We’re a family run, private yacht charter company, and we love what we do. Docked at Burnham Harbor.
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We’re proud to offer the most inviting, comfortable, luxurious yachts and friendly, caring, attentive-to-every-last-detail-service on Lake Michigan. Relax and unwind as you and your guests enjoy an unparalleled view of the Chicago skyline, our outstanding friendly service and scrumptious catering aboard Chicago's most inviting yachts.
11/28/2024
Happy Thanksgiving from Free Spirit Yacht Cruises!
As we gather around with family and friends, we're reminded of how thankful we are for everyone who’s been a part of our journey. May your holiday be filled with love, laughter, and countless blessings.
11/20/2024
Did you know?
Yachting has a rich history that dates back to the 17th century when the Dutch used small, swift boats to chase pirates and defend their coastlines. The term “yacht” comes from the Dutch word “jacht,” meaning “to hunt.”
Today, yachting has evolved into a luxurious way to explore beautiful coastlines and create unforgettable memories on the water. Whether for leisure or adventure, yachting offers a unique perspective of the world!
Time is running out! Don’t miss your chance to join us for the final cruise of the season with Free Spirit Yacht Cruises before we dock for the winter on October 10th.
This is your opportunity to soak in the beautiful October scenery, enjoy the crisp air, and take advantage of fewer crowds while creating unforgettable memories with family and friends. Whether you’re looking to relax on the deck or explore new destinations, our cruise offers something for everyone.
Extend your summer fun with Free Spirit Yacht Cruises. Indulge in world-class amenities, delicious foods, and stunning views as you sail through the last days of summer. Book now and make this a season to remember!
Why let summer slip away when you can chase it on the open sea?
Join us on a late summer cruise and experience the perfect blend of relaxation and exploration. Don't wait, book your cruise today and make the most of these sun-soaked days!
Now that the backpacks are out and school is in session, it's the perfect time to treat yourself to one more summer getaway!
Our late summer cruises on Lake Michigan offer the ideal retreat to recharge and unwind. Enjoy stunning views, luxurious comfort, and return to your routine with a refreshed spirit.
There's no better way to unwind after a busy summer than by cruising Lake Michigan's stunning waters. Indulge in luxury, soak in the views, and let us take care of everything while you enjoy the long weekend.
Sail into summer with style on a Free Spirit Yacht Cruises! Enjoy breathtaking views, top-notch service, and a relaxing atmosphere as you cruise the open waters.
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Let's make your special moments extraordinary!
"We had the after party for our wedding on the gypsy spirit and it was beyond our expectations. The captain and crew were so kind and accommodating. The boat is also in great condition. Our guests enjoyed every minute. We cannot recommend them more!" -Jesse D
Book today! freespiritcruises.com or call 708-361-2220
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How many years since we launched our version of Free Spirit Yacht Cruises?
Joe and I launched our version of Free Spirit Yacht Cruises in 2007.
It started with a pizza (this is a Chicago story after all).
Spinach pizza….all that was left when I ran out to pick one up for a lunch meeting I was having with Joe Donofrio of Free Spirit Yacht Cruises. Little did I know that was the only kind of pizza he didn’t like! I hardly knew him, despite the fact that he’d been trying to get me to come to work with him for a while.
I’d been running my own Chicago-based yacht charter brokerage company, Angela’s Charter Service, for eleven years. And business was good.
Family-owned Business
Joe worked for his parents, Rich and Judy Borrowdale, in their family-owned business, the original Free Spirit Yacht Cruises, founded in 1983. A captain for eighteen years on their two luxury yachts, Joe is an expert navigator who’s at his happiest when he’s on Lake Michigan.
Early in the charter season we met for lunch on the Free Spirit, and while Joe wasn’t too thrilled with the pizza, he was with me. And the feeling was mutual. Short story: in November, 2007, we got married on a beach in Florida, and one month later, we bought Free Spirit Yacht Cruises from Joe’s parents who were retiring.
Today, we’re a thriving second-generation, family-owned private luxury yacht charter company. And we think our skills perfectly complement one another. I manage the business and marketing while Joe keeps our yachts in pristine condition. He crews as well. We’re a happily blended, Lake Michigan-loving family.
We also feel very fortunate. Our business launched the same month the recession began (December, 2007) but we’ve been growing steadily ever since. Joe and I love being out on Lake Michigan and never tire of the spectacular Chicago skyline. We look forward to many more happy boating seasons showing guests our beautiful city.
If you’re wondering who the adorable little boy is with us, he’s the first of our 4 grandchildren...so far!
Thanks for reading our story.
Sea you soon!
Angela Motolo Donofrio and Captain Joe