Adrenaline CH17038IC

Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)

Chicago's Premier Sailing Experience!

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  • Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)
  • Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)
  • Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)
  • Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)
  • Chicago Sailing Private Charter Day - 2 Hours (WEEKEND)

Escape on a private weekend sail on Lake Michigan. Enjoy Chicago’s skyline with up to six guests, relax or sail past landmarks like the Sears Tower and Navy Pier, and capture stunning view! Book now!

Item: CH17038IC
Monroe Harbor (Chicago)
Available Dates
Our Price: $ 543 2025-06-06
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  • Description

    Private Daytime Sail

    Escape the hustle and bustle of city life with a rejuvenating weekend sail on Lake Michigan. This exclusive Chicago charter offers a serene and unforgettable experience, allowing you to bask in the fresh air and sunshine while soaking in the iconic views of the Windy City.

    Inclusions:

    • 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.

    This private sailing adventure lasts two hours and is perfect for up to six guests, making it an ideal weekend getaway. With the entire sailboat at your disposal, you can relax and unwind as a seasoned captain and crew handle everything. For those seeking a bit of adventure, you’re welcome to take the helm and feel the thrill of sailing yourself.

    During your weekend sail, you’ll cruise past Chicago’s most famous landmarks, including the towering Sears Tower, the sleek John Hancock Center, and the unique Lake Point Tower. As you glide along the lake, keep an eye out for the iconic Ferris wheel at Navy Pier and capture stunning photos of the cityscape from your vantage point on the water.

    Whether you’re a seasoned sailor or new to the experience, this weekend sail on Lake Michigan offers the perfect mix of relaxation, adventure, and breathtaking views. The combination of a top-notch vessel, attentive service, and the stunning Chicago skyline ensures a memorable outing on the lake. Enjoy the peace and tranquility of the open water while taking in the best that Chicago has to offer from a truly unique perspective.

    Book your Chicago Sailing Private Charter Day- 2 Hours (WEEKEND) experience today.

  • Rated 4.6/5 based on 11 customer reviews
  • Experience Details

    What is Supplied

    • USCG Licensed Captain
    • 2 Hour Private Charter that can accommodate up to 6 passengers 
    • Sailing on a 36 ft. Sailboat build by Catalina Yachts (Vessel Bernard)
    • This package is for WEEKEND only. See our other packages for the weekday rates.

    More Information

    • This is a private charter. The passenger list is at your discretion
    • All charters are non-smoking
    • Please make the booking under just one persons name
    • Can take up to 6 passengers included in the price
    • Departure times available 11AM, 1:30PM and 4PM

  Available Dates
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Location

Monroe Harbor (Chicago)