Anita Dee Yacht Charters

Anita Dee Yacht Charters is a Chicago-based private yacht charter rental company operating two vessels, the Anita Dee I and the Anita Dee II, docked at DuSable Harbor on the Chicago River at Lake Shore Drive. The company offers fully customizable private events including weddings, corporate gatherings, and social celebrations, with tailored cruising routes along Lake Michigan and the Chicago River, custom decor, entertainment, catering, and bar services. Founded by Tony Difiglio, who entered the yacht charter business in 1973, the company has averaged 180 private charters per year and has served over a million guests; the Anita Dee II, a 140-foot, 400-passenger vessel, was built in 1990 and docked at Navy Pier. Operates on the Chicago River and Lake Michigan, sailing past landmarks including Navy Pier, Millennium Park, Marina City, the Lyric Opera of Chicago, Willis Tower, Oak Street Beach, and Buckingham Fountain. Wedding planners and couples cite the Anita Dee II as a well-maintained vessel with a strong impression on guests, and reviewers specifically mention vows with the Chicago skyline as a backdrop, cruising along the Chicago River out onto Lake Michigan, and attentive staff.

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