50' Luxury Yacht. Playpen, River cruises up to 12. Captain included!

(213 bookings)
50 ft
Boat length
Up to 12
Captain optional
This boat is rented with or without a captain
Owner’s response rate

The boat

2023 Season Update:

Before each charter, the yacht is thoroughly cleaned and disinfected including all surfaces, doorknobs, railings, handles, counters, tables, seating, sinks, toilets, etc. We've always taken safety very seriously and will continue to do so.

2022 Boat of the Year Award Winner

2021 Boat of the Year Award Winner

2020 Boat of the Year Award Winner

2019 Boat of the Year Award Winner

2018 Boat of the Year Award Winner

Located at Burnham Harbor, our 50’ Searay Multi-Level Yacht is sure to please. Perfect for Bachelorette & Bachelor Parties, Birthdays, Corporate events, our yacht is perfect for any occasion. We have celebrated anniversary’s, private wedding parties, proposals, and the just all out fun times at the play pen and on the river. This $1Million+ multi-level yacht will always get noticed. Bring up to 12 people. Captain fee included in price.

Events we are perfect for:

- Bachelorette or Bachelor Parties

- Birthday Parties

- Corporate events & outings

- Cruises down the river

- Playpen fun day and Tie-ups

- Hanging out at City Winery or other restaurants on the river

- Chicago Air & Water Show

- 4th of July & all holidays

What to Bring:

- Towels

- Sunscreen

- Food & Drinks (Alcohol is allowed)

- Music phone/ipod (bluetooth hookup)

Pickup & Drop Off Location:

Burnham Harbor (right behind Soldier Field)

1559 S LakeShore Drive

Chicago, IL 60605

optional locations include: City Winery on the River, other harbors for joint parties with other boats.

About the Debonair Yacht:

Debonair is a 50' SeaRay Yacht with 2 levels. She is privately owned and has more than enough room for 12 guests. She has a huge sundeck out front, and a great swim platform area to allow you to enjoy the sun. If you are feeling like being in some shade, the second story has a great table that seats 8 to hang out or have dinner. With 2 refrigerators on board as well as an ice chest, you can guarantee all your drinks will be cold and with our upgraded from factory sound system, you can jam out while enjoying any activity. We specialize in coastline and river cruises during day or night. As the sun falls, we can make a romantic time under the stars or watching the fireworks.

***YACHT MEETS ALL US COAST GUARD SAFETY REQUIREMENTS*** ***YACHT ALSO HAS ALL REQUIRED PERMITS, INSURANCE, AND SAFETY EQUIPMENT*** Per USCG regulations we are not allowed to provide you with a captain. You are welcome to either supply your own captain that meets all of the owner and USCG regulations or you may choose a captain from a list of 10 pre-approved captains that we have vetted and are familiar with our vessel. Captain’s fee is separate and paid directly to the captain. Gratuity is not included (20% is standard of charter fee). Once you book with us we can provide you with the list of captains.

Read more
Owned by
(144 ratings)


Stereo Aux Input
Bluetooth audio
Inflatable toys
Floating island
Cooler / Ice chest
Air conditioning
Swim ladder
Children's life jackets
See all


50 ft.
500 MotorYacht
See all
/ (excl. fees)
Start time
You won't be charged yet

Ratings & reviews

(0 rating)

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
(144 bookings)
I have been a boater for about 10 years now. Enjoyed boating on small lakes like Fox Lake and have been in the City for roughly 6 of those years in a cruiser.
See profile
  • Response rate: 98%
  • Avg. response time: < 6 hours

Things to know

Allowed on boat

kids under 12
glass bottles

  • 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.

Learn more

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.