Background

Sail Away on the Tall Ship Windy

Discover Chicago's beauty from the waters of Lake Michigan with the Tall Ship Windy – a unique sailing experience blending adventure and history.

4.5

Experience the breathtaking views and rich history of Chicago from the water aboard the Tall Ship Windy. This iconic sailing experience combines adventure with education, making it a must-visit destination for tourists looking to explore the city in a unique way.

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

Local tips

  • Book your tickets in advance, especially during summer weekends, to secure your spot.
  • Bring a light jacket, as it can get breezy on the water, even during warm weather.
  • Arrive early to enjoy the picturesque views of the Chicago skyline before boarding.
  • Consider taking a themed cruise for a unique experience, such as the sunset sail or fireworks cruise.
  • Don't forget your camera; the views from the ship offer stunning photo opportunities!
widget icon

Getting There

  • Public Transit

    From Naperville's Metra Station, take the BNSF Railway Line train towards Chicago Union Station. The journey takes about 35-40 minutes. Once you arrive at Union Station, follow the signs to the CTA 'L' trains. Take the 'Pink Line' or 'Green Line' to the Clark/Lake stop. Transfer to the 'Red Line' train towards Howard and ride until you reach the Grand stop. From there, exit the station and walk east on Grand Avenue for about 6 blocks. You will find Tall Ship Windy at 600 E Grand Ave, right by the lake.

  • Bus

    Take the Pace Bus Route 834 from the Naperville Transportation Center towards the Metra Station in Downers Grove. After about 25 minutes, transfer to the Pace Bus Route 715 towards Chicago. This route will take you directly to downtown Chicago. Once you arrive in downtown, get off at the nearest stop and walk east on Grand Avenue for about 6 blocks to reach 600 E Grand Ave, where Tall Ship Windy is located.

  • Bicycle

    If you're feeling adventurous, you can rent a bicycle from one of the local rental shops in Naperville. Start your ride on the Naperville Riverwalk heading east, then connect to the DuPage River Trail. Follow the trail until you reach the Centennial Beach area, then navigate toward downtown Naperville. Continue into the Chicago area, eventually reaching the Lakefront Trail. Follow the trail north until you get to Grand Avenue, then head east about 6 blocks to find Tall Ship Windy at 600 E Grand Ave.

  • Walking

    If you're already in downtown Naperville, you can enjoy a scenic walk to Tall Ship Windy. Start on Washington Street, heading south towards the river. Cross the bridge and continue towards the downtown area. Keep walking east until you reach the riverfront, then follow the path along the lakefront towards Grand Avenue. Continue walking east for about 6 blocks to arrive at 600 E Grand Ave, where Tall Ship Windy is located.

Unlock the Best of Tall Ship Windy

Buy tickets

    No tickets available

Book tours with entry

    No tours available

Book tours without entry

    No tours available

Discover more about Tall Ship Windy

The Tall Ship Windy offers a captivating adventure for tourists seeking to explore Chicago from a new perspective. As a historic tall ship, it not only serves as a boat tour agency but also doubles as a sailing school and tourist attraction. When you step aboard this majestic vessel, you are not just embarking on a boat ride; you are entering a world where history and the beauty of Lake Michigan converge. Guests can enjoy guided tours that provide insight into Chicago's rich maritime history while reveling in the stunning skyline views that only a boat can offer. Sailing on the Tall Ship Windy allows visitors to witness the unique architecture of the city from the water, making it an ideal spot for photography enthusiasts. The ship's knowledgeable crew is passionate about sailing and eager to share their expertise. You can participate in sailing activities or simply relax and soak in the atmosphere. The panoramic views of the city from the lake are nothing short of spectacular, especially as the setting sun casts a warm glow over the skyline. Whether you're an adventure seeker or someone looking to enjoy a leisurely day on the water, the Tall Ship Windy caters to all. Moreover, the experience is enhanced by various themed sails, such as sunset sails or fireworks cruises, adding an extra layer of excitement to your visit. For families, the Tall Ship Windy is a perfect outing, offering educational programs that engage children and adults alike. With its convenient location along the bustling Chicago waterfront, this sailing experience is easily accessible, making it a top choice for tourists who want to explore the city in an unforgettable way.

Popular Experiences near Tall Ship Windy

Popular Hotels near Tall Ship Windy

Select Currency