top of page

Bareboat Charter Chicago

Do you have more than six people in your party and want to sail on a private yacht? Via a process called “Bareboat Charter” or “Demise Charter,” you can set sail!

​

Bareboating a sailing yacht on the Chicago Lakefront is the ultimate way to experience Chicago and its stunning Skyline. You and your party of up to ten (10) people provide your food and beverages and have full control of your itinerary.

Bareboat Charters view on the Lake from Windy City Sailing

What is a bareboat charter?

Do you have more than six people in your party and want to sail on a private yacht? Via a process called “Bareboat Charter” or “Demise Charter,” you can set sail! Bareboating a sailing yacht on the Chicago Lakefront is the ultimate way to experience Chicago and its stunning Skyline. You and your party of up to ten (10) people provide your food and beverages and have full control of your itinerary.

IMG_8126-1024x768.jpeg

FIVE STAR RATINGS ON TRIPADVISOR AND GOOGLE

WINDY CITY SAILING HAS PROUDLY BEEN OFFERING EXCEPTIONAL SERVICE FOR TWO DECADES AND WE HAVE THE SATISFIED RETURNING CUSTOMERS TO PROVE IT!

Frequently Asked Sailing Questions

About Our Captains

Our US Coast Guard licensed captains will sail you along Chicago’s skyline in style. Some of our guests enjoy hearing interesting facts about Lake Michigan and our city’s history. But others prefer to enjoy the intimate setting without interruption. Either way, our captain and crew are here to cater to your wishes and ensure that you enjoy every moment of your anniversary charter. 

bottom of page