We have Two of the Best Private Charter Party Boats in Chicago.

We offer two beautiful powerboats that can take a total of 25 people out together on Lake Michigan. A 51′ Searay Sundancer and a 35′ Searay Sundancer boat that can accommodate a lot of guests. We can bring both of our boats together so you and your entire group can do a “Tie-Up in the Playpen”. Summer in Chicago without spending time with all your friends in the Playpen should not be missed. Please book your group trips early before we get all booked up

Charters can range from going to the world-famous “Playpen” where we can anchor and crank up the sound system and go for a swim or chill on our rafts to cruising along the lakefront and by Navy Pier. 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 and taking in some of the best views of Chicago

Chicago Sailboat and Yacht Charters provide our guests with exclusive, private charters that offer complete luxury, flexibility, and customization. Take your friends & family on a cruise and experience Chicago like you never thought was possible a priceless adventure.

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

Experience firsthand the relaxing beauty of a peaceful sail on our 4+ hour and all day Private boat Charter. Boating in Chicago is the perfect way to end the day with friends. Maximum of 12 guests on a boat.

Come enjoy the beauty of Chicago in the lap of luxury. Our Lake Michigan boat charters include many points of interest around Chicago such as: The Playpen, Navy Pier, Chicago River Locks, Chicago lighthouse, Adler Planetarium, Shedd Aquarium, Soldiers Field, Buckingham Fountain and many more.

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Chicago Sailboat and Yacht Charters - BoatCharter.info

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

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 (Friday, Saturday & Sunday 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

The owners Ted Widen, the owner of ChicagoScene.com & Mark Kaplan started the world Famous Chicago Scene Boat party in the “Playpen” over 20 years ago. We know how to show people a great time in Chicago.

Our Boats: We offer two beautiful powerboats to choose from. We have a Searay Sundancer 51′ and a Searay Sundancer 35′ cruiser. Between both boats, we can take out a total of 25 guests and do a “Tie-Up in the Playpen” just off Lakeshore Drive. Please book those larger trips early before we get all booked up.

Fireworks from Navy Pier: On Wednesday & Saturday nights we offer Sunset & Fireworks cruises that take place just off of Navy Pier about 1 hour after the sun sets.

Experience firsthand the fun and beauty of the city on a Private boat Charter with all your friends and family members. Summer in Chicago is short and boating on Lake Michigan is the perfect way to spend a day with friends in Chicago.

Time of Operation:

Mid-May through September, we host private charters every day of the week.

Our weekends book up very fast so please don’t wait. We offer discounts for weekday bookings Monday – Thursday.

Time slots:

We offer 4, 6, and 8-hour private charters out of Burnham Harbor. Our charters normally start at 10 AM, 2:30 PM, or 7 PM for our Sunset and fireworks cruises.

* We took Chance The Rapper and his family & Matt Forte and his kids for a Sunset & Navy Pier Fireworks show