Chicago party boats are a summer institution — loud music, cold drinks, sunshine, and the best skyline views in the Midwest. Whether you're planning a casual Playpen hang or a full-blown celebration, party boats come with captains, space for your crew, and the kind of memories that last all winter. Let's find your boat.
Boats for 15–50+ with room to dance and lounge
Anchor out with hundreds of other boats on summer weekends
Bring your own beverages on most party boat rentals
Cruise past Navy Pier and the Loop with your crew
Ticketed tiki cruises, concert sails, fireworks sails, and skyline sails you can book online. These are not private party boat charters. For a private party boat with your own captain and schedule, browse related charter category pages.
Shared ticketed cruise · Chicago River / Lake Michigan
Bookable experience · GetYourGuide
Tropical-themed tiki bar cruise — music, drinks, and skyline views on the river or lake.
Check availability & price
Explore This Experience →
Shared ticketed cruise
Bookable experience · Viator
Ticketed fireworks sailing experience — not a private fireworks charter.
Check availability & price
View Fireworks Sail →
Shared ticketed cruise · Lake Michigan
Bookable experience · Viator
Shared Chicago skyline sailing outing on Lake Michigan — ticketed, not a private boat rental. Confirm marina departure on the product page.
Check availability & price
View Skyline Sail →Boating Chicago may earn a commission when you book or shop through links on this page, at no additional cost to you. Learn more.
We're onboarding Chicago boating partners. Browse ticketed experiences above, or explore related category pages for rentals and charters.
List your boating business →Conditions, destinations, and guides that pair with this page.
Chicago Boating Brief
Chicago boating conditions, marine alerts, weekend events, news and ideas — delivered to your inbox.
Free weekly Brief. Unsubscribe anytime. Privacy policy.
Weather, guides, bookings, contact, and the newsletter work without extra cookies. Google Analytics and labeled shopping-partner ads (including Impact impression tags) load only if you allow them. This site does not use a Google-certified CMP. Privacy policy.
