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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

$324+ /hour

Chicago, IL

5.0 (72 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

$371+ /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

$480+ /hour

Chicago, IL

5.0 (138 bookings)

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

3 - 4 hours Captain optional

Up to 12 passengers

$1,103+ /hour

Chicago, IL

5.0 (13 bookings)

Luxurious 60FT Azimut | Double-deck Yacht

Chicago, IL

44ft Luxury Spacious Party Motor Yacht - Paradise

2 - 8 hours Captained

Up to 12 passengers

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

$320+ /hour

Chicago, IL

5.0 (62 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 (175 bookings)

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

3 - 8 hours Captained

Up to 12 passengers

Rent a RINKER BOATS cruiser in Chicago, IL near me

$390+ /hour

Chicago, IL

5.0 (4 bookings)

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

3 - 4 hours Captain optional

Up to 12 passengers

$606+ /hour

Chicago, IL

4.9 (21 bookings)

Affordable luxury yacht, Avoid the over crowded dangerous boats.

2 - 4 hours Captained

Up to 7 passengers

$406+ /hour

Chicago, IL

5.0 (102 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 (72 bookings)

Chicago Boat Rental 30' of Pure Fun

3 - 8 hours Captained

Up to 12 passengers

$266+ /hour

Chicago, IL

Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

3 - 8 hours Captained

Up to 12 passengers

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

$580+ /hour

Chicago, IL

5.0 (16 bookings)

37' Sea Ray Venture - Explore Chicago in Style

3 - 4 hours Captain optional

Up to 12 passengers

$300+ /hour

Chicago, IL

5.0 (33 bookings)

Classy Carver Mariner Yacht w/Flybridge

3 - 6 hours Captain optional

Up to 12 passengers

$423+ /hour

Chicago, IL

5.0 (109 bookings)

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

3 - 6 hours Captain optional

Up to 12 passengers

$275+ /hour

Chicago, IL

Luxury 33' Sea Ray Yacht Rental in Chicago

3 - 8 hours Captain optional

Up to 10 passengers

$500+ /hour

Chicago, IL

5.0 (46 bookings)

The Best Playpen Party Boat in Chicago! Captain included!

4 - 8 hours Captained

Up to 12 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

Top boat rental reviews in Chicago, IL

286,039

Customers Reviews

4.95

Avg. Rating

5/5 stars

New 27' Sea Ray...

Charlie

Jul 2025
5/5 stars

Anchor in the...

The host was extremely responsive and friendly, quickly easing any concerns I had about renting the yacht without...

Nakiiya

Jun 2025
5/5 stars

37' Yacht -...

We thoroughly enjoyed our time on this boat! It was perfectly spacious for our group of 10 and met all of our needs....

DeJa

Jun 2025
5/5 stars

44ft Luxury...

Great experience thank you so much for hosting us

Azeez

Jun 2025
5/5 stars

The Best Playpen...

Great guy! Accommodating. Would definitely book again in the future

Joal

Jun 2025
5/5 stars

New 27' Sea Ray...

Absolutely Incredible Experience!

We had the most amazing time renting from William! From start to finish,...

Caesar

Jun 2025
5/5 stars

37' Yacht -...

I rented Theresa’s boat to celebrate my birthday and it did not disappoint! The process was smooth and the boat had...

Alexandra

Jun 2025
5/5 stars

44ft Luxury...

Amanda and her entire team are awesome! Booking again!

Nads &

Jun 2025
5/5 stars

46' Beautiful Sea...

My group and I had a time. Our captain was Michael and he was very chill. He's also young so that's a plus!...

Val

Jun 2025
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

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.