Skyline Sail GO Card

Quick Details

Adult Ages 13+
$37
Child Ages 0 – 12
$14

The Best Way to View Chicago’s Skyline

Enjoy a leisurely cruise as you take in the world-famous skyline of Tall Ship Windy City from the water.

Leave the hustle and bustle behind! Explore Chicago’s shores and watch the sunset with a leisurely trip around Lake Michigan.

Take in the world-famous skyline, enjoy spectacular views, and discover Tall Ship Windy City from the water… all from the decks of the famous Tall Ship Windy.

Start Time

Low Season schedule please refer to our website for dates and times
May – Skyline sails at 1:00 and 3:00 Daily – Check Website for exact times

Sails at 7:00 and 9:00 daily, exceptions by month stated below:

  • June – Offered Daily – with the exception of Firework Sails and Special events
  • July – Offered Daily – with the exception of Firework Sails and Special events
  • August – Offered Daily – with the exception of Firework Sails and Special events
  • Sept – Limited Schedule – Check Website

Cancellation Policy:

No refunds, no exchanges without the purchase of additional trip insurance: Rain or shine event. 

No-shows will be charged the full price. Guests must arrive at least 30 minutes before the scheduled departure time or your reservation will be cancelled and the remaining amount owed will be charged on the CC on file.

All sales are final. The captain reserves the right to postpone a sail for up to 120 minutes; if the sail is canceled, tickets may be exchanged for another time.