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 breathtaking charters that offer complete luxury, flexibility and customization. Take your family on a cruise and experience Chicago like you never thought was possible, a priceless adventure. Charters can range from adventurous blue water sailing past the Chicago Lighthouse, the cribs of Chicago and into the deep blue waters of Lake Michigan or cruising along the lakefront, Navy Pier, the “Playpen”, a trip through the “Locks” and down the Chicago River 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.

We have 2 boats for you to choose from:
Sea Ray 51′ – Powerboat
Luxury at it’s finest.
At over 50 feet long she is one of the nicest most beautiful Charter Boats available on the lakefront, with room for up to 12 people.
The Yacht has a huge front of the boat that can fit the entire group plus a sun pad.
The back seating area of the boat has a plenty of room and turns into a lounger.
She is a two bathroom, two bedroom with a great lounging area below and a large refrigerator and freezer.
We also have a four person blow up raft for people to enjoy while swimming in the playpen.
An incredible boating experience.

Jeanneau Sun Odyssey 42 DS – Sailboat

The Jeanneau sailboat is 42 feet long but feels even larger when on board, she is one of the largest and most luxurious sailboats in Chicago. She has one of the largest cockpit areas of any sailboat of its kind and can fit your entire crew. The bow of the boat has plenty of room for people to hang out and enjoy the views. While sailing you can hang your legs over the side and feel the water cool your feet.
This sailboat can cruise like a powerboat and get you to the playpen or take you along the coastline. She sails like a dream and in good winds can cruise at up to 10 MPH, and cuts through the waves like a hot knife through butter.
She is a two bathroom, two bedroom sailboat with a great dining and lounging area below. We also have a four person blow up raft for people to enjoy while swimming in the playpen.
She has room for up to 11 guests.

OUR CHARTERS

WHAT PEOPLE SAY ABOUT US

Please read some of the testimonials from our happy customers.

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!

You can also find our website at BoatCharter.info