

Discover 1 Yachts & sailboats in Chicago on Trip.com, updated December 11, 2025, with experiences lasting from 1 to 2 hours. Find the perfect adventure for your day!
From USD 58.41 per person, with an average total of USD 58.41. Choose the option that suits your plan.
Now on Trip.com: "Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier", a 1-hour adventure in Chicago!
The next available day tour departs on December 12, 2025. Book now to secure your spot!
Chicago Yachts & sailboats usually take about 1 hours — perfect for a relaxed, immersive experience!
100% of Chicago Yachts & sailboats now offer English-speaking guides
December is perfect for visiting Chicago! Choose from Yachts & sailboats available day tours, including seasonal hits like Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier.

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