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Premier Trolley Chicago

@premiertrolley

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Chicago’s #1 Trolley Company 🚋
Luxury trolleys for weddings, events, pub crawls, and more.
Where timeless charm meets modern celebration ✨

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More than a ride. More than getting from point A to B.
Professional drivers, custom routes, unforgettable nights.
This is Premier. 🚌✨

#premierexperience #chicagotrolley #chicagoevents #nightoutchicago #privateeventschicago taken in Chicago, Illinois by @premiertrolley

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9 months ago

Wedding season has been in FULL SWING this year, and we are loving every single second of it! 💍🥂✨

From stunning downtown skyline shots to luxury, flower-adorned interiors, we’re honored to help Chicago couples ride in style on their big day. 🏙️🤍

📲 Inquire today to check your date:
📞 (312) 998-3300
✉️ bookings@premiertrolleygroup.com taken in Chicago, Illinois by @premiertrolley

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8 days ago

POV: You booked the ultimate bachelorette party trolley in Chicago. 🕶️🥂✨

From golden hour views through our arch windows to full-on interior dance parties, Our trolley’s are built for unforgettable group celebrations! 🚎🍾.

✨ Full climate control
🔊 Premium Bluetooth sound system
📍 100% custom pickups, bar stops, and drop-offs. 📞 Call: (312) 998-3300
📧 Email: Bookings@PREMIERTROLLEYGROUP.COM. #ChicagoBachelorette #BacheloretteParty #ChicagoTrolley #PartyTrolley #PremierTrolleyGroup taken in Chicago, Illinois by @premiertrolley

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11 days ago

Blue skies, classic Chicago views, and the prettiest trolley in the city. 🩵🏙️

📍 Custom routes in Chicagoland for weddings, birthdays, and private events. 🥂🚎

📲 Contact us to check date availability:
📞 (312) 998-3300
✉️ Bookings@PREMIERTROLLEYGROUP.COM by @premiertrolley

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21 days ago

Birthday energy: 10/10! 🥳🚎✨

Skip the crowded bar lines and take the party on the road. Pickups, stops, and drop-offs are 100% custom to your group! 🥂🍾

📥 Ready to plan your birthday bash?
📞 (312) 998-3300
✉️ Bookings@PREMIERTROLLEYGROUP.COM taken in Chicago, Illinois by @premiertrolley

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24 days ago

Spooky season is creeping in! 🎃 Take your Halloween bar crawl or night out to the next level with your own private luxury ride. 🌡️ Fully heated for chilly October nights
🔊 Bluetooth speakers ready for your spooky playlist
📍 100% custom route—you pick the stops! 📲 Book your date before October slots fill up:
📞 (312) 998-3300
📧 Bookings@PREMIERTROLLEYGROUP.COM by @premiertrolley

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a month ago

Classic architecture meets classic luxury. 🏛️🚎✨

From church ceremonies to city receptions, we handle all your wedding day transport so you can focus on celebrating. 🥂🤍

📥 Check availability for your date:
📞 (312) 998-3300
✉️ Bookings@PREMIERTROLLEYGROUP.COM taken in Chicago, Illinois by @premiertrolley

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a month ago

Drop this in the group chat... Halloween plans are sorted. 🎃🚎✨

Swipe through to see how our groups do Halloween in Chicago! From Mario Kart crews to full costume crawls, there’s no better way to get around the city with your whole squad. 🥂👻

🔥 Fully heated so you won’t freeze in your costumes
🔊 Bluetooth surround sound for your spooky playlist
📍 100% custom pickups & bar stops

🗓️ October dates fill up fast! Lock in your trolley today:
📞 Call/Text: (312) 998-3300
📧 Email: Bookings@PREMIERTROLLEYGROUP.COM by @premiertrolley

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a month ago

Summer isn’t over yet—and neither is our biggest deal of the season! ☀️🌙

September brings some of the best, warmest night-out weather of the year, so we’re giving you ONE LAST CHANCE to take $200 OFF any evening booking starting at 6:00 PM or later! 🥂🚎

Gather your crew, pick your custom route, and soak up the last summer night vibes in luxury before dates fill up! 🍾✨

📲 HOW TO BOOK:
📞 Call: (312) 998-3300
📧 Email: Bookings@PREMIERTROLLEYGROUP.COM

#chicagonightlife #chicagobarcrawl #endofsummer #septemberevents #chicagothingstodo nightout PremierTrolleyGroup chicagotrolley taken in Chicago, Illinois by @premiertrolley

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a month ago

Spooky season is creeping in, which means October dates are filling up fast! 🎃🍂

Whether you’re planning a Halloween bar crawl, a haunted tour, or just a fun time around the city, the route is 100% custom to you. You pick the stops, bring the squad, and we supply the ultimate ride. 🥂🔥

🌡️ Fully heated for chilly fall nights
🔊 Bluetooth sound ready for your spooky playlist
📍 Custom pickups & stops anywhere in the city

📲 Ready to lock in your date?
📞 Call: +1 (312) 998-3300
📧 Email: booking@premieetrolleygroup.com

#ChicagoHalloween #SpookySeason #ChicagoTrolley #CustomTours #ChicagoBarCrawl PremierTrolley taken in Chicago, Illinois by @premiertrolley

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2 months ago

Home runs and trolley runs on The Wrigley! ⚾️🔥 Have you gotten on board for a Cubs game yet this season?

Stop splitting 4 different Ubers and losing your crew in Wrigleyville traffic. Load up your drinks, crank your pre-game playlist over our Bluetooth speakers, and roll up to Clark & Addison together in custom luxury style! 🍻✨

📍 Custom pickups & drop-offs built around your schedule
❄️ Ice-cold AC to beat the summer heat

📲 Lock in The Wrigley for your next game day:
📞 +1 (312) 998-3300
📧 bookings@premiertrolley.com

#FlyTheW #Cubs #WrigleyField #TheWrigley #Wrigleyville ChicagoCubs ChicagoTrolley PremierTrolleyGroup taken in Wrigley Field by @premiertrolley

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2 months ago

We might still be soaking up the Summerween sun, but October trolley bookings are officially OPEN and going fast! 🧟‍♀️✨.

If you want the ultimate Halloween party ride in Chicago, don’t wait until the last minute. Call or email us today to lock in your date!

📞 (312) 998-3300
✉️ bookings@premiertrolleygroup.com.
#summerween #halloween #spookyseason #trolley taken in Chicago, Illinois by @premiertrolley

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2 months ago