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Browse Illinois Boat Rentals.

Page 10 of 12275 listings

46' luxury yacht for up to 12 people - DUSABLE Harbor
Events in Chicago · 12 guests

46' luxury yacht for up to 12 people - DUSABLE Harbor

New
$280/hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.7
$349/hour
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 13 guests

44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

4.9
$349/hour
Luxury 28 ft Chaparral 277 SSX Vessel
Powerboats in Chicago · 10 guests

Luxury 28 ft Chaparral 277 SSX Vessel

New
$250/hour
Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests
Powerboats in Chicago · 12 guests

Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests

New
Superowner
Best of 2025
$275+/hour
Instant Book
52' Azimut Fly 50 Motor Yacht Rental in Chicago IL
Events in Chicago · 13 guests

52' Azimut Fly 50 Motor Yacht Rental in Chicago IL

New
$1,000/hour
Beautiful Sea Ray Boat
Events in Chicago · 10 guests

Beautiful Sea Ray Boat

New
$225/hour
36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois

New
$275/hour
Instant Book
2023 ROCK RIVER Wheelchair Accessible Pontoon Boat!
Powerboats in Rockford · 8 guests

2023 ROCK RIVER Wheelchair Accessible Pontoon Boat!

New
$100/hour
Beautiful 40ft Sea Ray Yacht
Events in Chicago · 12 guests

Beautiful 40ft Sea Ray Yacht

New
$250/hour
See Chicago like no one else can
Events in Chicago · 12 guests

See Chicago like no one else can

New
$300+/hour
Enjoy Chicago in this 46' Sea Ray - Great for Birthdays - Bachelorette Parties
Events in Chicago · 12 guests

Enjoy Chicago in this 46' Sea Ray - Great for Birthdays - Bachelorette Parties

New
Superowner
Best of 2025
$400/hour
Instant Book
Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun
Powerboats in Hammond · 10 guests

Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun

New
$350/hour
Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!
Events in Chicago · 12 guests

Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!

New
$300/hour
44ft Premium Luxury Chris Craft Yacht
Events in Chicago · 12 guests

44ft Premium Luxury Chris Craft Yacht

New
$278/hour
Enjoy "The Good Life" - 35' Four Winns
Powerboats in Chicago · 8 guests

Enjoy "The Good Life" - 35' Four Winns

New
$458/hour
Honalee in Chicago - 43' Tiara
Events in Chicago · 12 guests

Honalee in Chicago - 43' Tiara

New
$587/hour
Polynesian Party Boat, up to 6 people, captain and drink package included!
Powerboats in Chicago · 6 guests

Polynesian Party Boat, up to 6 people, captain and drink package included!

New
$250/hour
Awesome Experience on 35ft Monterey Boat
Events in Chicago · 12 guests

Awesome Experience on 35ft Monterey Boat

New
$250/hour
Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay
Events in Chicago · 12 guests

Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay

New
$400/hour
34' Sea Ray Sundancer Playpen Party Yacht! Super Fun & Spacious Yacht
Events in Chicago · 12 guests

34' Sea Ray Sundancer Playpen Party Yacht! Super Fun & Spacious Yacht

New
$300/hour
Instant Book
49 Passenger 72' Chris Craft - Perfect for Events!
Events in Chicago · 49 guests

49 Passenger 72' Chris Craft - Perfect for Events!

New
Superowner
$2,000/hour
Instant Book
27' Motor Yacht Charter in Waukegan, Illinois
Powerboats in Waukegan · 4 guests

27' Motor Yacht Charter in Waukegan, Illinois

New
$241/hour
49 Passenger 57' Power Catamaran - Perfect For Events!
Events in Chicago · 49 guests

49 Passenger 57' Power Catamaran - Perfect For Events!

New
Superowner
$1,750/hour
Instant Book

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Illinois Reviews

  1. db

    danielle

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    Charter is quite pricey. the boat was nice and we had a ball plenty of space for the 10 of us. (12 people would’ve been a little cramped tbh) i definitely enjoyed myself but i feel misled as the captain expected a large tip because he wasn’t being paid EVEN THO we paid for the captain as part of the fees through gmb. like i said, expensive as hell and you can definitely find same quality for less if you shop around & plan accordingly. aside from the money, we had a BALL 1000/10 would definitely do this again!

  2. Caity

    Caity

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    Everything went smoothly from booking, through departure, and arrival back to the dock. The boat was big enough for 9 girls to easily spread out on the back and the front. We were able to Bluetooth music through the speakers on the front and back. The bathroom, seating area, and fridge were great bonuses. I would highly recommend!

  3. JB

    Jonathan

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    Sofia and the 44’ Sundancer made for a spectacular day on the water. The boat was perfectly big enough for 12 guests + captain, with space for all at the back of the boat (nice for the choppy water we encountered that day). Captain Roland was hospitable and welcoming. Several boat owners/other captains advised us not to go out due to rough conditions but Roland safely (and enjoyably) cruised up to a cove where we had a great time floating, swimming, and listening to music on the great sound system. The boat was well-equipped and in very good condition; fridge and freezer below deck had plenty of room for drinks for 12. Highly recommend and if I need to rent a boat again, this is a top choice!

  4. MA

    Mony

    44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

    We had an amazing experience! Our captain was Paul and he was very nice and accommodating. We were running late but he was very understanding throughout it all. The boat was very spacious and clean. We had so much fun and already are considering booking through them for future parties/outings. Would definitely recommend this company.

  5. Kara

    Kara

    44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

    Boat was fantastic and as described! Our captain Patrick was professional and did a great job. We booked this for a bachelorette party with 7 women and it was perfect amount of space for us to lounge. The water raft is a great touch too! Highly recommend!

  6. AM

    Allison

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    Booking was simple! Our captain was really patient with us running late due to finding parking on a busy MDW. The boat was clean and just as they described. It fit all of us comfortably! We had a great day out ☀️