night tour

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    Nighttime Sail (Weekday)

    Chicago is home to one of the most beautiful skylines in the world. Stop settling for that postcard on your fridge and come see the view for yourself! This nighttime sailboat cruise around Lake Michigan will give you a perfect view of The Windy City's breathtaking, twinkling skyline. You'll spend a relaxing and entertaining evening on the lake as your USCG certified captain navigates you to all the premier viewing spots. See Chicago the way it was meant to be seen... from the water!
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    Nighttime Sail (Weekday)

    Montrose Harbor, Chicago

    • Tour Lake Michigan on a nighttime sailboat cruise
    • View the stunning Chicago skyline from a unique vantage point
    • Enjoy a relaxing evening on the waves with the breeze on your back
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    Nighttime Sail (Weekend)

    Chicago is home to one of the most beautiful skylines in the world. Stop settling for that postcard on your fridge and come see the view for yourself! This nighttime sailboat cruise around Lake Michigan will give you a perfect view of The Windy City's breathtaking, twinkling skyline. You'll spend a relaxing and entertaining evening on the lake as your USCG certified captain navigates you to all the premier viewing spots. See Chicago the way it was meant to be seen... from the water!
    No available dates to book.
    Bucketlist to hear about new dates first!
    Nighttime Sail (Weekend)

    Montrose Harbor, Chicago

    • Tour Lake Michigan on a sailboat night cruise
    • View the stunning Chicago skyline from a unique vantage point
    • Enjoy a relaxing evening on the waves with the breeze on your back
    BOOK NOW ← Back
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    Bikes at Night Tour

    When the lights go down in the city, you need to take to the Chicago streets. Guided by moonlight and the cityscape, you will explore the beauty of this Midwest marvel. During this bike tour, enjoy the spectacular lights of Chicago's skyline and lakefront by night. The must-see highlights include the Magnificent Mile, Crown Fountain, Buckingham Fountain, and Navy Pier. Take in the nighttime breeze and the softness that overcomes the city once the lights go out. Who knows? You may love it so much that you'll stay out to see the sunrise.
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    Bikes at Night Tour

    Navy Pier, Chicago

    • Ride a bike through the streets of Chicago at night
    • Discover sites like the Magnificent Mile, Crown Fountain, Buckingham Fountain, and Navy Pier
    • Enjoy a guided tour on this urban safari
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    Haunted Chicago Segway Tour

    (1)
    Do you believe in ghosts? If not, you may start to after this tour. As you follow your guide through the streets of Chicago on a personal Segway, you'll travel down secluded alleys, visit hotel lobbies, and glide along the Chicago River, listening as your guide recounts terrific tales of the city's haunted past, including disasters and gangster murders. Was that just a breeze you felt on your neck? Feel goosebumps on your arms and legs as you stand in the alley where more than 600 Chicagoans perished in 1903. Listen for the faint sound of an unmanned piano playing in the ballroom of the Michigan Avenue Hotel. Stand at the shore of the Chicago River -- the sight of Chicago's most tragic maritime disaster that claimed the lives of 800 people in 1915. Watch out, you don't want to become the haunter.
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    Haunted Chicago Segway Tour

    100 S Michigan Ave, Chicago

    • Traverse Chicago's haunted alleys, hotel lobbies, and waterfront on a Segway
    • Recount the tales of the city's haunted past including disasters and infamous gangster murders
    • Embrace the dark side of Chicago's history as you visit the scariest sights the city has to offer
    • Enjoy views of the city lit up at night
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    1 positive reviews
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    Haunted Chicago Segway Tour

    (23)
    Steeped in violence, mafia-related crimes, and deadly fires that claimed hundreds of thousands of lives, Chicago's a city filled with haunts. On this tour, you'll glide around the streets of Chicago on a Segway, stopping at places like the Michigan Avenue hotel, allegedly the most haunted hotel in the city, and Death Alley, where victims of the terrible Iroquois Theater fire were found. At these eerie locales, hear stories about the creepy things that've happened like unexplainable deaths and self-playing pianos. Pass the site of the Iroquois Theatre fire where over six-hundred Chicagoans perished in a single day. Here, you'll have fun in the creepiest of ways. Just make sure you're sleeping with one eye open at night...
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    Haunted Chicago Segway Tour

    300 E Monroe St, Chicago

    • Feel chills standing at infamous haunted hot spots throughout Chicago, such as Death Alley and the former site of Fort Dearborn
    • Glide on a Segway through the city streets to creepy locales like the Michigan Avenue hotel, considered the most haunted hotel in Chicago
    • Learn the stories and tales behind the ghosts that haunt the city today
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    23 positive reviews

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