City Cruises offers more than an event on the water; we create unforgettable memories on Lake Michigan. Our fleet can accommodate any type of casual or formal event, from corporate and social outings to weddings and anniversaries, birthdays
Experience the glitz and glamour of Chicago at night aboard Chicago's First Lady on a private evening cruise for your wedding ceremony, reception, rehearsal dinner, social event, corporate entertaining, birthday party or any reason to host
Windy City Sailing provides World-Class private sailing and power yacht charters for parties up to 10 people. Our yachts are available for social and romantic experiences to singles, couples and small groups on Lake Michigan. Our yachts are
We’re a family run, private yacht charter company, and we love what we do. We’re proud to offer the most inviting, comfortable, luxurious yachts and friendly, caring and attentive service on Lake Michigan. Additionally, you'll receive a cus
Anita Dee Yacht Charters has specialized in customized “private and exclusive” yacht charter services for over 30 years. Our clients have the freedom and flexibility to choose all aspects of their cruise from the charter times, cruising rou
Celebrate your next event on a boat! The "Summer of George" is Chicago's premier party boat. It is available to rent for birthday parties, anniversary parties, weddings, baby showers, graduation parties, corporate outings and any other spec
A vintage and private 68ft yacht rental. Professionally staffed and includes great entertaining spaces inside and out as well as a full bar. For your cruising pleasure be sure to check out the extra large padded deck and upper level photo's
Windy City Sailing provides World-Class private sailing and power yacht charters for parties up to 10 people. Our yachts are available for social and romantic experiences to singles, couples and small groups on Lake Michigan. Our yachts are
The Sophisticated Lady’ is the perfect choice for smaller size parties looking for charter boats in Chicago. Unlike certain types of charter boats in Chicago, ‘The Sophisticated Lady’ has ample space for you and your Chicago boat cruise. Th
Celebrate your special occasion on Chicago’s most exclusive open-air venue—your own private Wendella boat. Take in skyline views as you cruise through the heart of the city on the Chicago River or out onto Lake Michigan. From a corporate ou