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 an hour long 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. Unvaccinated guests must wear a mask for the duration of their tour, and tour groups will be arranged for proper physical distancing. If you feel sick, please stay home.

Book Holiday Sightseeing in Pittsburgh

Jolly Trolley tours are offered every Friday, Saturday, and Sunday from December 3rd to December 19th, 2021. Join us for a fun, family-friendly holiday outing!

Tour times:

  • 10:00 AM

  • 11:30 AM

  • 1:00 PM

  • 2:30 PM

 Jolly Trolley Tickets

Adults: $15


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 48 hours in advance. For tours within 48 hours, please call us at 412-281-2085 for availability.


Jolly Trolley tour tickets are nonrefundable and nontransferable.

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.