Private Parties

We make special occasions memorable!

Whatever you’re celebrating, hosting an event on one of our luxury yachts will make it even more special. We can accommodate just about any event – one that your guests will talk about for years to come. Private parties aboard our yachts offer a comfortable, elegant setting which works just as well for a casual, fun-in-the-sun outing as an upscale, sophisticated cocktail party.

Every detail of your cruise will be expertly managed. From helping you choose the perfect menu and bar package to making sure your guests are comfortable and attended to on board.

We offer a wide variety of catering options, all featuring delicious contemporary cuisine for your private parties. Let us help you select the perfect menu, whether you’re hosting a theme party (Chicago Blues Cruise) with a full dinner buffet or a simple birthday celebration with sandwiches and salads.

Luncheons & Sunday Brunch

Entertaining clients or showing off Chicago to visiting friends takes on a whole new meaning when the venue is a luxury yacht on Lake Michigan. Cruising lazily on the shimmering blue water, with the Chicago skyline as a backdrop, makes conversation easy. Big groups or intimate gatherings. Free Spirit Yacht Cruises has you covered.

Birthday Parties

Birthday on a boat! The guest of honor will remember this special day for years to come. Whether you’re inviting a big crowd or a small group of close friends, we have the perfect yacht to suit your needs.

Lake & River Cruises

The Chicago River is a unique part of our city, and one that tourists and locals alike always find fascinating. Architectural gems, old and new, line the river bank. Condos, offices, hotels, restaurants and cafes. If you haven’t seen it, you’re in for a treat.

In addition to Lake Michigan cruises, the Gypsy Spirit also cruises the Chicago River. And if you want to really learn about our city, we have a list of tour guides to narrate your charter.

A few interesting Chicago River Factoids:

  • The Chicago River System is 156 miles long and flows through downtown Chicago.
  • 52 moveable bridges span the river.
  • The river flowed directly into Lake Michigan until 1900, when the Chicago Sanitary District reversed the flow, using a series of canal locks. Today the river empties into the Chicago Sanitary and Ship Canal.
  • Garbage filled the river until the 1990s when it underwent an extensive cleaning as part of Mayor Daley’s Chicago beautification program.
  • On St. Patrick’s Day, the river is dyed bright green.

“We got so many compliments from our guests – everyone enjoyed it. The boat was wonderful, very comfortable. We won’t hesitate to recommend you if anyone is looking for cruises around the lake or the river in the future. 

Thanks again to yourself, Captain Joe and the entire crew!”
Steve Evans

Sunset Cruises

Sunset on Lake Michigan is glorious. Beautiful, peaceful, and romantic. For family celebrations, wedding receptions, dinner parties – you name the occasion, we’ll make sure you and your guests have a fabulous time.

Sunset cruises are especially well suited for celebrating your rehearsal dinner or a special wedding anniversary. For smaller events where you want to host close friends and relatives without the distraction of a restaurant venue, a private yacht is the perfect solution. Intimate, cozy and very private.

Wedding Cruises

We invite you to have your Wedding Ceremony and Wedding Reception aboard the Free Spirit or Gypsy Spirit.

If a banquet hall or hotel ballroom is not your idea of a dream wedding venue, we offer a private luxury yacht – an incredibly romantic setting for an elegant, intimate affair.

The Free Spirit (or the Gypsy Spirit) is an excellent place for you to begin your lives together. After the nuptials, your guests can begin to enjoy the reception immediately. No need to book two venues and shuttle guests between locations!

On the day of your wedding, our captain and crew will attentively handle every detail, execute your plans and warmly welcome you and your guests. All you have to do is enjoy your very special day, toast your new spouse, and celebrate with people dear to you.

“I just wanted to thank you again for the wonderful evening we’ve spent on the Gypsy Spirit. Everything was really great and the service was outstanding. All of my guests really enjoyed the cruise and congratulated us on the choice of the boat! I’ll definitely recommend you to my friends!

Thank you again!”
Patrycja & Hristo

Blues Cruise

Chicago and blues are synonymous. Ours is the town where the blues were born.

If you’re a blues fan, it doesn’t get much better than hosting (or being a guest on) a Free Spirit Yacht Charter Blues Cruise. Three hours of pure musical joy. Cruising Lake Michigan, the knock-em-dead Chicago skyline as a background, enjoying a custom Chicago-style menu, and listening to true Chicago blues.

Create and bring your own playlists. Or better yet, book the real thing – like Vino Louden, lead guitar and bandleader for many years for Chicago legend and “Queen of the Blues” Koko Taylor. Vino’s been around long enough to have toured with B.B. King and Bonnie Raitt. On land, you can hear him at Buddy Guy’s Legends. But you can also book him for your Free Spirit Blues Cruise. Here’s a clip of Vino playing on the Free Spirit. Talk about memorable parties!