About Free Spirit Yacht Cruises

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, attentive-to-every-last-detail-service on Lake Michigan. 
With over twenty-five years in the industry, we’re passionate about yachting and want to share the experience with others. Like you!

Luxury yacht charters are an opportunity to host the boat party of a lifetime. Whether you’re planning a corporate meeting or event or a private family celebration, we’ll help you host a memorable affair.

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

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.

Our Service: Only the Best

Ask our clients, many of whom charter with us year after year. They’re our cheerleaders and our best source of new business.

We offer outstanding customer service from the moment you book your party or event. Nothing is overlooked. And on the day of your charter, our friendly, experienced, professional crew will take care of every last detail. That includes superb catering and complete bar packages. All geared to making your private charter a successful and memorable event.

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.