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  • VIP Event - One Day Only!

Set Sail Into Summer!

Celebrate Sunday of Memorial Day Weekend and the start of Summer on Tall Ship Windy's Moonlight Sail. This is THE Memorial Day Weekend event on Lake Michigan!

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A one day, VIP event.  Moonlight Sail Aboard Tall Ship Windy.

Tall Ship Windy’s Memorial Day Start of Summer Celebration. Departing from Navy Pier on Sunday May 26th at 8:45pm, celebrate Memorial Day and begin the summer with your friends and family aboard the famous 148′ four-mast schooner S/V Windy.

Sailing Lake Michigan aboard Chicago’s official flagship Tall Ship Windy is a Chicago tradition.  Enjoying a night time sail and experiencing a moonlit Chicago skyline is truly phenomenal.  Join us for this special, one day only Memorial Day sail.  And, bring your camera!

Adults VIP Access
Children VIP Access
Adults Standard
Children Standard

Chicago’s Famous Memorial Day Weekend Moonlight Sail!

Get ready for an extraordinary VIP event as you embark on an exhilarating journey into summer aboard the legendary 148′ Tall Ship Windy, marking the start of an electrifying season. Get ready for the ultimate Memorial Day celebration on the glistening waters of Lake Michigan, where you’ll be treated to panoramic views of the iconic Chicago skyline. Let the breathtaking backdrop of the city’s architectural wonders captivate your senses as you immerse yourself in the vibrant atmosphere of a spirited sail.
Departing from the iconic Navy Pier, the heart of Chicago’s waterfront excitement, this once-a-year VIP experience is an unforgettable adventure from the moment you step aboard. Arrive in style, ensuring you’re on deck at least 15 minutes before departure to catch every moment of this extraordinary journey.
Prepare for an evening of unforgettable memories as we navigate the shimmering waters, leaving you awestruck and longing for more adventures on the high seas. Discover the magic of Chicago from a new perspective and create cherished memories that will last a lifetime.