Adrenaline CH17040IC

Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY)

The Most Romantic Sail on Lake Michigan!

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  • Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY)
  • Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY)
  • Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY)
  • Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY)

When the sun sets, the magic starts. Drifting along Lake Michigan in a stunning sailboat, you and yours experience what’s undoubtedly The Windy City’s most romantic views.

Item: CH17040IC
Monroe Harbor (Chicago)
Available Dates
Our Price: $ 484 2025-06-13
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  • Description

    Private Sunset Sail at Lake Michigan

    As the sun dips below the horizon, your private sunset sail on Lake Michigan begins, offering some of Chicago's most stunning and romantic views. This exclusive two-hour charter accommodates up to six passengers, making it perfect for an intimate evening or a small group of loved ones. You'll sail along the vast expanse of Lake Michigan, with Chicago's famous skyline as your backdrop, watching as the city’s lights begin to twinkle.

    Inclusions:

    • Take a two-hour private sunset sail on Lake Michigan with up to six passengers.
    • Appreciate premium service from a seasoned captain and crew.
    • Take a turn at the helm or kick back and watch the sun dip its face below the horizon.
    • Experience the magic of Chicago’s famous skyline coming to life!
    • Sail past the Sears Tower, John Hancock Center, Lake Point Tower, and more.
    • Snap photos of the famous Ferris wheel at Navy Pier.

    Whether you prefer to relax or take an active role, this sail offers something for everyone. Feel free to take a turn at the helm and navigate the sailboat yourself, with guidance from a seasoned captain, or simply sit back and watch the sunset while soaking in the beauty around you. The sail passes iconic landmarks such as the Sears Tower, John Hancock Center, and Lake Point Tower, offering plenty of photo opportunities along the way. You’ll also catch a glimpse of the iconic Navy Pier Ferris wheel, providing the perfect background for unforgettable moments.

    During the sunset sail, you'll enjoy premium service from an experienced captain and crew, ensuring a smooth and memorable journey. The peacefulness of the open water, combined with the glow of the sunset and the beauty of the Chicago skyline, creates a truly magical experience. Whether it's a romantic date, a special celebration, or simply a relaxing escape, this private sunset sail offers the perfect setting for an unforgettable evening on Lake Michigan.

    Book this Chicago Sailing Private Charter Sunset - 2 Hours (WEEKDAY) experience today!

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

    Fitness and Experience

    • No particular level of fitness or experience is required.

    What to Bring/Wear

    • Confirmed Adrenaline trip notes and Valid ID
    • Dress for an active adventure.
    • Shorts and pants are preferable to skirts and dresses due to wind.
    • Dress according to the weather conditions.
    • The temperature is typically cooler on the lake, especially at night. Consider bringing an extra layer for warmth.

    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)

    More Information

    • Departs at 7PM
    • This is a private charter. The passenger list is at your discretion
    • All charters are non-smoking
    • Can take up to 6 passengers included in the price
    • Please make the booking under just one persons name
    • Weekend sails available with a surcharge - see other packages

  Available Dates
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Location

Monroe Harbor (Chicago)