What you'll do:

You'll board a fully private, two-story party vessel at Navy Pier Marina and spend the next three hours cruising Lake Michigan with your group surrounded by skyline views, open water, music, food, and a setup built entirely around your event.

• Two-story private venue! The Pearl offers 1,800 square feet of indoor and outdoor event space with room for dining, dancing, lounging, or a full custom party layout.

• Two full-service bars! Dual bar stations keep drinks flowing without long lines, while the onboard buffet and prep area support catered meals and full food service.

• Chicago skyline views! The open-air deck gives your group front-row views of the Chicago skyline, and evening charters on Wednesdays and Saturdays often line up perfectly with Navy Pier fireworks.

• Playpen swim stop! Daytime cruises can anchor at the Playpen, Chicago's well-known open-water swim area, so guests can jump in, float, and cool off during the charter.

• Custom event setup! Whether you're planning a bachelorette with a DJ, a corporate mixer, a birthday dinner, or a wellness event, the crew adjusts the layout before your group arrives.

The entire experience is private to your group, and the crew handles the setup, logistics, and flow so you can stay focused on the celebration itself.

Why we love it for your group:

• Entertainment-ready setup! Dedicated DJ and live music space make it easy to bring in performers or connect directly to the sound system with your own playlist.

• Built for unforgettable views! Watching the skyline from the water changes the entire atmosphere of the event, especially once the sun starts to drop.

• Swim platform access! Water toys and swim access turn daytime charters into more than just a cruise — it becomes a full afternoon on the lake.

• Corporate and celebration friendly! The flexible layout works equally well for branded client events, birthdays, family gatherings, and bachelorette parties.

• Optional photographer and movie screen! Add-ons like professional photography and the onboard outdoor movie screen help elevate the experience even further.

About this experience partner:

Pearl Party Boat operates a fully customizable private charter vessel out of Navy Pier Marina in Chicago. The company specializes in group celebrations, corporate outings, private parties, and custom events designed around each booking rather than a fixed cruise format. Every charter includes a licensed captain and professional crew, with optional upgrades ranging from catering and DJs to entertainment and photography services.

Additional information:

• A licensed captain is included with every charter; captain fees are billed separately at approximately $100 to $150 per hour.

• Guests under 21 consuming alcohol will result in immediate trip termination and additional penalties charged to the booking party.

• Catering, DJs, photographers, entertainment, and the outdoor movie screen are available as optional add-ons.

• The vessel includes a premium sound system compatible with personal devices and event audio setups.