Best Boat Rentals Near Chicago, IL

Name: Pontoon / Tritoon Charter with Licensed Captain
Rating: 5.0

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Labor Day Weekend Boat Rentals

Top Boat Rentals and Yacht Charters in Chicago, IL

Rent a GODFREY MARINE pontoon in Chicago, IL near me

$175+ /hour

Chicago, IL

5.0 (82 bookings)

Pontoon / Tritoon Charter with Licensed Captain

2 - 8 hours Captained

Up to 7 passengers

$329+ /hour

Chicago, IL

5.0 (95 bookings)

New 27' Sea Ray crusier Playpen summertime

2 - 6 hours Captained

Up to 8 passengers

Rent a Bayliner motor yacht in Chicago, IL near me

$375+ /hour

Chicago, IL

4.8 (83 bookings)

Chicago Boat Rental 30' of Pure Fun

3 - 8 hours Captained

Up to 12 passengers

$313+ /hour

Chicago, IL

5.0 (28 bookings)

⭐️IF YOU HAVE UP TO 6 IN YOUR GROUP THEN WE’RE "JUST RIGHT" FOR YOU 🌤

2 - 6 hours Captained

Up to 6 passengers

$340+ /hour

Chicago, IL

5.0 (95 bookings)

Luxury Yacht Adventures Cruise Dine & Party on Lake Michigan & River

2 - 8 hours Captained

Up to 12 passengers

$308+ /hour

Chicago, IL

5.0 (30 bookings)

4th Hour is FREE! Life Is Good when it's a party on the lake!

3 - 8 hours Captain optional

Up to 12 passengers

$200+ /hour

Chicago, IL

5.0 (36 bookings)

Charter boat available with Captain Bob

2 - 8 hours Captained

Up to 5 passengers

$173+ /hour

Chicago, IL

5.0 (1 booking)

Luxury boat with a the amenities down below. and a great party boat.

2 - 8 hours Captained

Up to 6 passengers

Rent a Sea Ray cruiser in Chicago, IL near me

$478+ /hour

Chicago, IL

4.9 (163 bookings)

50' Sea Ray (KMB #1) - GREAT for Parties!

3 - 4 hours Captain optional

Up to 13 passengers

$360+ /hour

Chicago, IL

5.0 (127 bookings)

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

3 - 6 hours Captain optional

Up to 12 passengers

$400+ /hour

Chicago, IL

5.0 (33 bookings)

Enjoy Chicago on this 46' Gorgeous Sea Ray - Perfect for Parties

3 - 4 hours Captain optional

Up to 12 passengers

$426+ /hour

Chicago, IL

5.0 (32 bookings)

46’ Sea Ray (KMB #9) - Perfect for PARTIES!

3 - 4 hours Captain optional

Up to 13 passengers

$375+ /hour

Chicago, IL

AMAZING! Luxury & Huge 40ft Cruiser Yacht…Welcome Home!

2 - 6 hours Captain optional

Up to 12 passengers

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

$423+ /hour

Chicago, IL

46' Sea Ray Express - Perfect for fun and relaxation!

3 - 4 hours Captain optional

Up to 13 passengers

Rent a CHAPARRAL BOATS deck boat in Chicago, IL near me

$270+ /hour

Chicago, IL

5.0 (13 bookings)

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

3 - 8 hours No captain

Up to 10 passengers

$150+ /hour

Hammond, IN

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

4 - 8 hours Captain optional

Up to 8 passengers

$224+ /hour

Chicago, IL

5.0 (87 bookings)

Boatschicago - Motor Boat for rent at Downtown Chicago

3 - 8 hours No captain

Up to 10 passengers

Rent a Larson Boats deck boat in Chicago, IL near me

$162+ /hour

Chicago, IL

4.9 (303 bookings)

26ft – Playpen, Skyline, River and Fireworks

2 - 4 hours Captain optional

Up to 6 passengers

Top boat rental reviews in Chicago, IL

301,205

Customers Reviews

4.95

Avg. Rating

5/5 stars

Luxury boat with...

My girlfriends celebrated a 50th birthday aboard Captin Bob's boat. Captin Bob was wonderful. The boat is clean and...

Wendy

Sep 2025
5/5 stars

Pontoon / Tritoon...

My friends and I had the absolute best day on the boat with James! He’s a wonderful captain-laid back, kind, safe,...

Jordan

Sep 2025
5/5 stars

Pontoon / Tritoon...

James provided great communication, giving us prompt and clear responses and meeting us on location ahead of time. ...

Matt

Aug 2025
5/5 stars

Pontoon / Tritoon...

Captain Morgan and his boat were awesome! My friends and I had such a great time on the water. He had floaties for us...

Delaney

Aug 2025
5/5 stars

Pontoon / Tritoon...

James is great! Very knowledgeable and laid back. Would book again if I ever go back to Chicago.

The Mott

Aug 2025
5/5 stars

Boatschicago -...

Great experience. They were attentive to messages, gave great advice on where to park and meet. Boat was clean and...

Jessica

Aug 2025
5/5 stars

This Sea Ray...

The boat was terrific - something for everyone - and Captain Jamie was the perfect captain for the evening. We hope...

Alexandra

Aug 2025
5/5 stars

⭐️IF YOU HAVE UP...

Akshatha

Aug 2025
5/5 stars

Enjoy Chicago on...

Nasco is very responsive and helpful with any questions about the booking! Justin was an amazing captain. We had an...

Kristen

Aug 2025
5/5 stars

Boatschicago -...

Grayson

Aug 2025
5/5 stars

Pontoon / Tritoon...

James and his boat were amazing!! Super patient and let us know about bathrooms prior to and during. Lots of...

Katie

Aug 2025
5/5 stars

This Sea Ray...

We had such an incredible day celebrating my Husbands 30th birthday on this Yacht. Everything went so smoothly....

Nicole

Aug 2025

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.