Chicago Private Trolley Rentals

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Our transportation service for weddings is unmatched in downtown Chicago and its neighborhoods. We also provide service in all suburbs and the surrounding states. We are photo-taking excursion experts and our trolleys themselves are delightful and photogenic. Having special parking and staging privileges from City Hall allows us to coordinate daily with hotels, attractions, and venues for pick-ups and drop-offs. Our drivers are punctual, professional and fun. Read the many positive reviews on The Knot, Yelp, Pinterest, Facebook and other sites. We’ve created this market ourselves over the past twenty years. And we’re the perfect choice for bachelor and bachelorette parties. Drinks, food, and decorations welcome!

We take wedding transportation very seriously so you and your family and friends can have the perfect day.

773-648-5000

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Take the students on the ultimate field trip on top of a double decker bus and or in a trolley. We can customize these trips so the kids see firsthand what they’re studying in Chicago history class. We have all types of kid-friendly tours from architecture for beginners to movie tours. And sometimes we just ride around downtown and let the kids have fun!

Our guides can take them to Navy Pier or any of our five hundred city parks for lunch. We can show you where the 1871 Chicago Fire started and where the first Fort Dearborn ended. Let us pick you up right at school (or anywhere you want!) and take you back afterwards. You can design the whole day or let us help to plan a unique day for the kids. Learn about this influential city from guides who teach this subject every day to kids and adults from around the world. By the way, the teachers always have a great time, too!

WE ARE AN APPROVED CHICAGO PUBLIC SCHOOLS VENDOR! (VENDOR #26481)

773-648-5000

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Company parties are a festive way to bring together your staff. No matter how big the size of your company, we have enough vehicles. Our trolleys or double deckers will pick you up at your office and take you on scavenger hunts, pub crawls, or city tours that you design with our help. We have business partners with hundreds of entertainment venues around the city, so we can help coordinate your group’s big day on the town. We have the fleet to shuttle thousands of guests. Companies report to us all the time that their day on the trolleys made their work environments more positive. At the end of the day, we can take people back to the office, the train stations, and even home.

With our trolleys and double deckers, your entire office can skip a day of work…together.

773-648-5000

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We invented and perfected the pub crawl in Chicago. We do over a thousand per year and are recognized as the most fun and reliable party vehicle. We can help you design your night or we’ll do exactly what you want. Our staff members are experts at bar crawls, birthday parties, take-the-day-off excursions, and whatever type of party you have planned. Coolers full of drinks and food are welcome. You can bring them to us in advance and we’ll ice them down and bring them out to you. We’ll pick you up at your apartment, house, hotel, bar, or restaurant. You can make mix CDs or hook up your iPod or phone to our soundsystem. There are almost two thousand bars in Chicago. Let us safely drive you to as many as you want.

Our motto for party trolleys and pub crawls is, “You crawl. We drive.”

773-648-5000

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