Chicago Sailing Private Charter Day - 2 Hours

Sail your cares away on the endless blue waters of Lake Michigan. An exhilarating Chicago day sail lets you take in fresh air and sunshine while tacking and jibing past the towering skyscrapers of the Windy City.

The sailboat is all yours for two hours with room for up to six guests. Experience the VIP feel of your own private vessel with a seasoned captain and crew aboard to chart your course. And if you’re feeling adventurous, try your hand at sailing her yourself!

• Take a two-hour private day sail on Lake Michigan with up to six passengers.
• Kick back and relax while the crew navigates—or play captain and take a turn at the helm!
• See the magnificent skyscrapers of Chicago’s famous skyline.
• Cruise past the Sears Tower, John Hancock Center, Lake Point Tower, and more.
• Spot the iconic Ferris wheel as you sail past Navy Pier.
• Snap photos of the cityscape from a panoramic vantage point.

Whether you’re new to sailing or an old sea dog, you’ll appreciate this journey’s first-rate vessel, exceptional service, and, superior scenery. Book your Chicago day sail today!