Best Boat Rentals Near Chicago, IL

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Top Boat Rentals and Yacht Charters in Chicago, IL

Rent a Four Winns Boats motor yacht in Chicago, IL near me

$249+ /hour

Chicago, IL

5.0 (67 bookings)

37' Yacht - Includes Gas & Lily Pad! One Big Outdoor Seating Area!

3 - 4 hours Captain optional

Up to 12 passengers

Rent a Sea Ray Boats motor yacht in Chicago, IL near me

$250+ /hour

Chicago, IL

5.0 (85 bookings)

Beautiful Yacht -comfortably accommodate up to 12 guests. Perfect for

2 - 8 hours Captained

Up to 12 passengers

Rent a Sea Ray cruiser in Chicago, IL near me

$220+ /hour

Chicago, IL

5.0 (134 bookings)

46' Beautiful Sea Ray Yacht - Perfect for Parties - Explore Chicago

3 - 4 hours Captain optional

Up to 12 passengers

Rent a RINKER BOATS cruiser in Chicago, IL near me

$179+ /hour

Chicago, IL

Anchor in the Famous Chicago Playpen! 37' Rinker Fiesta Vee

3 - 4 hours Captain optional

Up to 12 passengers

Rent a Chris Craft motor yacht in Chicago, IL near me

$275+ /hour

Chicago, IL

5.0 (139 bookings)

44ft Luxury Spacious Party Motor Yacht - Paradise

2 - 8 hours Captained

Up to 12 passengers

$151+ /hour

Chicago, IL

4.5 (12 bookings)

Visit the Chicago Playpen! - 34' Rinker Fiesta Vee

3 - 4 hours Captain optional

Up to 12 passengers

Rent a Sea Ray Boats deck boat in Chicago, IL near me

$175+ /hour

Chicago, IL

5.0 (56 bookings)

New 27' Sea Ray crusier Playpen summertime

2 - 6 hours Captain optional

Up to 8 passengers

$275+ /hour

Chicago, IL

Luxury 33' Sea Ray Yacht Rental in Chicago

3 - 8 hours Captain optional

Up to 10 passengers

Rent a Monterey Boats cruiser in Chicago, IL near me

$308+ /hour

Chicago, IL

4.9 (171 bookings)

32' of Fun! Lights! Music! You bring the action!

3 - 8 hours Captained

Up to 12 passengers

$410+ /hour

Chicago, IL

4.9 (20 bookings)

Affordable luxury yacht, Avoid the over crowded dangerous boats.

2 - 4 hours Captained

Up to 7 passengers

$406+ /hour

Chicago, IL

5.0 (101 bookings)

Fun and pleasure on a spacious and luxurious Yacht!

4 - 8 hours Captained

Up to 12 passengers

$319+ /hour

Chicago, IL

Formula Sun Sport Charters

4 - 8 hours Captained

Up to 12 passengers

$800+ /hour

Chicago, IL

5.0 (44 bookings)

24 Passenger Captained Party & Event Boat in Chicago, Illinois!

Chicago, IL

Chicago Boat Rental 30' of Pure Fun

3 - 8 hours Captained

Up to 12 passengers

$320+ /hour

Chicago, IL

5.0 (12 bookings)

37' Sea Ray Venture - Explore Chicago in Style

3 - 4 hours Captain optional

Up to 12 passengers

Rent a Regal cruiser in Chicago, IL near me

$388+ /hour

Chicago, IL

5.0 (11 bookings)

42FT Regal Commodore Express Cruiser

Chicago, IL

Classy Carver Mariner Yacht w/Flybridge

3 - 6 hours Captain optional

Up to 12 passengers

$300+ /hour

Chicago, IL

5.0 (107 bookings)

This Sea Ray yacht is a 55 foot oasis on the water

3 - 6 hours Captain optional

Up to 12 passengers

Top boat rental reviews in Chicago, IL

283,214

Customers Reviews

4.95

Avg. Rating

5/5 stars

46' Beautiful Sea...

Great boat and great time!

Drew

Jun 2025
5/5 stars

New 27' Sea Ray...

William was a great captain and we had the absolute best time on the water. Would book again in a heartbeat!

Joe

Jun 2025
5/5 stars

This Sea Ray...

Beautiful boat and love that my entire party could fit comfortably on the front. Captain Jaime and his deckhand were...

Abby

Jun 2025
5/5 stars

46' Beautiful Sea...

We had a great time celebrating my 40th birthday on this boat. Nasco was a great communicator and responded quickly...

Brynn

Jun 2025
5/5 stars

This Sea Ray...

We had such a good time on this boat! We had 12 people and it was very roomy with plenty of space. Captain Jamie was...

Emily

Jun 2025
5/5 stars

Visit the Chicago...

Nasco, Amaris & Captain Michael were all incredible to work with. They were quick to respond & day of - they were...

Christina

Jun 2025
5/5 stars

This Sea Ray...

I booked this boat for my 22nd birthday on June 7th. 100/10 it was an amazing experience. The boat was nice and...

Destini

Jun 2025
5/5 stars

37' Sea Ray...

Smooth experience from start to finish!

Jeremiah

May 2025
5/5 stars

24 Passenger...

We had a great time. Matt & Troy were great. Lots of fun and a great way to see Chicago in the rain.

John

May 2025
5/5 stars

New 27' Sea Ray...

We had the best time out on the water! We brought a couple from out of town, and William was fantastic with...

Suzie

Oct 2024
5/5 stars

37' Sea Ray...

The boat was ready on time, in top condition and everything we had hoped for! It was an incredible day. We highly...

Rohan

Sep 2024
5/5 stars

44ft Luxury...

Hailey

Sep 2024

How to rent a boat in Chicago?

Find the perfect boat

Enter your desired location and date to explore our fleet of boat, Chicago, IL, United Statess.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Set sail

Enjoy your day on the water with friends and family!

Got questions?

Frequently asked questions

How much is it to rent a boat for a day in Chicago?

The cost to rent a boat in Chicago starts at $100 per hour, depending on the amount of time that you would like to use the boat.

What is Black Yacht Weekend?

Black Yacht Weekend is a floating boat party on Lake Michigan against the stuning Chicago skyline. In 2025, Black Yacht Weekend is happening from Thu, June 19 to Sun, June 22.

Do you need a boat license to rent a boat in Chicago?

Anyone born on or after January 1, 1998 who operates a powered watercraft of 10hp or more needs a Boater Safety Certificate. If your rental is captained you do not need a safety certificate.

How much does it cost to rent a boat at a party in Chicago?

Chicago party boat rentals stat at $135 per hour. Party boats can be rented with or without a captain.

What are the top destinations to explore with a Chicago boat rental?

With a Chicago boat rental, top destinations include the Chicago River for stunning views of the city's iconic architecture and skyline. Lake Michigan offers a chance to anchor near Navy Pier or the lively Playpen area for sunbathing and socializing. North Avenue Beach and Montrose Beach are popular spots for swimming and relaxing just offshore. For a quieter cruise, head to Belmont or Burnham Harbor near Museum Campus. Each destination offers a unique way to experience Chicago from the water.

What is Chicago Scene Boat Party?

Chicago Scene Boat Party is an annual boat event on Lake Michigan. In 2025, Chicago Scene Boat Party is happening Fri, Jul 25 to Sun, Jul, 27 at The Playpen.