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All listings in Illinois

Incredible tours in Illinois, United States.

Page 1 of 226 listings

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
Best of 2025
$165/hour
Instant Book
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
$350/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
$175/hour
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
Events in Chicago · 12 guests

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

5.0
Best of 2025
$175/hour
Instant Book
Captain Included. Escape the ordinary and cruise on 28’ Sea Ray of fun!
Powerboats in Chicago · 6 guests

Captain Included. Escape the ordinary and cruise on 28’ Sea Ray of fun!

5.0
$225+/hour
45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE
Events in Chicago · 10 guests

45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE

5.0
$300/hour
Crownline CR250 Cabin Cruiser.
Powerboats in Chicago · 10 guests

Crownline CR250 Cabin Cruiser.

5.0
Best of 2025
$325/hour
42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!
Events in Chicago · 10 guests

42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!

5.0
$300/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
$235/hour
Instant Book
Burnham Harbor, CAPTAIN/FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN/FUEL INCLUDED

5.0
$270+/hour
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

New
Best of 2025
$210/hour
Instant Book
40ft Formula 40 Performance Cruiser in Chicago
Tours in Chicago · 13 guests

40ft Formula 40 Performance Cruiser in Chicago

5.0
$349/hour
44' Italian Luxury Azimut Premier Party Yacht up to 13 plus Jet Ski Available
Events in Chicago · 13 guests

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

5.0
Superowner
$575+/hour
Instant Book
Moonshine Ridge Recreation
Adventures in Whittington · 3 guests

Moonshine Ridge Recreation

New
$4/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
Superowner
Best of 2025
$175+/hour
"Lake Mode" ON - 38' Four Winns
Events in Chicago · 12 guests

"Lake Mode" ON - 38' Four Winns

4.8
$457/hour
Explore Sunset or Day Cruise on the Mississippi River!
Powerboats in Portage Des Sioux · 4 guests

Explore Sunset or Day Cruise on the Mississippi River!

5.0
$170+/hour
Explore the Mississippi River aboard our Vintage Cabin Cruiser!
Tours in Portage Des Sioux · 6 guests

Explore the Mississippi River aboard our Vintage Cabin Cruiser!

4.3
$250/hour
62' Azimut Flybridge Italian Luxury Yacht for Rent (MPY#6) in Chicago, Illinois
Events in Chicago · 12 guests

62' Azimut Flybridge Italian Luxury Yacht for Rent (MPY#6) in Chicago, Illinois

New
$800/hour
Beautiful 44ft Maxum Yacht Ready for Sun And Fun
Powerboats in Hammond · 10 guests

Beautiful 44ft Maxum Yacht Ready for Sun And Fun

New
$350/hour
Moonshine Ridge Recreation
Adventures in Whittington · 1 guest

Moonshine Ridge Recreation

New
$4/hour
Moonshine Ridge Recreation
Adventures in Whittington · 1 guest

Moonshine Ridge Recreation

New
$4/hour
Moonshine Ridge Recreation
Adventures in Whittington · 2 guests

Moonshine Ridge Recreation

New
$4/hour
Moonshine Ridge Recreation
Adventures in Whittington · 1 guest

Moonshine Ridge Recreation

New
$4/hour

Tours Reviews in Illinois

  1. Mardysa

    Mardysa

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

    I had an amazing time! I booked on rather short notice and Kevin came through for me especially with helping to find a captain for such a busy day. The entire process was smooth and Captain Lisa was great! I’d definitely book with him again in the future.

  2. karina

    karina

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

    Kevin was super nice and accommodating. Any question I asked he answered. Was able to provide me a captain on short notice. The boat itself was super clean! Even the bathroom. And it was a full bathroom. Very happy with purchase and experience. Thank you kevin!

  3. MF

    Maddie

    Stunning 45’ Sea Ray Yacht

    We rented out this yacht for my boyfriend’s birthday party! The boat was spacious and just as described. Our captain Peter and his wife were an amazing crew, thorough with safety, attentive, and went above and beyond to make sure that we had an incredible time! Booking with Eugene was a breeze, he was quick to respond, as well as answered every question that I asked! Everyone had a blast, and we will definitely be booking through them again!

  4. KG

    Kelsey

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

    Everything about our excursion with bill was fantastic! He was very accommodating, easy to communicate with and truly prioritized making sure it was a fun and safe experience for us. He was very customer centric and made sure to understand what we wanted out of the boat day. Thank you bill!

  5. Tay

    Tay

    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

    I swear, if I could give 10 stars, I would! :-)My cousins and I had a remarkable experience on our family outing! Kevin is super professional and ensured our boat day went smoothly, we had some rough weather conditions on our initial date, but thankfully Kevin was able to switch us out for the next day—Very accommodating of him and we were truly grateful for that. Don’t hesitate to book his boat. Oh and I can’t forget the best captain ever, Jimmy! 😎 He’s amazing, super fun/chill and knows the all best spots to take great pictures. 11 out of 10 recommend! 👌🏾

  6. ZJ

    ZJ

    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

    I booked with Kevin for my boyfriends birthday surprise and it was EVERYTHINGGGG !!! my boyfriend was soooo happy and our friends and us had SO MUCH FUN !! 1000000/10 would recommend !! This was the best first time experience EVER !! thank you thank you thank you for helping me make my boyfriends birthday so special and a core memory we’ll have forever 💙 !!