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.

Chicago Sailboat and Yacht Charters - BoatCharter.info

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.

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 and taking in some of the best views of Chicago.

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

Experience first hand the relaxing beauty of a peaceful sail on our 3+ 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.

Our cruises are perfect for these special occasions:
Bachelorette or Bachelor Parties
Birthday Parties
Corporate events, Team building Sailing outings
Playpen fun day and Tie-ups
Chicago River Cruise – Hanging out at City Winery
Chicago Air & Water Show

Chance The Rapper was our guest with his family  & Matt Forte and his kids for a Sunset & Navy Pier Fireworks show.

OUR CHARTERS

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.
Susan W

returning guest

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
Steve A

returning guest

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
Robert S

first time guest

The Fireworks by Navy Pier were incredible especially watching while having dinner and a good beer
The views of the Chicago skyline were amazing, we can't wait to go again!
Nancy M

Developer

The views of the Chicago skyline were amazing, we can't wait to go again!

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 26 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.

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

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

You can also find our website at BoatCharter.info