The holidays in Chicago are best enjoyed together, whether you are planning a family lights tour, a company holiday party, or a community event. With Aries Charter Transportation, your group can celebrate the season aboard one of our vintage-style trolleys, complete with classic wood seating, brass railings, and festive character.
As one of Chicago’s most established group transportation providers, Aries Charter offers more than just buses. Our trolley fleet gives groups a chance to enjoy the city in a vehicle that feels both nostalgic and lively, making it a favorite choice for holiday outings.
Holiday Lights Trolley Tours
Chicago shines bright during the winter months. From Michigan Avenue’s sparkling displays to neighborhood traditions that have grown for decades, the city is alive with lights. Renting a trolley turns a simple drive into an event in itself.
Groups that often book holiday lights tours include:
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Families looking for a new seasonal tradition
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Companies planning employee or client appreciation outings
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Community groups and schools celebrating the season together
Onboard sound systems let you play holiday playlists, and PA systems are available for announcements, toasts, or guiding tours. The atmosphere is festive from the moment your group boards.
Holiday Parties on the Move
Holiday parties do not have to stay in one place. A trolley can be both your transportation and part of the celebration. Many groups use trolleys to:
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Move between restaurants, breweries, or theaters
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Stage rolling holiday celebrations complete with music and lights
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Keep the group together from pickup to drop-off
Aries Charter can also provide charter buses, mini-coaches, and executive vans for larger events or as a complement to trolley service, making it easy to match vehicles to the size and style of your celebration.
Corporate and Special Events
For businesses hosting end-of-year events, a trolley makes a lasting impression. It is a unique way to thank employees or entertain clients while enjoying Chicago’s seasonal atmosphere.
Trolleys are also popular for winter weddings, birthdays, anniversaries, and family gatherings. The open layout and festive design create a lively environment, while the experience of riding a trolley through the city is something guests will talk about long after the event.
Pro Tip for Holiday Planners
December weekends are the busiest time of year for our trolleys. To secure your preferred date and time, plan your booking early. Many groups reserve months in advance, especially for popular holiday lights tours or corporate holiday parties.
Why Choose Aries Charter
Aries Charter has provided transportation throughout Chicagoland for more than two decades. Our services stand out because we offer:
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A wide range of vehicles, from trolleys to motor coaches
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Professional drivers familiar with Chicago traffic and event logistics
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Flexible itineraries designed around your group’s needs
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A trusted reputation for weddings, corporate outings, tours, and special events
Whether your group is small or large, Aries Charter makes it easy to find the right vehicle for your celebration.
Reserve Your Holiday Trolley
Bring vintage charm to your holiday outing with an Aries Charter trolley. From holiday lights tours to rolling holiday parties, our vehicles are designed to make your event memorable.
Start planning today by viewing our trolley fleet or requesting a quote. Our team will help you customize the details so your group can celebrate the season together in true Chicago style.