Tall Ship Windy

Chicago, IL

★ 4.6 (652 reviews)

Guests sail aboard a 148-foot, four-masted schooner to enjoy views of the Chicago skyline and Lake Michigan. The experience includes public sails, fireworks cruises, live music sails, group outings, and private charters. The ship departs conveniently from Navy Pier and offers a relaxed, photo-friendly way to enjoy the city from the water.

Duration: 75 min   Cancellation: All sales are final. General Admission tickets on special sails without trip insurance may not change or cancel a reservation. RAIN OR SHINE EVENT: In the unlikely event that your tour is cancelled, you may exchange your ticket for another day or receive a refund if you purchased trip insurance. No-shows will not be eligible for rescheduling or refund.

Menu

• Chicago Skyline Sail75 minutesPrice on request
• Chicago Skyline Sail Group Rates • 20+ People75 minutesPrice on request
• Fireworks Cruise!90 minutesPrice on request
• Fireworks Cruise! - Group Rates • 20+ People90 minutesPrice on request
• 2026 Air & Water Show - Special Event!2.5 hoursPrice on request
• 2026 Air & Water Show - Special Event! - Group Rates • 20+ People2.5 hoursPrice on request
• Contemporary Chicago Blues ~LIVE~ with Michael Charles!!2 hoursPrice on request
• Traditional Chicago Blues ~LIVE~ with Michael Charles!! - Group Rates2 hoursPrice on request
• Independence Day Weekend Kick Off Sail2 hoursPrice on request
• Independence Day Weekend Kick Off Sail - Group Rates • 20+ People2 hoursPrice on request

Hours

• Monday - Fri 11am-1pm

Requirements

• Sail aboard Chicago's Official Tall Ship, a 148-foot, four-masted schooner
• Beautiful views of the Chicago skyline and Lake Michigan from an open-air deck
• Convenient departure location at Navy Pier