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

(123 bookings)
51 ft
Boat length
Up to 12
This boat is rented with a captain
Owner’s response rate

The boat

We have one of the Best Party Boats in Chicago.

Captain fee included in the price!

Voted Best Charter Boat in Chicago!

At over 50 feet long she is one of the nicest most beautiful Charter Boats available on the lakefront, with room for up to 13 people.

The Yacht has a huge front of the boat that can fit the entire group plus a sun pad.

The back seating area of the boat has plenty of room and turns into a lounger.

Charters can range from cruising along the lakefront to Navy Pier, the world-famous “Playpen” where we can anchor and crank up the sound system and go for a swim or chill on our raft. You can also take a trip through the “Locks” and down the Chicago River or some blue water cruising past the Chicago Lighthouse, the cribs of Chicago, and into the deep blue waters of Lake Michigan, taking in some of the best views of Chicago.

On Wednesday & Saturday nights we offer Sunset & Fireworks cruises just off of Navy Pier.

Experience firsthand the relaxing beauty of a peaceful cruise on our 4+ hour and all day Private boat Charter. Boating in Chicago is the perfect way to spend the day with friends. Maximum of 13 guests on a boat.

Our cruises are perfect for these special occasions:

Bachelorette or Bachelor Parties

Anniversary Cruises

Special Occasions Cruises

Chicago Scene Boat Party

Birthday Parties

Corporate events

The World Famous “Playpen” we anchor, turn up the music, crack open the drinks and dive into the water

Chicago River Cruise – Hanging out at City Winery

Chicago Air & Water Show takes place on the Friday, Saturday & Sunday in the middle of August.

Holiday Weekends (Memorial Day, 4th of July, and Labor Day- Book early they book up fast)

Lollapalooza- Listening to the concert from Monroe Harbor

We offer two beautiful powerboats that can take a total of 25 people out together. We have a 51′ Searay Sundancer and a 35′ Searay Sundancer boats. We can do a “Tie-Up in the Playpen” just off Lakeshore Drive. Please book your trip early before we get all booked up.

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Owned by
(39 ratings)


Stereo Aux Input
Floating mat
Inflatable toys
Cooler / Ice chest
Air conditioning
Children's life jackets
Bow thruster
Depth finder
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51 ft.
Sea Ray Boats
460 Sundancer
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/ (excl. fees)
Start time
You won't be charged yet

Ratings & reviews

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Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
(39 bookings)
I have been boating all my life. I started the largest boat party on Lake Michigan called the Chicago scene boat party
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  • Response rate: 93%
  • Avg. response time: < 12 hours

Things to know

Allowed on boat

kids under 12

  • Free cancellations until 5 days before the booking start time.
  • 50% refund for cancellations between 3-5 days before the booking start time.
  • Cancellations within 2 days of the booking start time are non-refundable.
See policy

This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

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If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.