Best results for Water Activities in Deerfield, IL

Design your own Chicago lakefront day aboard Soulshine

Ride a new 2026 Yamaha cruiser along Chicago's lakefront

Sail Lake Michigan for views of Chicago’s shoreline and skyline

Live blues, Lake Michigan sailing, and Chicago skyline views

See Chicago’s skyline from Lake Michigan on an evening sail

Cruise out for Navy Pier fireworks with skyline views and bar service

90-minute group sail for Navy Pier fireworks and Chicago skyline views

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

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