All ages • 1 hour • Family-friendly • Saturdays + Sundays during the holidays
Hop aboard the Jolly Trolley for a one-hour vintage-style ride through Pittsburgh’s most festive holiday sights, featuring Santa, seasonal songs, and the city’s beloved landmarks.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1 hour
Fitness Level
Suitable for all ages and fitness levels; involves minimal walking
Wildlife
History
The Three Rivers Heritage Trail follows historic riverfront paths used for trade and transport, connecting modern Pittsburgh with its industrial past.
Conservation
Efforts to keep the trail clean and sustainable help preserve Pittsburgh’s river ecosystems and urban green spaces during increased holiday foot traffic.
Molly's Trolleys Pittsburgh
All ages • 1 hour • Family-friendly • Saturdays + Sundays during the holidays
Molly's Trolleys Pittsburgh operates guided trolley tours throughout Pittsburgh, Pennsylvania, offering city sightseeing and seasonal holiday experiences aboard vintage-style trolleys. The company runs a selection of curated routes that highlight Pittsburgh neighborhoods, landmarks, and seasonal displays to give riders a comfortable, nostalgic way to explore the city.
Tours include an All About the Burgh culture-focused route that showcases local history and cultural points of interest, a Holiday Nights, Lights, and Sights Trolley Ride featuring festive music and illuminated displays, and a Jolly Trolley Holiday Sightseeing Tour — a one-hour, family-friendly ride led by Santa with singing, photo opportunities, and a small gift for participants.
Molly's Trolleys maintains a focus on guest experience, vintage-style comfort, and clear, scheduled departures within Pittsburgh. Vehicles are presented in a classic trolley style to evoke nostalgia while providing modern safety and comfort standards. Guides provide informative commentary and planned stops at notable locations during tours that center on entertainment and local culture.
For visitors planning seasonal outings, couples seeking a unique evening, or families looking for approachable holiday activities, the company offers distinct trolley options that cater to those needs. Reservations are encouraged for scheduled rides during peak holiday periods to secure seats. Molly's Trolleys emphasizes transparent tour descriptions, predictable start times, and family-oriented programming to build trust with guests exploring Pittsburgh by trolley.
Booking information, schedules, and seat availability are provided through the business's official channels; guests can check current offerings and reserve tickets in advance to plan visits for preferred dates and times.
Location
Pittsburgh, PA
Tours operate throughout Pittsburgh
Tours Offered
3
City and holiday trolley experiences
Holiday Tours
2
Seasonal light and Santa rides
Vintage Style
Yes
Classic trolley look with modern comfort
Secure tickets for city sightseeing or a festive holiday ride — limited seats on themed trolley tours in Pittsburgh.
Arrive Early for Seating
The Jolly Trolley fills quickly during weekends; arrive at least 15 minutes before departure to secure a good spot.
Dress Warmly
The vintage trolley can be cool inside during winter months, so layer up to stay comfortable throughout the ride.
Bring a Camera
Prepare to snap photos of iconic landmarks draped in festive lights along the Three Rivers Heritage Trail.
Check Weather Forecast
Inclement weather could affect trolley operations; confirm tours are running ahead of your visit.
Warm Jacket
Keeps you cozy during the chilly winter trolley ride.
winter
Camera or Smartphone
For capturing festive decorations and memorable moments.
Comfortable Footwear
Helpful for boarding and disembarking the trolley safely.
Reusable Water Bottle
Stay hydrated, especially with kids along for the ride.