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.
A More Memorable Corporate Experience
Angela’s Charter Service provides luxury corporate yacht charters in Chicago for companies looking to create elevated and unforgettable experiences for clients, employees, executives, and business partners. Departing from Navy Pier, the Gypsy Spirit offers a unique alternative to traditional event venues by combining private hospitality with the energy and atmosphere of Chicago’s skyline and waterfront.
Whether planning a client appreciation event, executive outing, networking reception, company celebration, leadership retreat, or team gathering, our private corporate charters are designed to feel polished, seamless, and welcoming from start to finish.
Designed for Corporate Entertaining
The Gypsy Spirit creates an environment that naturally encourages conversation, connection, and relationship building in a setting that feels exclusive without being overly formal. Our spacious indoor and outdoor areas provide flexibility for both relaxed social gatherings and professionally hosted events, allowing guests to enjoy Chicago from the water while experiencing attentive service and elevated hospitality.
For executive assistants, office managers, event planners, and corporate organizers, our team works closely to simplify the planning process and help coordinate an experience that reflects the professionalism and standards of your company. From food and beverage selections to event timing and onboard atmosphere, every detail is thoughtfully managed to create a smooth and memorable event for both hosts and guests.
Elevated Corporate Yacht Experiences
For more than 30 years, Angela’s Charter Service has delivered elevated private yacht experiences built around hospitality, professionalism, and personalized service. Aboard the Gypsy Spirit, companies can entertain clients, employees, and guests in a setting that feels exclusive, memorable, and uniquely Chicago.
Ideal for
- Client Entertainment
- Executive Outings
- Networking Events
- Company Parties
- Leadership Retreats
- Employee Appreciation Events
- Holiday Gatherings
- Corporate Social Events
- Business Development Events
"What a fantastic party on the beautiful Free Spirit cruise...my husband was thrilled with his surprise party! First of Angela the owner is wonderful to work with, she is great with emails. The entire crew were sweet and hospitable to our guests. We had a blast with the open bar, food and dancing."
Padma A.
Chicago IL"An unforgettable and relaxing experience with incredible skyline views, welcoming crew, and great food. The perfect way to gather with friends and family while enjoying an intimate and peaceful cruise through Chicago."
Nikki E.
Chicago IL“From seamless planning and attentive service to incredible skyline views and a relaxing atmosphere, the entire experience aboard the Gypsy Spirit exceeded expectations. A perfect setting for corporate gatherings, private events, and unforgettable evenings on the water.”
Bernadette N.
Burbank CA- “From thoughtful planning and attentive service to unforgettable skyline views and a seamless onboard experience, the Gypsy Spirit created the perfect setting for a milestone celebration. Guests described the evening as relaxing, unique, and truly unforgettable.”
Laura P.
Chicago IL - “From the planning process to the experience aboard the Gypsy Spirit, every detail felt seamless, welcoming, and unforgettable. With exceptional hospitality, stunning skyline views, and an attentive crew, the celebration exceeded expectations and created a truly memorable evening on the water.”
Abigail H.
Chicago IL “An unforgettable celebration filled with exceptional hospitality, attentive service, and beautiful views of the Chicago skyline. From the curated catering to the relaxing atmosphere aboard the Gypsy Spirit, every detail created a memorable experience for family and friends.”
Juliet H.
Chicago IL“An intimate and unforgettable experience with incredible skyline views, delicious food, and a welcoming crew that made every guest feel comfortable from the moment they stepped aboard. The Gypsy Spirit created the perfect atmosphere for reconnecting, relaxing, and enjoying meaningful time with friends and family on the water.”