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Tall Ship Windy, Chicago Travel Guide

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Discover the beauty of Chicago from the water aboard the Tall Ship Windy, offering unforgettable sailing experiences on Lake Michigan.

Set sail on the Tall Ship Windy in Chicago for an unforgettable maritime adventure. This iconic tall ship offers breathtaking views of the skyline while providing a unique experience of sailing on Lake Michigan.

A brief summary to Tall Ship Windy

  • Monday 10 am-7 pm
  • Tuesday 10 am-7 pm
  • Wednesday 10 am-7 pm
  • Thursday 10 am-7 pm
  • Friday 10 am-7 pm
  • Saturday 10 am-7 pm
  • Sunday 10 am-7 pm
Eve
From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Tall Ship Windy.

  • Book your tickets online in advance to secure your spot, especially during peak tourist season.
  • Arrive early to enjoy the ship's amenities and take some stunning photos before the cruise begins.
  • Dress in layers, as it can get breezy on the water, especially during evening sails.
  • Don't forget to bring a camera to capture the breathtaking views of the Chicago skyline.
  • Check the schedule for special themed cruises, which often include live music and other entertainment.

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Getting There

  • Public Transit - Bus

    If you are near the Chicago Transit Authority (CTA) bus stop, take the #66 Chicago bus heading east. Get off at the stop at Grand Ave & Lake Shore Dr. From there, walk east on Grand Ave for about 5 minutes until you reach 600 E Grand Ave, where the Tall Ship Windy is located.

  • Public Transit - Train

    If you are near a CTA train station, take the Red Line train towards Howard. Get off at the State/Lake station. From there, transfer to the #60 bus heading east towards the lakefront. Get off at the stop at Grand Ave & Lake Shore Dr. Walk east on Grand Ave for about 5 minutes to reach the Tall Ship Windy at 600 E Grand Ave.

  • Walking

    If you are already in the Streeterville neighborhood, simply head towards the waterfront. Locate Grand Ave and walk east for about 10 minutes. You will find the Tall Ship Windy at 600 E Grand Ave, right near the lake.

  • Biking

    If you prefer biking, rent a Divvy bike from a nearby station. Head east on Grand Ave towards the lake. Follow the bike lane along Grand Ave for about 1 mile. The Tall Ship Windy will be on your left at 600 E Grand Ave.

Discover more about Tall Ship Windy

The Tall Ship Windy offers an enchanting maritime experience in the heart of Chicago, situated along the picturesque shores of Lake Michigan. This majestic wooden tall ship is not just a vessel; it's a gateway to exploring the city's skyline from a unique perspective. As you board the ship, you will be welcomed by a seasoned crew ready to share the rich history of sailing and the Windy City itself. The ship's sails rise gracefully against the backdrop of towering skyscrapers, creating a perfect canvas for unforgettable photographs. Guests can enjoy a variety of sailing options, from leisurely day trips to romantic sunset cruises, making it ideal for families, couples, and solo travelers alike.As you glide across the shimmering waters, take in panoramic views of iconic landmarks such as Navy Pier, the John Hancock Center, and the sprawling shoreline. The knowledgeable crew often shares fascinating stories and insights about the city's history and maritime practices, making each trip not just scenic but educational as well. For those looking to learn, the Tall Ship Windy also offers sailing lessons, allowing you to get hands-on experience with the art of sailing. Whether you're seeking a peaceful escape from the bustling city or an adventurous outing, sailing on the Tall Ship Windy is a must-do when visiting Chicago, promising memories that will last a lifetime.With a capacity to accommodate a good number of passengers, the Tall Ship Windy ensures that every guest has a front-row seat to the beauty of Lake Michigan. So, whether you're enjoying a daytime sail with friends or a romantic sunset cruise with a loved one, this iconic vessel guarantees an experience that embodies the spirit of adventure and the charm of Chicago.
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