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Book tours and experiences in Chicago

Go beyond the video

Book tours and experiences in Chicago

Browse activities from local guides

ViatorFind on Viator

Frequently Asked Questions

  • Late spring through early fall for ideal sailing weather and scenic views.

  • 1–2 hours

  • Camera or smartphone for photos, Comfortable shoes with grip, Light jacket for breeze, Sunglasses and sun protection, and Water bottle

  • Adventure Seekers, Couples, Families, Photography Enthusiasts, and Solo Travelers

  • Historic Sightseeing, Outdoor Recreation, Sailing Cruise, and Urban Adventure

  • Fly into Chicago O'Hare International Airport (ORD), approximately 30 minutes from East Grand Avenue by car or public transport.

  • Stay near the harbor at downtown hotels, boutique stays along the Magnificent Mile, or charming guesthouses in the Lakeshore East neighborhood.Book a stay →

  • Explore nearby Navy Pier attractions, stroll the Chicago Riverwalk, or visit the Art Institute of Chicago for a cultural day out.Book a tour →