Our business is helping you host memorable events. We’re proud to have so many repeat clients who book private yacht charters with us year after year.

“During our recent exhibition at McCormick Place, we decided to invite our good customers and prospective customers for a cruise on Lake Michigan and the Chicago River on Monday through Thursday evening. We are very pleased that we contacted you and Captain Joe. You made the organizing of the event effortless including food and drinks. Our guests were from every corner of the U.S. including a number of International guests. For many, this was their first trip to Chicago. Everyone thoroughly enjoyed your hospitality, the food, and the fantastic views of Chicago from the River aboard the Gypsy Spirit. Thank you for making the cruises each evening a memorable event for our guests.”
Larry Stegall, Ingersoll Machine Tools, Inc.

“If someone is looking to host a memorable event, Free Spirit does it right.  Every detail is taken care of and the experience of sailing on the lake is one that lingers for days afterwards….We have been using Joe and Angela for 4 years now, and every year it gets better.  It is a pleasure to work with a company that is so professional. However, it is a disservice to call them a company, because after you get to know them, it is almost like they become family.”
Luke Szafranski, TPA Development Manager –Central Region, Transamerica Retirement Services

“We had a fabulous time!  The experience was totally turnkey – we just had to show up.  The boat is really well suited for entertaining clients – intimate and comfortable, yet spacious.  The food and hospitality was perfecto!  We’ll definitely come back!!”
CR, Google

I wanted to send you a note to tell you what an absolutely AMAZING time we all had Thursday!!!  Everything was perfect!  The food was great, the staff was awesome and the boat was beautiful!!!  Thanks for everything you did to make this a fantastic day!
Shannan Tarshis, 
Senior Operations Manager, The Futures Company

“I just wanted to send you a note to say thank you!  Our group had so much fun last night and I can’t thank you enough.  Thanks again for everything.  Have a great holiday weekend!”
Dana Goble, Vista Equity Partners

“I cannot thank you enough for such an amazing event.  It was incredible and we intend to make it an annual party!”
Dayre Lashnits, US Commodity Sales Manager, NYSE Liffe – 2011

“Thanks again for everything yesterday!  Everyone had a wonderful time and the event was a huge success!”
Dayre Lashnits, US Commodity Sales Manager, NYSE Liffe – 2012

“Thanks again for everything yesterday. It was an incredible event.”
Dayre Lashnits, US Commodity Sales Manager, NYSE Liffe – 2013

“A great client outing:  breaks out of the ordinary, beautiful views, relaxed atmosphere, friendly and attentive crew and a guaranteed special experience.  A gem of an event!”
Sandy Kolkey, Draft FCB

“You and the entire crew did an UNBELIEVABLE job handling our Chemguard dinner charter event! I would not hesitate to recommend your charter service for any Chicago harbor function! A great time was had by everyone and I am sure this dinner cruise will be talked about for months to come!”
John Vieweger, VP Sales & Marketing, Chemguard

“A truly heartfelt thank you to you both for helping me plan my parents 30th anniversary cruise. Everyone had a fantastic time and really loved seeing navy pier from the water at pickup and just loved the cruise!!! Thank you for all of your help in planning, and fantastic execution! It was a pleasure working with you.”
Jeriana San Juan

“Thank you for an outstanding experience that my team and I enjoyed on the Gypsy Spirit on October 1, 2008. The yacht was beautiful and the service and accommodations outstanding…I will be sure to spread the word to many of my business colleagues and friends about the superior experience that you and your team and your beautiful yacht provide to its customers.”
David J. Pauldine, President, DeVry University

“Our group had a GREAT time on the boat on Friday — what a beautiful night it was and we loved the ride. We hope to book again next summer…And thanks to all your “ship” mates as well…we had a ball.”
Lori Alexander, Director, North America Field Public Relations, Hyatt Hotels & Resorts

“My husband, our kids and I celebrated my 50th birthday on a Free Spirit Fireworks Cruise. It was so much fun being out on Lake Michigan, enjoying the festivities with the beautiful Chicago skyline as a backdrop. I can’t wait to do it again!”
Mary Markarian

“Our entire group had a marvelous time. This trip exceeded any expectations that they had. Everyone would like this to be an annual event. Thank your so much for your wonderful “hospitality”, as I know this was business for you, but you made it feel like we were with friends…You made me shine, but you deserve the credit.”
Linda Rossi, Ingalls Home Care

“Everyone had so much fun. The staff was helpful, friendly and courteous; the food was great; and the weather pretty much held up! Thanks for all your help in setting this up. I will definitely pass on recommendations to friends, co-workers and family.”
Barb Goga, Executive Assistant, Accretive Health

“Thanks so much for a truly great cruise last night. Between the weather, the view and the great crew, I had a blast.”
CJ Jelinek, JellyNeckSolutions

“Everyone had a wonderful time.  Looking forward to the bachelorette party in a few weeks!”
Alexis Piscazzi | Administrative Assistant, Merge Healthcare Incorporated

“Julie and I would like to thank Joe and Angela for one of the best parties ever! Last Friday we threw Leanne’s graduation party on the Free Spirit out of Burnham Harbor and it was awesome! Everyone there (about 60 people of all ages) had a blast and it will be something that Leanne will never forget. Joe and Angela, you guys are the best!!!!!!!”
John Holt

Please thank all your staff for their help with our cruise yesterday.  Our group had a wonderful time despite the unseasonably cool weather.  We look forward to hosting again with you next summer.
Blair A. Bedalow, Member Events & Catering Coordinator, The Buckingham Athletic Club

“Maria and I had a wonderful evening the other night and wanted to thank you and your husband Joe for your hospitality. It truly was a highlight of our trip in Chicago.”
Joe Gagnon

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

“We very much enjoyed our tour of the beautiful Chicago waterfront, and the excellent service and weather that you provided. We hope that sometime in the future we’ll have another opportunity to cruise together. In the meantime, we’ll certainly recommend Free Spirit to others who are looking for a cruising recommendation.”
Skip and Liz

My wife and  I are avid Air Show fans and attend at least 15 shows per year throughout the country. Thanks to you and your Team’s outstanding hospitality, the Chicago Air & Water Show is now our favorite! The food was delicious, the staff was both courteous and attentive and Captain Joe expertly piloted the Free Spirit to some memorable vantage points! In today’s climate of declining value and vanishing customer service, we were pleasantly surprised when our Free Spirit experience exceeded our expectations in value and service. We plan to take advantage of this Chicago Gem in the very near future.
Jim & Cheryl Tepper

“We had a great time! The boat was super clean, food was great, and the staff was super friendly.  Please tell your whole staff thank you for all the help and making our boat ride a great experience! Hope we can do this again!”
Jamie Bergstrom, Sales Coordinator, Rocketfuel.com