Social Event Charters
Celebrate life’s memorable moments aboard the Gypsy Spirit with a private social charter designed around connection, atmosphere, and the Chicago skyline. From birthdays and anniversaries to sunset gatherings and intimate celebrations, each experience is tailored to feel elevated, effortless, and unforgettable.
Corporate Event Charters
Host your next corporate event aboard the Gypsy Spirit with a private charter experience designed for client entertainment, team gatherings, networking events, and executive outings. Combining refined hospitality with Chicago’s iconic waterfront, our corporate charters create a memorable setting that feels both professional and elevated.
Special Event Charters
Mark life’s biggest milestones aboard the Gypsy Spirit with a private charter experience designed to feel intimate, refined, and unforgettable. From engagements and rehearsal dinners to graduations and once-in-a-lifetime celebrations, each special event is tailored to create meaningful moments against the backdrop of Chicago’s skyline.
“We love working with Angela! She and her crew are great and were super accommodating for our group. If you can get in for a fireworks cruise during the summer it's fabulous for corporate or social groups, especially because it is a great value for a private charter.”
Grace Higgins