1. Illinois Trail Shuttle

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    Illinois Trail Shuttle

    5.0 (1 review)
    Open 9:00 am - 9:00 pm

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    6 years ago

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    EagleRider Palatine - HD Low Rider

    EagleRider Palatine

    5.0(2 reviews)
    4.8 km

    First time renting a motorcycle from Eagle Rider. I flew into ORD Airport and noticed the sunny…read moreweather so decided to rent something a little more fun than a car. I used the Eagle Rider website to reserve the Harley motorcycle and picked the bike 30 minutes later. Employee Danny Brown had the Street Glide ready to go. Danny gave a good overview of all the bike features, helped me pair my phone with the Bluetooth stereo on the bike, and even provided some direction to get me to where I wanted to ride. I would highly recommend renting a motorcycle from him and will probably rent next time I am in town. Photo is of the bike while on a ride along Lake Michigan .

    I have been a Member of Eagle Rider for a few years now. Originally I joined so that I could get…read morean idea of what type of motorcycle I enjoyed riding before I just went off and purchased one. I do a lot of research before I purchase large ticket items and I thought that by having a lot of different rental options I could narrow my new motorcycle purchase down. The reason I still have not purchased a motorcycle is that the service at my local Eagle Rider Facility has been exceptional. Danny Brown, the manager, has always been exceptional with his communication. If he can accommodate a last minute rental request he will do what he can to assist. If my first choice is not available he will work to get me something to ride. With that said all of the Eagle Rider Rentals are top quality newer model bikes. This along with the fact that I don't have to detail a bike or store a bike is why I keep coming back season after season. Thanks Danny for the great experience. Dirk Hoerr Oak Park, IL

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    HD Sporster 883

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    Tall Ship Windy

    Tall Ship Windy

    4.1(532 reviews)
    44.7 kmNear North Side
    Established in 1996
    Family-owned & operated

    One of the best things I did while visiting Chicago! I booked the 8:30 p.m. Tall Ship Windy sail,…read moreand it was worth every penny. We left around 8:30 to 8:45, and by the time the 9:00 p.m. fireworks started, we had a front row view from the water. It was absolutely incredible. The captain and crew were friendly, welcoming, and did an amazing job. The ship wasn't overcrowded, so there was plenty of room to walk around and take in the views. Watching the fireworks with the Chicago skyline in the background was unforgettable. After the fireworks, we sailed under the night sky with the sails up and great music playing. It honestly felt like I was in the Caribbean, except with an amazing city skyline all around us. I'm from New York and was in Chicago for work, and I have to say this was even more impressive than seeing the New York skyline from the water. I also own a sailboat, so I really appreciated how well the crew handled the ship. One of my favorite parts was that guests could even help hoist the sails. There was a full bar with a really good rum punch, and so many great spots to take pictures of the sunset and the skyline. The crew was also happy to take photos for people. If you're going, get to Navy Pier early and enjoy the restaurants and drinks before your sail. This is great for families, couples, or even if you're traveling by yourself like I was. It's a unique experience that you won't get on one of the regular tour boats. I would absolutely do this again the next time I'm in Chicago.

    Staff was so amazing and kind, relaxing way to see the city on a calm and quiet sailboat so much funread more

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    Tall Ship Windy
    Tall Ship Windy - Picture you take prior to boarding. You can purchase these once you return to Navy Pier

    Picture you take prior to boarding. You can purchase these once you return to Navy Pier

    Tall Ship Windy - The Tall Ship Windy at dock

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    The Tall Ship Windy at dock

    Illinois Trail Shuttle - transport - Updated July 2026

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