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Book tours and experiences in Chicago
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Late spring through early fall for pleasant weather and calm waters
1–2 hours
Camera or Smartphone, Comfortable Shoes with Grip, Hat and Sunglasses, Light Jacket for Wind, and Sunscreen
Adventure Seekers, Couples, Families, Photographers, and Solo Travelers
Boat Tour, Historic Experience, Outdoor Leisure, and Urban Adventure
The nearest airport is Chicago O’Hare International Airport (ORD), approximately 30 minutes by car from the downtown waterfront.
Stay in luxury hotels, boutique inns, or cozy bed and breakfasts near Chicago’s downtown lakefront for easy access to the Tall Ship Windy.Book a stay →
Combine your sailing adventure with visits to Navy Pier, Millennium Park, or an architecture river cruise for a full urban experience.Book a tour →
