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Sail into Adventure with Tall Ship Windy

Experience the beauty of Chicago from the water with Tall Ship Windy, the city's premier sailing adventure on Lake Michigan.

★★★★★4.5 (510)

Tall Ship Windy offers a unique sailing experience on Lake Michigan, combining breathtaking views of Chicago's skyline with rich maritime history. Ideal for tourists looking for adventure, relaxation, and stunning photo opportunities.

Plan your visit

A brief summary to Tall Ship Windy

Opening times, essentials, and a few local tips gathered into one calmer, easier-to-scan planning section.

Plan your visit

📍
600 E Grand Ave, Chicago, Streeterville, Illinois, 60611, US
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

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    Getting There

    Public Transportation

    From any location in Berwyn, walk to the nearest CTA Blue Line station (e.g., Berwyn Station). Take the train towards Forest Park. At the Damen stop, transfer to the Pink Line towards 18th. Get off at 18th and Damen, then transfer to the Blue Line towards O'Hare. Ride until you reach Clark/Lake station. From there, transfer to the Brown Line and take it to the Washington/Wells station. Finally, walk east on Wacker Drive, then turn left on Lake Shore Drive, and continue until you reach 600 E Grand Ave. The Tall Ship Windy will be on your right.

    Bus

    Start at the nearest bus stop in Berwyn. Take the Pace bus route 302 towards Midway Airport. Get off at the Cicero & 55th stop. Then transfer to the CTA Pink Line at the Kedzie stop towards 18th. Ride to the Damen stop, then switch to the Blue Line towards O'Hare. Get off at Clark/Lake station, transfer to the Brown Line, and ride to Washington/Wells. Walk east on Wacker Drive and turn left onto Lake Shore Drive to reach 600 E Grand Ave.

    Walking and Train

    If you are near the Berwyn Metra Station, walk to the station and take a train towards Chicago Union Station. Once you arrive, exit the station and walk to the nearest CTA station (Washington/Wells). From there, take the Brown Line towards Kimball. Get off at the Clark/Lake stop. Walk east on Wacker Drive and turn left onto Lake Shore Drive until you reach 600 E Grand Ave, where the Tall Ship Windy is located.

    Local tips

    Book your tickets online in advance to secure your preferred sailing time.
    Arrive early to enjoy the scenic views and take photos before boarding.
    Dress in layers, as it can be breezy on the water even in warmer months.
    Consider a sunset cruise for a romantic experience with stunning views.
    Check the schedule for special themed events like live music or educational sails.

    Discover more about Tall Ship Windy

    Nestled along the vibrant shores of Lake Michigan, Tall Ship Windy is Chicago's premier sailing experience that invites tourists to embark on a maritime journey like no other. This majestic vessel, a classic tall ship, offers a unique perspective of the city, showcasing the stunning skyline and serene waters. As you set sail, the gentle breeze fills the sails, creating an enchanting atmosphere perfect for both relaxation and adventure. Whether you're a seasoned sailor or a curious first-timer, the crew at Tall Ship Windy ensures that your experience is both enjoyable and educational. Guests can learn about the art of sailing, the ship's rich history, and the ecological importance of the Great Lakes while enjoying panoramic views that make for unforgettable photographs. In addition to its breathtaking daytime cruises, Tall Ship Windy hosts a variety of themed sailing events, including sunset sails that transform the sky into a canvas of vibrant colors, making it a perfect romantic outing. The ship is available for private charters, making it an excellent choice for special occasions such as weddings, corporate events, or family gatherings. With its central location in the bustling Streeterville neighborhood, visitors can easily access a plethora of nearby dining and entertainment options after their sailing adventure. Tall Ship Windy not only offers a delightful escape from the city's hustle and bustle but also serves as a gateway to experience the natural beauty and rich maritime culture of Chicago. Whether you're looking to unwind, learn, or celebrate, a sail aboard Tall Ship Windy is a must on your Chicago itinerary.
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    More about Berwyn

    Explore Berwyn, Illinois - a charming city with historic bungalows, rich culture, and vibrant festivals, just minutes away from the bustling streets of Chicago.

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