About Us

We’re a family run, private yacht charter company, and we love what we do.

We’re passionate about yachting and have made it our mission to create a truly exceptional, one-of-of a kind experience for all our customers—and people just like you! With over 25 years of industry experience, we’re still deeply committed to serving our customers in any way we can. Our goal is always to exceed your expectations and transform your event into an unforgettable memory.

We’re happy to have you aboard!

Our Yachts: The Free Spirit and the Gypsy Spirit

We’re docked at Burnham Harbor, right behind Soldier Field. A quick and convenient cab ride from downtown Chicago or Michigan Avenue.

Our spacious Free Spirit luxury yacht accommodates up to 120 people. Custom-designed for your relaxation and comfort, inside and out, you and your guests will enjoy our beautiful Chicago skyline as you cruise on Lake Michigan.

Our Gypsy Spirit is smaller and cozy, but no less luxurious. The Gypsy accommodates 2 – 49 passengers, offering multi-level entertaining with a salon, galley, and aft deck lounge area. You’ll relax on soft leather sofas and comfy chairs. Almost like being in someone’s luxurious home, but on the water. The Gypsy cruises the Chicago River in addition to Lake Michigan.

Meet Our Exceptional Crew

We offer outstanding customer service as soon as you book your event. Our excellent, friendly and attentive crew provides superior service to help ensure every detail is taken care of. With years of sailing experience, our captain Joe safely navigates each charter. All our staff at Free Spirit Yacht Cruises strive to take care of all your needs to make sure your event is memorable.


Types of Events

We invite you to book your private yacht charter for corporate events or personal parties and celebrations: sales meetings, company outings, client entertaining, convention and trade show groups, weddings, showers, graduations, birthdays, reunions, afternoon lunches, summer brunches, fireworks cruises, sunset cruises, river cruises, air and water shows, and any other special occasion that calls for festive, fabulous and fun.

We look forward to welcoming you aboard one of our yachts very soon. And because we book charters year round, we recommend that if you have a date in mind, call us. Don’t wait! Some of the special cruises — fireworks, Air & Water Show, 4th of July – book up a year in advance.

I loved my experience on the Free Spirit and working with Angela and Joe. I will recommend their services without any hesitation to future clients looking for a really fun and unique way to celebrate a special occasion. Our fun night on the lake made me wish we could make a Saturday night cruise a weekly occurrence!"

Laura Patterson