Chicago's upscale party yacht returns with R&B, hip-hop night

The city's prestigious Anita Dee Yacht is set to host an exclusive all-black attire celebration combining R&B and hip-hop on Saturday, Nov. 2, offering Chicagoans a sophisticated nightlife experience against the backdrop of the city's illuminated skyline. The event promises to blend luxury maritime entertainment with urban music culture in a unique waterfront setting.

The three-hour cruise aboard the Anita Dee #2, a three-level luxury vessel, will depart from DuSable Harbor. The cruise will feature two heated indoor dance floors and a panoramic outdoor skydeck. 

The event, which runs from 7:30 p.m. to 11 p.m., represents a growing trend in Chicago's nightlife scene, where traditional venue boundaries are being pushed to create more immersive entertainment experiences.

"This cruise experience has become one of Chicago's most sought-after weekend celebrations," says the event organizer. "We're combining the elegance of a yacht party with the energy of R&B and hip-hop music, all while showcasing the best views Chicago has to offer."

The evening will feature live DJs spinning an eclectic mix of music genres, including house, reggae, R&B, hip-hop, and steppers music across three distinct entertainment zones. 

Event Details:

• Date: Saturday, Nov. 2

• Boarding: 6:45 p.m.

• Cruise Time: 7:30 p.m.-11:00 p.m.

• Location: Anita Dee Yacht Charters, 200 N. Breakwater Access

• Age Requirement: 21+

• Dress Code: All-black upscale casual attire

• Tickets: Available through Eventbrite

• Group Rates: Available for parties of 10 or more

For those seeking group rates or additional information, the organizers can be reached at 312-972-3114, with additional contact options available at 773-712-6998 or 708-495-6219 for general inquiries. 

While the outdoor deck offers fresh air and photography opportunities with Instagram-worthy skyline views, the two climate-controlled indoor cabins ensure comfort regardless of weather conditions. 

The strategic layout of the yacht allows guests to move freely between different atmospheres, from high-energy dance floors to more relaxed viewing areas.

To maintain the event's upscale atmosphere, organizers have implemented a strict dress code that reflects the sophisticated nature of the experience. Guests are required to wear all-black attire, with upscale casual wear being the minimum standard. 

While nice shirts, jeans, and dress sneakers are permitted, the organizers have specifically prohibited hoodies, joggers, Crocs, Uggs, jerseys, provocative clothing, swimsuits, and baseball hats. Fashion-forward headwear, such as sun hats and fedoras, is welcome, maintaining the event's stylish ambiance.

The yacht offers multiple amenities designed to enhance the guest experience. A fully stocked cash bar serves an array of beverages, and food is available for purchase throughout the evening. 

Reserved seating options can be secured in advance, though limited open seating is available on a first-come, first-served basis on the first floor and outdoor deck. 

The venue welcomes special occasion celebrations, permitting balloons and cakes for birthdays, bachelor/bachelorette parties, anniversaries, and graduations, making it an ideal choice for milestone events.

Security measures are stringent, reflecting the event's commitment to guest safety and comfort. The organizers maintain a zero-tolerance policy for aggressive behavior, and all guests must be 21 or older with valid government-issued identification. As the vessel operates under U.S. Coast Guard regulations, strict protocols regarding alcohol and controlled substances will be enforced. Security personnel will conduct bag checks prior to boarding, ensuring a safe environment for all attendees.

Transportation and parking logistics have been carefully considered. While DuSable Harbor does not offer on-site parking, multiple nearby options include the Millennium Park Garage, ABM Parking Services locations, and Navy Pier lots. Organizers strongly recommend using parking apps like SpotHero, BestParking, or ParqEx to secure parking in advance. Alternative transportation options include rideshare services, with a designated drop-off point where Lower Randolph Street meets the lakefront.

The cruise route will showcase some of Chicago's most impressive waterfront views, including Navy Pier, the Gold Coast, and various architectural landmarks along Lake Michigan. The captain may adjust the route based on weather conditions, lock operations, or other maritime factors, though the event will proceed rain or shine, utilizing the vessel's indoor spaces during inclement weather. The three-hour journey provides ample time for guests to experience both the entertainment and scenic aspects of the cruise.

To maintain the exclusive atmosphere, tickets must be purchased in advance through Eventbrite, with no guest list or door sales available. Group rates are offered for parties of ten or more, and while all sales are final, the organizers provide credit options for future events with a nominal $10 per person rebooking fee. This policy helps maintain the event's premium status while offering flexibility to guests who may need to adjust their plans.

For those planning to attend, the boarding process begins at 6:45 p.m., with all guests required to arrive no later than 7:15 p.m. 

The yacht departs promptly at 7:30 p.m, and due to maritime regulations, late arrivals cannot be accommodated once the boarding gate closes. Guests are advised to have their printed Eventbrite QR codes and valid IDs ready for efficient processing.

The event combines Chicago's sophisticated nightlife scene with its maritime heritage, offering a unique entertainment experience that showcases the best of both worlds.

The success of previous cruises has established this event as a standout option in Chicago's entertainment calendar, particularly for those seeking an elevated nightlife experience. The combination of strict security measures, upscale dress requirements, and premium amenities creates an atmosphere of exclusivity while maintaining the vibrant energy of urban music culture. 

Early booking is recommended as these events typically sell out, particularly for those interested in reserved seating options.