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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

$300+ /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 cruiser in Chicago, IL near me

$440+ /hour

Chicago, IL

5.0 (130 bookings)

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

3 - 4 hours Captain optional

Up to 12 passengers

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

$373+ /hour

Chicago, IL

5.0 (131 bookings)

44ft Luxury Spacious Party Motor Yacht - Paradise

2 - 8 hours Captained

Up to 12 passengers

$1,023+ /hour

Chicago, IL

5.0 (13 bookings)

Luxurious 60FT Azimut | Double-deck Yacht

Chicago, IL

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

$231+ /hour

Chicago, IL

5.0 (53 bookings)

New 27' Sea Ray crusier Playpen summertime

2 - 6 hours Captain optional

Up to 8 passengers

Rent a Monterey Boats cruiser in Chicago, IL near me

$398+ /hour

Chicago, IL

4.9 (169 bookings)

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

3 - 8 hours Captained

Up to 12 passengers

$141+ /hour

Chicago, IL

Pontoon / Tritoon Charter with Licensed Captain

2 - 8 hours Captained

Up to 7 passengers

$406+ /hour

Chicago, IL

5.0 (100 bookings)

Fun and pleasure on a spacious and luxurious Yacht!

4 - 8 hours Captained

Up to 12 passengers

Rent a Bayliner motor yacht in Chicago, IL near me

$421+ /hour

Chicago, IL

4.8 (71 bookings)

Chicago Boat Rental 30' of Pure Fun

3 - 8 hours Captained

Up to 12 passengers

Rent a Sea Ray Boats cruiser in Chicago, IL near me

$540+ /hour

Chicago, IL

5.0 (12 bookings)

37' Sea Ray Venture - Explore Chicago in Style

3 - 4 hours Captained

Up to 12 passengers

$225+ /hour

Hammond, IN

Chicago playpen fireworks river and more. 28 ft. bayliner 8 passenger

4 - 8 hours Captain optional

Up to 8 passengers

$300+ /hour

Chicago, IL

5.0 (33 bookings)

Classy Carver Mariner Yacht w/Flybridge

3 - 6 hours Captain optional

Up to 12 passengers

$450+ /hour

Chicago, IL

5.0 (105 bookings)

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

3 - 6 hours Captain optional

Up to 12 passengers

$440+ /hour

Chicago, IL

5.0 (43 bookings)

The Best Playpen Party Boat in Chicago! Captain included!

4 - 8 hours Captained

Up to 12 passengers

$113+ /hour

Chicago, IL

Private Boat Charter - Classic Electric Boat

2 - 8 hours Captained

Up to 5 passengers

$620+ /hour

Chicago, IL

5.0 (143 bookings)

51" Searay - The Best Playpen Party Boat in Chicago! Captain included!

4 - 8 hours Captained

Up to 12 passengers

Rent a Maxum cruiser in Chicago, IL near me

$400+ /hour

Chicago, IL

4.9 (60 bookings)

Play Pen Cruise - 40 foot Yacht - Discounts Available

3 - 4 hours Captained

Up to 12 passengers

Top boat rental reviews in Chicago, IL

281,772

Customers Reviews

4.95

Avg. Rating

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

Play Pen Cruise -...

We had the best time! Dee was a great captain and the whole process was very smooth. The safety briefing was concise...

Jesse

May 2025
5/5 stars

Play Pen Cruise -...

Boat and captain were great! Would recommend

Katie

Apr 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
5/5 stars

46' Beautiful Sea...

We had a great day on the Sea Ray 410! Nasco was great to rent through. He answered all my questions in a timely...

Annie

Sep 2024
5/5 stars

New 27' Sea Ray...

The experience on the boat was great! Would 100% recommend booking William's boat for a bachelorette party.

Ana

Sep 2024
5/5 stars

The Best Playpen...

We had so much fun! Ted made booking very easy and communicated great. Mark was a fantastic captain.

Sydney

Sep 2024
5/5 stars

44ft Luxury...

The boat ride was awesome time, the owner was very nice and our captain Papo was awesome as well! Highly recommended...

Daisy

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 $75 per hour, depending on the amount of time that you would like to use the boat.

How much does it cost to rent a boat on the Chicago River?

The cost to rent a boat on the Chicago River starts at $75 per hour, depending on the amount of time that you would like to use the boat. Rent jet skis, sailboats, yachts, and more along the Chicago River.

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.