From classic Chicago favorites and elevated cocktail-style gatherings to curated chef-crafted dining experiences, Angela’s Charter Service offers food and beverage options tailored to every occasion. Whether hosting a corporate event, private celebration, or intimate gathering aboard the Gypsy Spirit, guests can enjoy customized catering along with beverage packages ranging from full premium bar service to refined non-alcoholic selections.
Luxury Catering on Chicago’s Waterfront
At Angela’s Charter Service, we believe exceptional hospitality extends beyond the experience itself — it includes thoughtfully curated food designed to elevate every moment aboard the Gypsy Spirit. From classic Chicago-inspired favorites and elegant cocktail-style gatherings to chef-crafted dining experiences, our catering options are tailored to fit the atmosphere of each private charter. Whether hosting a corporate event, intimate celebration, networking reception, or sunset cruise, guests can enjoy refined food selections designed to feel welcoming, elevated, and memorable.
Our flexible catering approach allows guests to customize the onboard experience with party trays, buffet selections, curated appetizers, desserts, and specialty menu options crafted around the style of the event. We also offer accommodations for vegetarian, vegan, gluten-free, and allergy-sensitive preferences to ensure every guest enjoys a seamless experience. Combined with premium beverage packages and attentive hospitality, every detail aboard the Gypsy Spirit is designed to create an unforgettable experience on Chicago’s waterfront.
Curated Beverage Experiences
Our beverage packages are designed to complement the elevated atmosphere aboard the Gypsy Spirit, offering options that range from relaxed social gatherings to fully curated cocktail experiences. Whether hosting a corporate event, private celebration, or sunset cruise on Chicago’s waterfront, guests can choose from beer, wine, signature cocktails, premium spirits, champagne toasts, and refined non-alcoholic selections tailored to the style of the event.
From professional full-service bar packages to customized beverage enhancements, every detail is selected to create a seamless and memorable onboard experience. Our goal is to provide a hospitality-driven atmosphere where guests can relax, connect, and enjoy exceptional service while taking in the skyline views of Lake Michigan and the Chicago River.
"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.”