Live Blues & Lakefront Views: Tall Ship Windy’s Concert Sails
By Jane Rogers
The Tall Ship Windy, sailing from Navy Pier in Chicago, is a 148-foot, traditional four-masted gaff topsail schooner. Windy is the first certified four-masted traditional sailing vessel built in the U.S.A. since 1921. Tall Ship Windy was awarded the status of official flagship of the City of Chicago by Mayor Richard M. Daley in 2006.
Windy’s Mission: Our goal is to inspire those who may have never been sailing, as well as to intrigue those who are experienced sailors. An adventure on Tall Ship Windy is ideal for families and groups seeking a fun/educational experience, romantics of all ages, history buffs, those seeking creative and spiritual inspiration, or just friends looking to have a wonderful sailing experience and a truly unique view of our fair city of Chicago.
Her Tours include: Chicago Skyline Sail, Monday Night Concert Series, Fireworks Sails, Special Events Sails, and they even have a membership for unlimited sail “Chicago Skyline Sails” for the season.
Monday Night Concert Series with Australian-born, Chicago Blues Hall of Famer Michael Charles and His band performing music all throughout the 2-hour sail. MC’s dates for 2025 are every Monday from June 16 through August 11.
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Links:
Tall Ship Windy:
Official: https://navypier.org/cruises-and-tours/tall-ship-windy/
Facebook: https://www.facebook.com/groups/3706421769650534/
Instagram: https://www.instagram.com/tallshipwindy/
Monday Night Concert Series: https://www.lakeshoresail.com/sailing-experiences/monday-night-concert-series-2025/
Michael Charles:
Official: https://michaelcharles.us/
Facebook: https://www.facebook.com/michaelcharles.us/
Instagram: https://www.instagram.com/moonlightlabel/
