & Water show. Communication with Kadir was prompt and accurate. The Captain Emir was a super star, I would definitely recommend them. The boat is as pictured perfect for a party of 10. The whole process from start to finish was seamless.

  4. VK

    VINOD

    Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.

    Diego was a great host. The boat was really clean and well maintained. He followed all the rules and was attentive to us, the surroundings, the other boats the whole time. He wasn't distracted and on his phone like several other captains we have been with. He anchored the boat where we asked and it made for our best air and water show experience (of many years). Highly recommend.

  5. ML

    Melissa

    Stunning 45’ Sea Ray Yacht

    Fantastic evening lake and river cruise. Eric the captain was amazing and did exactly what we wanted. The boat was beautiful and accommodating to our entire party. I would highly recommend renting from Eugene.

  6. CM

    Connor

    Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

    Fantastic day on the water! The entire process was so smooth and easy to get ready for the rental. Finding a captain was easy and Hayden was phenomenal! He was very clear with what we needed and safety in/around the boat. Will definitely be booking again in the future