Jolly Trolley Holiday Sightseeing Tour

See Pittsburgh’s holiday traditions come to life from the comfort of a vintage-style trolley! Join us for a special sightseeing trolley tour this holiday season.


The Jolly Trolley is a 30-minute holiday sightseeing tour of Pittsburgh, perfect for all ages! Beginning in the Strip District, this tour takes you throughout the city to discover the wonder and magic of the holidays in a unique and festive way. 


Learn interesting facts about Pittsburgh holiday displays and traditions from an expert tour guide, take photos with our decked out trolley car, and sing along to holiday favorites! You won’t leave this trolley without becoming just a little bit more jolly. Special youth guests might even receive a small gift - sent all the way from the North Pole!

COVID-19 Information: The health and safety of our guests is our top priority. Our trolley cars are cleaned and sanitized thoroughly between every tour, all guests must wear a mask for the duration of their tour, and tour groups will be arranged for proper physical distancing.

Book Holiday Sightseeing in Pittsburgh

Jolly Trolley tours begin Saturday, December 5th and run from 10 AM - 3:30 PM every 30 minutes on Saturdays and Sundays during the first three weekends in December.


The final Jolly Trolley tours for the season will take place on Sunday, December 20th.

 Jolly Trolley Tickets

Adults: $12


Children (ages 12 and under): $10

Jolly Trolley tours begin at The Pennsylvania Market 18th St. entrance in the Strip District across from Primanti's. Look for the red and green trolley!


Tickets must be booked at least 24 hours in advance. For tours within 24 hours, please call us at 412-281-2085 for availability.

The Pennsylvania Market Specials for Jolly Trolley Guests

Jolly Trolley tour participants also have access to exclusive discounts at The Pennsylvania Market! Enjoy any of the following special offers:


  • 15% off any regular priced food item before or after your Jolly Trolley tour

  • Pizza specials:

    • Large pie for $15

    • Children’s slice of pizza for $1

The Pennsylvania Market serves breakfast from 10 AM - 1 PM and lunch from 12 PM until close.


During the weekend of December 13th, The Pennsylvania Market Holiday Market will take place in the Courtyard. Shop local small business vendors before or after your ride on the Jolly Trolley!

Private Jolly Trolley Tours

We're also offering private Jolly Trolley sightseeing tours this holiday season! Contact us here or give us a call at 412-281-2085 for more information.