Charter Cruises

If you’ve ever experienced summer in Chicago, you know how much we love our lakefront. And if you’ve been on a Free Spirit Yacht charter cruise, you know how much fun they are. Not to mention, decadently relaxing.

Our yachts offer the perfect venue for corporate events, private parties, family celebrations or simply hanging out with friends. We offer a wide variety of cruises, custom tailored to your group.

Booking Your Charter

How far in advance should we book our special event aboard the Free Spirit or Gypsy Spirit? Once you know the date and time of day, you should contact us. If you have an alternate date/time, please let us know. Our yachts can be booked many months in advance, so better to book ahead than wait.

We cannot guarantee a date will be available for either of our charter yachts without a deposit. A deposit is required to hold a charter reservation for your event. The deposit is 50% of the charter fee. The balance, along with final guest count, is due 10 days prior to your charter date.

What happens if it rains or the weather won’t cooperate?

Your charter will proceed as scheduled. Our yachts are large enough to have your group inside, the food will have been ordered, and your guests invited. We’ve hosted lots of parties and meetings when the weather was less than ideal.

Can I get a refund? Sorry, there are no refunds due to inclement weather. All bookings are non-refundable.


Do you provide catering or can we bring our own food aboard the Free Spirit or Gypsy Spirit for our event?

We work with the city’s finest caterers to provide an extraordinary variety of customized menus that will excite your taste buds and delight your guests. You may also customize your own menu. We highly recommended using our existing catering menus since they have been designed specifically for the yachts (and taste tested by thousands of happy guests).

Exceptions: If you really want to have your own special caterer, there is a $500. outside catering fee, and you must show proof of insurance.


Do you provide beverage service or can we bring our own?

We have several bar packages, which are broken down on our Bar Menu. All numbers must be guaranteed 10 days prior when final payment is made on your cruise. At this time, the number of people attending the cruise may be increased; however, there will be no refunds if the numbers are decreased.

You cannot bring your own beverages because we have our own liquor license. Cruise guests will not be permitted to bring aboard liquor or carry it off of the yachts; all liquor must be consumed while on board the ship.


Who would I know who has rented your yachts? You can view a partial client list. And check out some of our testimonials.