Take an all-you-can-drink cocktail architecture cruise
Chicago Line Cruises Cocktail Architecture Cruise
Where to catch it: Ogden Slip
Because nothing goes better with a docent describing buildings than Green Line Pale Ale and Maker’s Mark, there’s this laid-back cruise hitting the lake waters around the Adler Planetarium and the river from Wolf Point and back. Opt for unlimited beer, wine, and mixed drinks and check out the fireworks aboard this 90-minute floating bender.
Price: $42 (plus $20 for unlimited beer, wine, and mixed drinks)
Rent your own yacht
Chicago Adventure Club two- or three-hour yacht rental
Where to catch it: Burnham Harbor
Ever want to take a BYOB booze cruise to Horseshoe Casino in a massive Carver 350 Mariner with US Coast Guard-certified captains, a 22in TV, and built-in MP3 sound system? Well, now you can, in addition to trips to Northerly Island for a concert, the Air & Water Show, or wherever the hell you feel like going. Because you’re on a yacht, for Christ’s sake.