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  • VIP Event - One Day Only!

Labor Day End of Summer Celebration Sail

Celebrate Labor Day and the End of Summer on Tall Ship Windy. This is THE event on Labor Day on Lake Michigan!

Quick Details

This is the best Labor Day celebration on Lake Michigan.  Aboard the famous 148′ Tall Ship Windy, we will have a live DJ with plenty of great sing along music, drinks, complimentary rum punch and party favorites for the celebration. And, yes, we will be shooting the cannons! Once aboard Tall Ship Windy, you will have a fun and celebratory sail on Lake Michigan where you can enjoy the Chicago skyline and the gentle waves of Lake Michigan

Don’t miss this once a year event and finish Labor Day weekend with a bang!

Adults VIP Access
Children VIP Access
Adults Standard
Children Standard

With the live DJ, sing along to some great summer favorites as well as a few traditional songs of the Pirates while enjoying the spectacular scenery that is the Chicago skyline and the wonderment of Lake Michigan.  148′ Tall Ship Windy’s famous end of Labor Day Celebration Sail is an event that should not be missed.

Please arrive at least 15 minutes prior to departure. This is a 1.5 hour charter departing promptly at 8:45pm and returns to Navy Pier at 10:15pm.  Guests must be 21 years of age to drink and/or purchase alcohol and must have valid identification.