Booze Cruises
Come summer, there’s nothing worse than breaking free from the workday and heading straight into some stuffy tavern. This season, take happy hour onto the water on one of these favorite beverage-equipped cruises.
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Shoreline Sightseeing
Navy Pier - 600 E Grand Ave, Chicago, IL
Shoreline’s popular "Toast to Tuesday's" returns with food provided by Harry Caray's, live music and a cash bar from June to August. -
Odyssey Cruises
Navy Pier 600 E Grand Ave, Chicago, IL
DIY with parties of 6-18 for a 2-3 hour cruise leaving from Burnham Harbor. You bring the beverages, choose the route and even take the wheel--$40 per hour, two hour minimum. -
Captain Al's Charter Boat FLT
400 E Randolph St Apt 3110, Chicago, IL
Climb aboard the Red Witch with a few of your friends for a Friday night happy hour sail, humorously named "Whale Watching Fridays." -
Spirit of Chicago
455 E Illinois St Ste 461, Chicago, IL
The Moonlight cruise (12am-2:30am) features live jazz or a DJ, a cash bar and stunning nighttime cityscapes from May to August.
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Anita Dee Yacht Charters
2000 N Racine Ave Ste 2110, Chicago, IL
Party with up to 400 people on the larger of the Anita Dees with extensive food, beverage and entertainment packages--a favorite private charter vessel. -
Mercury, Chicago's Skyline Cruiseline
112 E Wacker Dr, Chicago, IL
The go-to Chicago tour boat features beverages and snacks during any number of informative historical and architectural lake and river tours.

