If you’re looking for a thrilling boating adventure, look no further than the Playpen. With its breathtaking view of the city it’s the perfect location to anchor your boat, jump into the refreshing water, and soak up some sun while sipping on your favorite drink.
The luxurious amenities on our boat will amplify your experience as you feel the breeze blowing through your hair. The dazzling blue waters are ideal for swimming, and you can even climb aboard a floating island to take a break from all the action.Whether you’re looking for some relaxation or some excitement, the Playpen is the ultimate destination for boating enthusiasts.
At Chicago Sailboat and Yacht Charters, we pride ourselves on providing our guests with priceless, pampered yachting experiences. We go above and beyond to offer complete luxury, flexibility, and customization, tailoring each of our charters to your unique desires. From taking a cruise down the Chicago River to partying in Lake Michigan’s Playpen to watching the sun go down over the city, our yacht charters will help you do it all in style. At Chicago Sailboat and Yacht Charters, we believe that our guests deserve the absolute best, and we promise to deliver unforgettable, priceless yachting experiences that you’ll treasure for years to come.
The views of the Chicago skyline were amazing, we can't wait to go again!
The captain made our trip really fun and educational seeing all the different sights like Navy Pier with its flags flying high was incredible and the views of the Chicago Lighthouse and water Intake cribs up close were amazing.
Our family had an incredible time sailing on Lake Michigan
The Fireworks by Navy Pier were incredible especially watching while having dinner and a good beer