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Best Boat Rentals Near Crestwood, IL

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Top Crestwood Boat Rentals and Yacht Charters

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

$275+ /hour

Chicago, IL

4.9 (152 bookings)

44ft Luxury Spacious Party Motor Yacht - Paradise

2 - 8 hours Captained

Up to 12 passengers

Rent a Monterey Boats cruiser in Chicago, IL near me

$308+ /hour

Chicago, IL

4.9 (175 bookings)

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

3 - 8 hours Captained

Up to 12 passengers

$410+ /hour

Chicago, IL

4.9 (21 bookings)

Affordable luxury yacht, Avoid the over crowded dangerous boats.

2 - 4 hours Captained

Up to 7 passengers

$900+ /hour

Chicago, IL

5.0 (13 bookings)

Luxurious 60FT Azimut | Double-deck Yacht

Chicago, IL

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

$325+ /hour

Chicago, IL

4.8 (72 bookings)

Chicago Boat Rental 30' of Pure Fun

3 - 8 hours Captained

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

Rent a Maxum cruiser in Chicago, IL near me

$354+ /hour

Chicago, IL

4.9 (38 bookings)

Luxurious 45FT MAXUM !

Chicago, IL

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

3 - 6 hours Captain optional

Up to 12 passengers

$375+ /hour

Chicago, IL

4.9 (61 bookings)

Play Pen Cruise - 40 foot Yacht - Discounts Available

3 - 4 hours Captained

Up to 12 passengers

Rent a Chris Craft cruiser in Chicago, IL near me

$350+ /hour

Chicago, IL

5.0 (26 bookings)

34ft of EXCITEMENT "Dream Chaser" Luxury Yacht

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

$392+ /hour

Chicago, IL

5.0 (171 bookings)

"Beautiful & Spacious" Huge40ft Luxury Yacht! - Great Value!

2 - 6 hours Captain optional

Up to 12 passengers

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

$154+ /hour

Chicago, IL

5.0 (171 bookings)

Luxury Yacht - Sun, Music ,Party & Celebrate! 50% OFF 4th HOUR BOOKED!

3 - 6 hours Captained

Up to 10 passengers

$375+ /hour

Chicago, IL

5.0 (24 bookings)

Fun in the Sun!!! Sea Ray Express Cruiser

4 hours Captained

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

$380+ /hour

Chicago, IL

5.0 (104 bookings)

Luxury 40ft Cruisers Yacht-Very Spacious & Clean!

2 - 6 hours Captain optional

Up to 12 passengers

$450+ /hour

Chicago, IL

4.8 (38 bookings)

“Fuel Your Party not the Tank” Do it for Ships N Giggles”

3 - 4 hours Captained

Up to 12 passengers

Top boat rentals reviews in Crestwood, IL

285,857

Customers Reviews

4.95

Avg. Rating

5/5 stars

Luxury Yacht -...

Very professional and educational. Love that they prioritized our safety but also had an amazing time on the water!

Ebony

Jun 2025
5/5 stars

Luxury Yacht -...

Kevin and Pam were a dream. The boat was immaculate and their responsiveness was second to none. New pad for the...

Ria

Jun 2025
5/5 stars

44ft Luxury...

Great experience thank you so much for hosting us

Azeez

Jun 2025
5/5 stars

Luxury Yacht -...

We had an awesome 4 hours on the water with Kevin M! He was very knowledgeable and made our trip very relaxing!...

April

Jun 2025
5/5 stars

44ft Luxury...

Amanda and her entire team are awesome! Booking again!

Nads &

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

Luxury Yacht -...

boat was clean and had plenty of room for our group of 10! we used captain Kevin and he was so great! we had a gloomy...

jordan

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

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

34ft of...

We had a great time. Owner Jeremy was responsive and accommodating. Since we had an evening charter that ended late,...

Athena

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

How to rent a boat in Crestwood?

Find the perfect boat

Enter your desired location and date to explore our fleet of boats.

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!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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Got questions?

Frequently asked questions

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.