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PRIVATE YACHT RENTALS IN CHICAGO
CHOOSE YOUR VESSEL TYPE
Monday-Thursday from $800-$1100
Friday/Sunday from $1100-$1350
3 and 4 hour trips on weekdays, 4 hours on Fri/Sat/Sun
**holiday rates are higher**
**these rates do not include captain (budget $75/hr), fuel (budget $150 for a coastline itinerary), cleaning fee $50
Looking for the fastest way to the playpen? We have 4 power boats, the largest of which can accommodate up to 12 guests. All of our boats have a great sound system, full kitchen and bathroom, and huge swim platform.
Monday - Thursday $575-$675
3 and 4 hour rentals available Mon-Thurs
4 hour rentals Fri/Sat/Sun
Rates don't include captain, fuel or cleaning fees.
If you are looking for an affordable, relaxing experience choose our sailboat! Large enough to fit up to 10 guests, our 40 foot sailboat is an excellent choice for your seaworthy crew. Trim the sails and feel the power of the wind propel you through the waves. A true adventure awaits!
"The boat was much larger then the pictures showed and we had plenty of room to move around. It was very comfortable and had a great sound system, I couldn't have asked for a better time at the Playpen."
"Patrick was a great captain, the boat was clean and the perfect size for our group."
"Our group had a great day sailing on Chris's boat. He was responsive, professional, and the boat was in fantastic condition. Looking forward to next time!"
Private yacht charters
Our boats are located at
31st Street Harbor
3155 S. Lake Shore Drive
Chicago, IL 60616