Best results for Water Activities in Chicago, IL

Tropical river views, island tunes, and a full bar in Chicago

Take in Chicago’s skyline from a floating tiki bar with a full bar on board

See Chicago by water from a floating tiki bar with Sunday drink specials

Cruise Chicago’s waterways aboard a floating tiki bar with Sunday drink specials

See Chicago fireworks from a floating tiki bar on Lake Michigan

Watch Chicago fireworks on a 90-minute tiki bar cruise

Tiki-themed private cruise with an open bar on Chicago waterways

Private 50-foot charter with two decks, a waterslide, and an open bar

Captain-serviced Chicago River cruising with music and beverage options

Sail Chicago’s skyline aboard an 80-foot tiki-chic yacht

Celebrate on an 80-foot yacht with an included open bar

Private yacht charter with an included open bar and skyline charter option

Float down the Chicago River aboard a private tiki bar charter

Private Chicago river and lake charter with an included open bar

Cruise Chicago’s river and lake skyline aboard a private two-deck party boat

Celebrate on a crewed yacht with Chicago skyline views

Celebrate on the water with skyline views, flexible gathering spaces, and a professional crew

Private 1962 vintage motorboat cruise on the Chicago River for up to 6 guests

Cruise Chicago’s lake and river on a historic fireboat with docent-led stories

2-hour happy hour cruise with skyline views and a full bar

Cruise Lake Michigan on a historic fireboat for Navy Pier fireworks views

Paddle Lake Michigan from Ohio Street Beach for two hours

Paddle Lake Michigan off Ohio Street Beach for an hour

Sail Chicago’s lakefront on a private yacht with a captain, swimming and music on board